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1
5805-5808
17 Out of C6H5CH2Cl and C6H5CHClC6H5, which is more easily hydrolysed by aqueous KOH 6 18 p-Dichlorobenzene has higher m p
1
5806-5809
6 18 p-Dichlorobenzene has higher m p than those of o- and m-isomers
1
5807-5810
18 p-Dichlorobenzene has higher m p than those of o- and m-isomers Discuss
1
5808-5811
p than those of o- and m-isomers Discuss 6
1
5809-5812
than those of o- and m-isomers Discuss 6 19 How the following conversions can be carried out
1
5810-5813
Discuss 6 19 How the following conversions can be carried out (i) Propene to propan-1-ol (ii) Ethanol to but-1-yne (iii) 1-Bromopropane to 2-bromopropane Rationalised 2023-24 191 Haloalkanes and Haloarenes (iv) Toluene to benzyl alcohol (v) Benzene to 4-bromonitrobenzene (vi) Benzyl alcohol to 2-phenylethanoic acid (vii) Ethanol to propanenitrile (viii) Aniline to chlorobenzene (ix) 2-Chlorobutane to 3, 4-dimethylhexane (x) 2-Methyl-1-propene to 2-chloro-2-methylpropane (xi) Ethyl chloride to propanoic acid (xii) But-1-ene to n-butyliodide (xiii) 2-Chloropropane to 1-propanol (xiv) Isopropyl alcohol to iodoform (xv) Chlorobenzene to p-nitrophenol (xvi) 2-Bromopropane to 1-bromopropane (xvii) Chloroethane to butane (xviii) Benzene to diphenyl (xix) tert-Butyl bromide to isobutyl bromide (xx) Aniline to phenylisocyanide 6
1
5811-5814
6 19 How the following conversions can be carried out (i) Propene to propan-1-ol (ii) Ethanol to but-1-yne (iii) 1-Bromopropane to 2-bromopropane Rationalised 2023-24 191 Haloalkanes and Haloarenes (iv) Toluene to benzyl alcohol (v) Benzene to 4-bromonitrobenzene (vi) Benzyl alcohol to 2-phenylethanoic acid (vii) Ethanol to propanenitrile (viii) Aniline to chlorobenzene (ix) 2-Chlorobutane to 3, 4-dimethylhexane (x) 2-Methyl-1-propene to 2-chloro-2-methylpropane (xi) Ethyl chloride to propanoic acid (xii) But-1-ene to n-butyliodide (xiii) 2-Chloropropane to 1-propanol (xiv) Isopropyl alcohol to iodoform (xv) Chlorobenzene to p-nitrophenol (xvi) 2-Bromopropane to 1-bromopropane (xvii) Chloroethane to butane (xviii) Benzene to diphenyl (xix) tert-Butyl bromide to isobutyl bromide (xx) Aniline to phenylisocyanide 6 20 The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the presence of alcoholic KOH, alkenes are major products
1
5812-5815
19 How the following conversions can be carried out (i) Propene to propan-1-ol (ii) Ethanol to but-1-yne (iii) 1-Bromopropane to 2-bromopropane Rationalised 2023-24 191 Haloalkanes and Haloarenes (iv) Toluene to benzyl alcohol (v) Benzene to 4-bromonitrobenzene (vi) Benzyl alcohol to 2-phenylethanoic acid (vii) Ethanol to propanenitrile (viii) Aniline to chlorobenzene (ix) 2-Chlorobutane to 3, 4-dimethylhexane (x) 2-Methyl-1-propene to 2-chloro-2-methylpropane (xi) Ethyl chloride to propanoic acid (xii) But-1-ene to n-butyliodide (xiii) 2-Chloropropane to 1-propanol (xiv) Isopropyl alcohol to iodoform (xv) Chlorobenzene to p-nitrophenol (xvi) 2-Bromopropane to 1-bromopropane (xvii) Chloroethane to butane (xviii) Benzene to diphenyl (xix) tert-Butyl bromide to isobutyl bromide (xx) Aniline to phenylisocyanide 6 20 The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the presence of alcoholic KOH, alkenes are major products Explain
1
5813-5816
(i) Propene to propan-1-ol (ii) Ethanol to but-1-yne (iii) 1-Bromopropane to 2-bromopropane Rationalised 2023-24 191 Haloalkanes and Haloarenes (iv) Toluene to benzyl alcohol (v) Benzene to 4-bromonitrobenzene (vi) Benzyl alcohol to 2-phenylethanoic acid (vii) Ethanol to propanenitrile (viii) Aniline to chlorobenzene (ix) 2-Chlorobutane to 3, 4-dimethylhexane (x) 2-Methyl-1-propene to 2-chloro-2-methylpropane (xi) Ethyl chloride to propanoic acid (xii) But-1-ene to n-butyliodide (xiii) 2-Chloropropane to 1-propanol (xiv) Isopropyl alcohol to iodoform (xv) Chlorobenzene to p-nitrophenol (xvi) 2-Bromopropane to 1-bromopropane (xvii) Chloroethane to butane (xviii) Benzene to diphenyl (xix) tert-Butyl bromide to isobutyl bromide (xx) Aniline to phenylisocyanide 6 20 The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the presence of alcoholic KOH, alkenes are major products Explain 6
1
5814-5817
20 The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the presence of alcoholic KOH, alkenes are major products Explain 6 21 Primary alkyl halide C4H9Br (a) reacted with alcoholic KOH to give compound (b)
1
5815-5818
Explain 6 21 Primary alkyl halide C4H9Br (a) reacted with alcoholic KOH to give compound (b) Compound (b) is reacted with HBr to give (c) which is an isomer of (a)
1
5816-5819
6 21 Primary alkyl halide C4H9Br (a) reacted with alcoholic KOH to give compound (b) Compound (b) is reacted with HBr to give (c) which is an isomer of (a) When (a) is reacted with sodium metal it gives compound (d), C8H18 which is different from the compound formed when n-butyl bromide is reacted with sodium
1
5817-5820
21 Primary alkyl halide C4H9Br (a) reacted with alcoholic KOH to give compound (b) Compound (b) is reacted with HBr to give (c) which is an isomer of (a) When (a) is reacted with sodium metal it gives compound (d), C8H18 which is different from the compound formed when n-butyl bromide is reacted with sodium Give the structural formula of (a) and write the equations for all the reactions
1
5818-5821
Compound (b) is reacted with HBr to give (c) which is an isomer of (a) When (a) is reacted with sodium metal it gives compound (d), C8H18 which is different from the compound formed when n-butyl bromide is reacted with sodium Give the structural formula of (a) and write the equations for all the reactions 6
1
5819-5822
When (a) is reacted with sodium metal it gives compound (d), C8H18 which is different from the compound formed when n-butyl bromide is reacted with sodium Give the structural formula of (a) and write the equations for all the reactions 6 22 What happens when (i) n-butyl chloride is treated with alcoholic KOH, (ii) bromobenzene is treated with Mg in the presence of dry ether, (iii) chlorobenzene is subjected to hydrolysis, (iv) ethyl chloride is treated with aqueous KOH, (v) methyl bromide is treated with sodium in the presence of dry ether, (vi) methyl chloride is treated with KCN
1
5820-5823
Give the structural formula of (a) and write the equations for all the reactions 6 22 What happens when (i) n-butyl chloride is treated with alcoholic KOH, (ii) bromobenzene is treated with Mg in the presence of dry ether, (iii) chlorobenzene is subjected to hydrolysis, (iv) ethyl chloride is treated with aqueous KOH, (v) methyl bromide is treated with sodium in the presence of dry ether, (vi) methyl chloride is treated with KCN Answers to Some Intext Questions 6
1
5821-5824
6 22 What happens when (i) n-butyl chloride is treated with alcoholic KOH, (ii) bromobenzene is treated with Mg in the presence of dry ether, (iii) chlorobenzene is subjected to hydrolysis, (iv) ethyl chloride is treated with aqueous KOH, (v) methyl bromide is treated with sodium in the presence of dry ether, (vi) methyl chloride is treated with KCN Answers to Some Intext Questions 6 1 6
1
5822-5825
22 What happens when (i) n-butyl chloride is treated with alcoholic KOH, (ii) bromobenzene is treated with Mg in the presence of dry ether, (iii) chlorobenzene is subjected to hydrolysis, (iv) ethyl chloride is treated with aqueous KOH, (v) methyl bromide is treated with sodium in the presence of dry ether, (vi) methyl chloride is treated with KCN Answers to Some Intext Questions 6 1 6 2 (i) H2SO4 cannot be used along with KI in the conversion of an alcohol to an alkyl iodide as it converts KI to corresponding acid, HI which is then oxidised by it to I2
1
5823-5826
Answers to Some Intext Questions 6 1 6 2 (i) H2SO4 cannot be used along with KI in the conversion of an alcohol to an alkyl iodide as it converts KI to corresponding acid, HI which is then oxidised by it to I2 6
1
5824-5827
1 6 2 (i) H2SO4 cannot be used along with KI in the conversion of an alcohol to an alkyl iodide as it converts KI to corresponding acid, HI which is then oxidised by it to I2 6 3 (i) ClCH2CH2CH2Cl (ii) ClCH2CHClCH3 (iii) Cl2CHCH2CH3 (iv) CH3CCl2CH3 Rationalised 2023-24 192 Chemistry 6
1
5825-5828
2 (i) H2SO4 cannot be used along with KI in the conversion of an alcohol to an alkyl iodide as it converts KI to corresponding acid, HI which is then oxidised by it to I2 6 3 (i) ClCH2CH2CH2Cl (ii) ClCH2CHClCH3 (iii) Cl2CHCH2CH3 (iv) CH3CCl2CH3 Rationalised 2023-24 192 Chemistry 6 4 6
1
5826-5829
6 3 (i) ClCH2CH2CH2Cl (ii) ClCH2CHClCH3 (iii) Cl2CHCH2CH3 (iv) CH3CCl2CH3 Rationalised 2023-24 192 Chemistry 6 4 6 5 6
1
5827-5830
3 (i) ClCH2CH2CH2Cl (ii) ClCH2CHClCH3 (iii) Cl2CHCH2CH3 (iv) CH3CCl2CH3 Rationalised 2023-24 192 Chemistry 6 4 6 5 6 6 (i) Chloromethane, Bromomethane, Dibromomethane, Bromoform
1
5828-5831
4 6 5 6 6 (i) Chloromethane, Bromomethane, Dibromomethane, Bromoform Boiling point increases with increase in molecular mass
1
5829-5832
5 6 6 (i) Chloromethane, Bromomethane, Dibromomethane, Bromoform Boiling point increases with increase in molecular mass (ii) Isopropylchloride, 1-Chloropropane, 1-Chlorobutane
1
5830-5833
6 (i) Chloromethane, Bromomethane, Dibromomethane, Bromoform Boiling point increases with increase in molecular mass (ii) Isopropylchloride, 1-Chloropropane, 1-Chlorobutane Isopropylchloride being branched has lower b
1
5831-5834
Boiling point increases with increase in molecular mass (ii) Isopropylchloride, 1-Chloropropane, 1-Chlorobutane Isopropylchloride being branched has lower b p
1
5832-5835
(ii) Isopropylchloride, 1-Chloropropane, 1-Chlorobutane Isopropylchloride being branched has lower b p than 1- Chloropropane
1
5833-5836
Isopropylchloride being branched has lower b p than 1- Chloropropane 6
1
5834-5837
p than 1- Chloropropane 6 7 (i) CH3CH2CH2CH2Br Being primary halide, there won’t be any steric hindrance
1
5835-5838
than 1- Chloropropane 6 7 (i) CH3CH2CH2CH2Br Being primary halide, there won’t be any steric hindrance (ii) Secondary halide reacts faster than tertiary halide
1
5836-5839
6 7 (i) CH3CH2CH2CH2Br Being primary halide, there won’t be any steric hindrance (ii) Secondary halide reacts faster than tertiary halide (iii) The presence of methyl group closer to the halide group will increase the steric hindrance and decrease the rate
1
5837-5840
7 (i) CH3CH2CH2CH2Br Being primary halide, there won’t be any steric hindrance (ii) Secondary halide reacts faster than tertiary halide (iii) The presence of methyl group closer to the halide group will increase the steric hindrance and decrease the rate The equivalent hydrogens are grouped as a, b and c
1
5838-5841
(ii) Secondary halide reacts faster than tertiary halide (iii) The presence of methyl group closer to the halide group will increase the steric hindrance and decrease the rate The equivalent hydrogens are grouped as a, b and c The replacement of equivalent hydrogens will give the same product
1
5839-5842
(iii) The presence of methyl group closer to the halide group will increase the steric hindrance and decrease the rate The equivalent hydrogens are grouped as a, b and c The replacement of equivalent hydrogens will give the same product All the hydrogen atoms are equivalent and replacement of any hydrogen will give the same product
1
5840-5843
The equivalent hydrogens are grouped as a, b and c The replacement of equivalent hydrogens will give the same product All the hydrogen atoms are equivalent and replacement of any hydrogen will give the same product Similarly the equivalent hydrogens are grouped as a, b, c and d
1
5841-5844
The replacement of equivalent hydrogens will give the same product All the hydrogen atoms are equivalent and replacement of any hydrogen will give the same product Similarly the equivalent hydrogens are grouped as a, b, c and d Thus, four isomeric products are possible
1
5842-5845
All the hydrogen atoms are equivalent and replacement of any hydrogen will give the same product Similarly the equivalent hydrogens are grouped as a, b, c and d Thus, four isomeric products are possible 6
1
5843-5846
Similarly the equivalent hydrogens are grouped as a, b, c and d Thus, four isomeric products are possible 6 8 (i) Tertiary halide reacts faster than secondary halide because of the greater stability of tert-carbocation
1
5844-5847
Thus, four isomeric products are possible 6 8 (i) Tertiary halide reacts faster than secondary halide because of the greater stability of tert-carbocation (ii) Because of greater stability of secondary carbocation than primary
1
5845-5848
6 8 (i) Tertiary halide reacts faster than secondary halide because of the greater stability of tert-carbocation (ii) Because of greater stability of secondary carbocation than primary 6
1
5846-5849
8 (i) Tertiary halide reacts faster than secondary halide because of the greater stability of tert-carbocation (ii) Because of greater stability of secondary carbocation than primary 6 9 Rationalised 2023-24 After studying this Unit, you will be •able to name alcohols, phenols and ethers according to the IUPAC system of nomenclature; • discuss the reactions involved in the preparation of alcohols from alkenes, aldehydes, ketones and carboxylic acids; • discuss the reactions involved in the preparation of phenols from haloarenes, benzene sulphonic acids, diazonium salts and cumene; • discuss the reactions for preparation of ethers from (i) alcohols and (ii) alkyl halides and sodium alkoxides/aryloxides; • correlate physical properties of alcohols, phenols and ethers with their structures; • discuss chemical reactions of the three classes of compounds on the basis of their functional groups
1
5847-5850
(ii) Because of greater stability of secondary carbocation than primary 6 9 Rationalised 2023-24 After studying this Unit, you will be •able to name alcohols, phenols and ethers according to the IUPAC system of nomenclature; • discuss the reactions involved in the preparation of alcohols from alkenes, aldehydes, ketones and carboxylic acids; • discuss the reactions involved in the preparation of phenols from haloarenes, benzene sulphonic acids, diazonium salts and cumene; • discuss the reactions for preparation of ethers from (i) alcohols and (ii) alkyl halides and sodium alkoxides/aryloxides; • correlate physical properties of alcohols, phenols and ethers with their structures; • discuss chemical reactions of the three classes of compounds on the basis of their functional groups Objectives Alcohols, phenols and ethers are the basic compounds for the formation of detergents, antiseptics and fragrances, respectively
1
5848-5851
6 9 Rationalised 2023-24 After studying this Unit, you will be •able to name alcohols, phenols and ethers according to the IUPAC system of nomenclature; • discuss the reactions involved in the preparation of alcohols from alkenes, aldehydes, ketones and carboxylic acids; • discuss the reactions involved in the preparation of phenols from haloarenes, benzene sulphonic acids, diazonium salts and cumene; • discuss the reactions for preparation of ethers from (i) alcohols and (ii) alkyl halides and sodium alkoxides/aryloxides; • correlate physical properties of alcohols, phenols and ethers with their structures; • discuss chemical reactions of the three classes of compounds on the basis of their functional groups Objectives Alcohols, phenols and ethers are the basic compounds for the formation of detergents, antiseptics and fragrances, respectively 7 Unit Unit Unit Unit Unit7 Alcohols Alcohols Alcohols Alcohols Alcohols,,,,, Phenols Phenols Phenols Phenols Phenols and and and and and EEEEEther ther ther ther thersssss Alcohols Alcohols Alcohols Alcohols Alcohols,,,,, Phenols Phenols Phenols Phenols Phenols and and and and and EEEEEther ther ther ther thersssss You have learnt that substitution of one or more hydrogen atom(s) from a hydrocarbon by another atom or a group of atoms result in the formation of an entirely new compound having altogether different properties and applications
1
5849-5852
9 Rationalised 2023-24 After studying this Unit, you will be •able to name alcohols, phenols and ethers according to the IUPAC system of nomenclature; • discuss the reactions involved in the preparation of alcohols from alkenes, aldehydes, ketones and carboxylic acids; • discuss the reactions involved in the preparation of phenols from haloarenes, benzene sulphonic acids, diazonium salts and cumene; • discuss the reactions for preparation of ethers from (i) alcohols and (ii) alkyl halides and sodium alkoxides/aryloxides; • correlate physical properties of alcohols, phenols and ethers with their structures; • discuss chemical reactions of the three classes of compounds on the basis of their functional groups Objectives Alcohols, phenols and ethers are the basic compounds for the formation of detergents, antiseptics and fragrances, respectively 7 Unit Unit Unit Unit Unit7 Alcohols Alcohols Alcohols Alcohols Alcohols,,,,, Phenols Phenols Phenols Phenols Phenols and and and and and EEEEEther ther ther ther thersssss Alcohols Alcohols Alcohols Alcohols Alcohols,,,,, Phenols Phenols Phenols Phenols Phenols and and and and and EEEEEther ther ther ther thersssss You have learnt that substitution of one or more hydrogen atom(s) from a hydrocarbon by another atom or a group of atoms result in the formation of an entirely new compound having altogether different properties and applications Alcohols and phenols are formed when a hydrogen atom in a hydrocarbon, aliphatic and aromatic respectively, is replaced by –OH group
1
5850-5853
Objectives Alcohols, phenols and ethers are the basic compounds for the formation of detergents, antiseptics and fragrances, respectively 7 Unit Unit Unit Unit Unit7 Alcohols Alcohols Alcohols Alcohols Alcohols,,,,, Phenols Phenols Phenols Phenols Phenols and and and and and EEEEEther ther ther ther thersssss Alcohols Alcohols Alcohols Alcohols Alcohols,,,,, Phenols Phenols Phenols Phenols Phenols and and and and and EEEEEther ther ther ther thersssss You have learnt that substitution of one or more hydrogen atom(s) from a hydrocarbon by another atom or a group of atoms result in the formation of an entirely new compound having altogether different properties and applications Alcohols and phenols are formed when a hydrogen atom in a hydrocarbon, aliphatic and aromatic respectively, is replaced by –OH group These classes of compounds find wide applications in industry as well as in day-to-day life
1
5851-5854
7 Unit Unit Unit Unit Unit7 Alcohols Alcohols Alcohols Alcohols Alcohols,,,,, Phenols Phenols Phenols Phenols Phenols and and and and and EEEEEther ther ther ther thersssss Alcohols Alcohols Alcohols Alcohols Alcohols,,,,, Phenols Phenols Phenols Phenols Phenols and and and and and EEEEEther ther ther ther thersssss You have learnt that substitution of one or more hydrogen atom(s) from a hydrocarbon by another atom or a group of atoms result in the formation of an entirely new compound having altogether different properties and applications Alcohols and phenols are formed when a hydrogen atom in a hydrocarbon, aliphatic and aromatic respectively, is replaced by –OH group These classes of compounds find wide applications in industry as well as in day-to-day life For instance, have you ever noticed that ordinary spirit used for polishing wooden furniture is chiefly a compound containing hydroxyl group, ethanol
1
5852-5855
Alcohols and phenols are formed when a hydrogen atom in a hydrocarbon, aliphatic and aromatic respectively, is replaced by –OH group These classes of compounds find wide applications in industry as well as in day-to-day life For instance, have you ever noticed that ordinary spirit used for polishing wooden furniture is chiefly a compound containing hydroxyl group, ethanol The sugar we eat, the cotton used for fabrics, the paper we use for writing, are all made up of compounds containing –OH groups
1
5853-5856
These classes of compounds find wide applications in industry as well as in day-to-day life For instance, have you ever noticed that ordinary spirit used for polishing wooden furniture is chiefly a compound containing hydroxyl group, ethanol The sugar we eat, the cotton used for fabrics, the paper we use for writing, are all made up of compounds containing –OH groups Just think of life without paper; no note-books, books, news- papers, currency notes, cheques, certificates, etc
1
5854-5857
For instance, have you ever noticed that ordinary spirit used for polishing wooden furniture is chiefly a compound containing hydroxyl group, ethanol The sugar we eat, the cotton used for fabrics, the paper we use for writing, are all made up of compounds containing –OH groups Just think of life without paper; no note-books, books, news- papers, currency notes, cheques, certificates, etc The magazines carrying beautiful photographs and interesting stories would disappear from our life
1
5855-5858
The sugar we eat, the cotton used for fabrics, the paper we use for writing, are all made up of compounds containing –OH groups Just think of life without paper; no note-books, books, news- papers, currency notes, cheques, certificates, etc The magazines carrying beautiful photographs and interesting stories would disappear from our life It would have been really a different world
1
5856-5859
Just think of life without paper; no note-books, books, news- papers, currency notes, cheques, certificates, etc The magazines carrying beautiful photographs and interesting stories would disappear from our life It would have been really a different world An alcohol contains one or more hydroxyl (OH) group(s) directly attached to carbon atom(s), of an aliphatic system (CH3OH) while a phenol contains –OH group(s) directly attached to carbon atom(s) of an aromatic system (C6H5OH)
1
5857-5860
The magazines carrying beautiful photographs and interesting stories would disappear from our life It would have been really a different world An alcohol contains one or more hydroxyl (OH) group(s) directly attached to carbon atom(s), of an aliphatic system (CH3OH) while a phenol contains –OH group(s) directly attached to carbon atom(s) of an aromatic system (C6H5OH) The substitution of a hydrogen atom in a hydrocarbon by an alkoxy or aryloxy group (R–O/Ar–O) yields another class of compounds known as ‘ethers’, for example, CH3OCH3 (dimethyl ether)
1
5858-5861
It would have been really a different world An alcohol contains one or more hydroxyl (OH) group(s) directly attached to carbon atom(s), of an aliphatic system (CH3OH) while a phenol contains –OH group(s) directly attached to carbon atom(s) of an aromatic system (C6H5OH) The substitution of a hydrogen atom in a hydrocarbon by an alkoxy or aryloxy group (R–O/Ar–O) yields another class of compounds known as ‘ethers’, for example, CH3OCH3 (dimethyl ether) You may also visualise ethers as compounds formed by Rationalised 2023-24 194 Chemistry substituting the hydrogen atom of hydroxyl group of an alcohol or phenol by an alkyl or aryl group
1
5859-5862
An alcohol contains one or more hydroxyl (OH) group(s) directly attached to carbon atom(s), of an aliphatic system (CH3OH) while a phenol contains –OH group(s) directly attached to carbon atom(s) of an aromatic system (C6H5OH) The substitution of a hydrogen atom in a hydrocarbon by an alkoxy or aryloxy group (R–O/Ar–O) yields another class of compounds known as ‘ethers’, for example, CH3OCH3 (dimethyl ether) You may also visualise ethers as compounds formed by Rationalised 2023-24 194 Chemistry substituting the hydrogen atom of hydroxyl group of an alcohol or phenol by an alkyl or aryl group In this unit, we shall discuss the chemistry of three classes of compounds, namely — alcohols, phenols and ethers
1
5860-5863
The substitution of a hydrogen atom in a hydrocarbon by an alkoxy or aryloxy group (R–O/Ar–O) yields another class of compounds known as ‘ethers’, for example, CH3OCH3 (dimethyl ether) You may also visualise ethers as compounds formed by Rationalised 2023-24 194 Chemistry substituting the hydrogen atom of hydroxyl group of an alcohol or phenol by an alkyl or aryl group In this unit, we shall discuss the chemistry of three classes of compounds, namely — alcohols, phenols and ethers Monohydric alcohols may be further classified according to the hybridisation of the carbon atom to which the hydroxyl group is attached
1
5861-5864
You may also visualise ethers as compounds formed by Rationalised 2023-24 194 Chemistry substituting the hydrogen atom of hydroxyl group of an alcohol or phenol by an alkyl or aryl group In this unit, we shall discuss the chemistry of three classes of compounds, namely — alcohols, phenols and ethers Monohydric alcohols may be further classified according to the hybridisation of the carbon atom to which the hydroxyl group is attached (i) Compounds containing C3 spOH bond: In this class of alcohols, the –OH group is attached to an sp 3 hybridised carbon atom of an alkyl group
1
5862-5865
In this unit, we shall discuss the chemistry of three classes of compounds, namely — alcohols, phenols and ethers Monohydric alcohols may be further classified according to the hybridisation of the carbon atom to which the hydroxyl group is attached (i) Compounds containing C3 spOH bond: In this class of alcohols, the –OH group is attached to an sp 3 hybridised carbon atom of an alkyl group They are further classified as follows: Primary, secondary and tertiary alcohols: In these three types of alcohols, the –OH group is attached to primary, secondary and tertiary carbon atom, respectively as depicted below: Allylic alcohols: In these alcohols, the —OH group is attached to a sp 3 hybridised carbon adjacent to the carbon-carbon double bond, that is to an allylic carbon
1
5863-5866
Monohydric alcohols may be further classified according to the hybridisation of the carbon atom to which the hydroxyl group is attached (i) Compounds containing C3 spOH bond: In this class of alcohols, the –OH group is attached to an sp 3 hybridised carbon atom of an alkyl group They are further classified as follows: Primary, secondary and tertiary alcohols: In these three types of alcohols, the –OH group is attached to primary, secondary and tertiary carbon atom, respectively as depicted below: Allylic alcohols: In these alcohols, the —OH group is attached to a sp 3 hybridised carbon adjacent to the carbon-carbon double bond, that is to an allylic carbon For example Benzylic alcohols: In these alcohols, the —OH group is attached to a sp 3—hybridised carbon atom next to an aromatic ring
1
5864-5867
(i) Compounds containing C3 spOH bond: In this class of alcohols, the –OH group is attached to an sp 3 hybridised carbon atom of an alkyl group They are further classified as follows: Primary, secondary and tertiary alcohols: In these three types of alcohols, the –OH group is attached to primary, secondary and tertiary carbon atom, respectively as depicted below: Allylic alcohols: In these alcohols, the —OH group is attached to a sp 3 hybridised carbon adjacent to the carbon-carbon double bond, that is to an allylic carbon For example Benzylic alcohols: In these alcohols, the —OH group is attached to a sp 3—hybridised carbon atom next to an aromatic ring For example
1
5865-5868
They are further classified as follows: Primary, secondary and tertiary alcohols: In these three types of alcohols, the –OH group is attached to primary, secondary and tertiary carbon atom, respectively as depicted below: Allylic alcohols: In these alcohols, the —OH group is attached to a sp 3 hybridised carbon adjacent to the carbon-carbon double bond, that is to an allylic carbon For example Benzylic alcohols: In these alcohols, the —OH group is attached to a sp 3—hybridised carbon atom next to an aromatic ring For example The classification of compounds makes their study systematic and hence simpler
1
5866-5869
For example Benzylic alcohols: In these alcohols, the —OH group is attached to a sp 3—hybridised carbon atom next to an aromatic ring For example The classification of compounds makes their study systematic and hence simpler Therefore, let us first learn how are alcohols, phenols and ethers classified
1
5867-5870
For example The classification of compounds makes their study systematic and hence simpler Therefore, let us first learn how are alcohols, phenols and ethers classified Alcohols and phenols may be classified as mono–, di–, tri- or polyhydric compounds depending on whether they contain one, two, three or many hydroxyl groups respectively in their structures as given below: 7
1
5868-5871
The classification of compounds makes their study systematic and hence simpler Therefore, let us first learn how are alcohols, phenols and ethers classified Alcohols and phenols may be classified as mono–, di–, tri- or polyhydric compounds depending on whether they contain one, two, three or many hydroxyl groups respectively in their structures as given below: 7 1 7
1
5869-5872
Therefore, let us first learn how are alcohols, phenols and ethers classified Alcohols and phenols may be classified as mono–, di–, tri- or polyhydric compounds depending on whether they contain one, two, three or many hydroxyl groups respectively in their structures as given below: 7 1 7 1 7
1
5870-5873
Alcohols and phenols may be classified as mono–, di–, tri- or polyhydric compounds depending on whether they contain one, two, three or many hydroxyl groups respectively in their structures as given below: 7 1 7 1 7 1 7
1
5871-5874
1 7 1 7 1 7 1 7
1
5872-5875
1 7 1 7 1 7 1 Classification Classification Classification Classification Classification 7
1
5873-5876
1 7 1 7 1 Classification Classification Classification Classification Classification 7 1
1
5874-5877
1 7 1 Classification Classification Classification Classification Classification 7 1 1 Alcohols— Mono, Di, Tri or Polyhydric alcohols Monohydric Dihydric Trihydric Rationalised 2023-24 195 Alcohols, Phenols and Ethers Allylic and benzylic alcohols may be primary, secondary or tertiary
1
5875-5878
1 Classification Classification Classification Classification Classification 7 1 1 Alcohols— Mono, Di, Tri or Polyhydric alcohols Monohydric Dihydric Trihydric Rationalised 2023-24 195 Alcohols, Phenols and Ethers Allylic and benzylic alcohols may be primary, secondary or tertiary (ii) Compounds containing C2 spOH bond: These alcohols contain —OH group bonded to a carbon-carbon double bond, i
1
5876-5879
1 1 Alcohols— Mono, Di, Tri or Polyhydric alcohols Monohydric Dihydric Trihydric Rationalised 2023-24 195 Alcohols, Phenols and Ethers Allylic and benzylic alcohols may be primary, secondary or tertiary (ii) Compounds containing C2 spOH bond: These alcohols contain —OH group bonded to a carbon-carbon double bond, i e
1
5877-5880
1 Alcohols— Mono, Di, Tri or Polyhydric alcohols Monohydric Dihydric Trihydric Rationalised 2023-24 195 Alcohols, Phenols and Ethers Allylic and benzylic alcohols may be primary, secondary or tertiary (ii) Compounds containing C2 spOH bond: These alcohols contain —OH group bonded to a carbon-carbon double bond, i e , to a vinylic carbon or to an aryl carbon
1
5878-5881
(ii) Compounds containing C2 spOH bond: These alcohols contain —OH group bonded to a carbon-carbon double bond, i e , to a vinylic carbon or to an aryl carbon These alcohols are also known as vinylic alcohols
1
5879-5882
e , to a vinylic carbon or to an aryl carbon These alcohols are also known as vinylic alcohols Vinylic alcohol: CH2 = CH – OH 7
1
5880-5883
, to a vinylic carbon or to an aryl carbon These alcohols are also known as vinylic alcohols Vinylic alcohol: CH2 = CH – OH 7 1
1
5881-5884
These alcohols are also known as vinylic alcohols Vinylic alcohol: CH2 = CH – OH 7 1 3 Ethers CH3 C CH OH 2 CH3 CH3 (i) H C 2 CH CH OH 2 (ii) CH3 CH2 CH OH 2 (iii) CH OH CH3 (iv) CH2 OH CH CH3 (v) CH OH CH C CH3 CH3 (vi) 7
1
5882-5885
Vinylic alcohol: CH2 = CH – OH 7 1 3 Ethers CH3 C CH OH 2 CH3 CH3 (i) H C 2 CH CH OH 2 (ii) CH3 CH2 CH OH 2 (iii) CH OH CH3 (iv) CH2 OH CH CH3 (v) CH OH CH C CH3 CH3 (vi) 7 1 Classify the following as primary, secondary and tertiary alcohols: 7
1
5883-5886
1 3 Ethers CH3 C CH OH 2 CH3 CH3 (i) H C 2 CH CH OH 2 (ii) CH3 CH2 CH OH 2 (iii) CH OH CH3 (iv) CH2 OH CH CH3 (v) CH OH CH C CH3 CH3 (vi) 7 1 Classify the following as primary, secondary and tertiary alcohols: 7 2 Identify allylic alcohols in the above examples
1
5884-5887
3 Ethers CH3 C CH OH 2 CH3 CH3 (i) H C 2 CH CH OH 2 (ii) CH3 CH2 CH OH 2 (iii) CH OH CH3 (iv) CH2 OH CH CH3 (v) CH OH CH C CH3 CH3 (vi) 7 1 Classify the following as primary, secondary and tertiary alcohols: 7 2 Identify allylic alcohols in the above examples Intext Questions Intext Questions Intext Questions Intext Questions Intext Questions 7
1
5885-5888
1 Classify the following as primary, secondary and tertiary alcohols: 7 2 Identify allylic alcohols in the above examples Intext Questions Intext Questions Intext Questions Intext Questions Intext Questions 7 2 Nomenclature 7
1
5886-5889
2 Identify allylic alcohols in the above examples Intext Questions Intext Questions Intext Questions Intext Questions Intext Questions 7 2 Nomenclature 7 2 Nomenclature 7
1
5887-5890
Intext Questions Intext Questions Intext Questions Intext Questions Intext Questions 7 2 Nomenclature 7 2 Nomenclature 7 2 Nomenclature 7
1
5888-5891
2 Nomenclature 7 2 Nomenclature 7 2 Nomenclature 7 2 Nomenclature 7
1
5889-5892
2 Nomenclature 7 2 Nomenclature 7 2 Nomenclature 7 2 Nomenclature (a) Alcohols: The common name of an alcohol is derived from the common name of the alkyl group and adding the word alcohol to it
1
5890-5893
2 Nomenclature 7 2 Nomenclature 7 2 Nomenclature (a) Alcohols: The common name of an alcohol is derived from the common name of the alkyl group and adding the word alcohol to it For example, CH3OH is methyl alcohol
1
5891-5894
2 Nomenclature 7 2 Nomenclature (a) Alcohols: The common name of an alcohol is derived from the common name of the alkyl group and adding the word alcohol to it For example, CH3OH is methyl alcohol 7
1
5892-5895
2 Nomenclature (a) Alcohols: The common name of an alcohol is derived from the common name of the alkyl group and adding the word alcohol to it For example, CH3OH is methyl alcohol 7 1
1
5893-5896
For example, CH3OH is methyl alcohol 7 1 2 Phenols— Mono, Di and trihydric phenols Ethers are classified as simple or symmetrical, if the alkyl or aryl groups attached to the oxygen atom are the same, and mixed or unsymmetrical, if the two groups are different
1
5894-5897
7 1 2 Phenols— Mono, Di and trihydric phenols Ethers are classified as simple or symmetrical, if the alkyl or aryl groups attached to the oxygen atom are the same, and mixed or unsymmetrical, if the two groups are different Diethyl ether, C2H5OC2H5, is a symmetrical ether whereas C2H5OCH3 and C2H5OC6H5 are unsymmetrical ethers
1
5895-5898
1 2 Phenols— Mono, Di and trihydric phenols Ethers are classified as simple or symmetrical, if the alkyl or aryl groups attached to the oxygen atom are the same, and mixed or unsymmetrical, if the two groups are different Diethyl ether, C2H5OC2H5, is a symmetrical ether whereas C2H5OCH3 and C2H5OC6H5 are unsymmetrical ethers Monohydric Rationalised 2023-24 196 Chemistry According to IUPAC system, the name of an alcohol is derived from the name of the alkane from which the alcohol is derived, by substituting ‘e’ of alkane with the suffix ‘ol’
1
5896-5899
2 Phenols— Mono, Di and trihydric phenols Ethers are classified as simple or symmetrical, if the alkyl or aryl groups attached to the oxygen atom are the same, and mixed or unsymmetrical, if the two groups are different Diethyl ether, C2H5OC2H5, is a symmetrical ether whereas C2H5OCH3 and C2H5OC6H5 are unsymmetrical ethers Monohydric Rationalised 2023-24 196 Chemistry According to IUPAC system, the name of an alcohol is derived from the name of the alkane from which the alcohol is derived, by substituting ‘e’ of alkane with the suffix ‘ol’ The position of substituents are indicated by numerals
1
5897-5900
Diethyl ether, C2H5OC2H5, is a symmetrical ether whereas C2H5OCH3 and C2H5OC6H5 are unsymmetrical ethers Monohydric Rationalised 2023-24 196 Chemistry According to IUPAC system, the name of an alcohol is derived from the name of the alkane from which the alcohol is derived, by substituting ‘e’ of alkane with the suffix ‘ol’ The position of substituents are indicated by numerals For this, the longest carbon chain (parent chain) is numbered starting at the end nearest to the hydroxyl group
1
5898-5901
Monohydric Rationalised 2023-24 196 Chemistry According to IUPAC system, the name of an alcohol is derived from the name of the alkane from which the alcohol is derived, by substituting ‘e’ of alkane with the suffix ‘ol’ The position of substituents are indicated by numerals For this, the longest carbon chain (parent chain) is numbered starting at the end nearest to the hydroxyl group The positions of the –OH group and other substituents are indicated by using the numbers of carbon atoms to which these are attached
1
5899-5902
The position of substituents are indicated by numerals For this, the longest carbon chain (parent chain) is numbered starting at the end nearest to the hydroxyl group The positions of the –OH group and other substituents are indicated by using the numbers of carbon atoms to which these are attached For naming polyhydric alcohols, the ‘e’ of alkane is retained and the ending ‘ol’ is added
1
5900-5903
For this, the longest carbon chain (parent chain) is numbered starting at the end nearest to the hydroxyl group The positions of the –OH group and other substituents are indicated by using the numbers of carbon atoms to which these are attached For naming polyhydric alcohols, the ‘e’ of alkane is retained and the ending ‘ol’ is added The number of –OH groups is indicated by adding the multiplicative prefix, di, tri, etc
1
5901-5904
The positions of the –OH group and other substituents are indicated by using the numbers of carbon atoms to which these are attached For naming polyhydric alcohols, the ‘e’ of alkane is retained and the ending ‘ol’ is added The number of –OH groups is indicated by adding the multiplicative prefix, di, tri, etc , before ‘ol’
1
5902-5905
For naming polyhydric alcohols, the ‘e’ of alkane is retained and the ending ‘ol’ is added The number of –OH groups is indicated by adding the multiplicative prefix, di, tri, etc , before ‘ol’ The positions of –OH groups are indicated by appropriate locants, e
1
5903-5906
The number of –OH groups is indicated by adding the multiplicative prefix, di, tri, etc , before ‘ol’ The positions of –OH groups are indicated by appropriate locants, e g
1
5904-5907
, before ‘ol’ The positions of –OH groups are indicated by appropriate locants, e g , HO–CH2–CH2–OH is named as ethane–1, 2-diol