Can 2‐chloropropane and acetyl chloride give the iodoform test?
As mentioned by user55119, ethanoyl chloride will not give iodoform test, because acid derivatives will show nucleophilic substitution reactions. Resulting will be acetate ion, which is no more a good nucleophile. For a more detailed answer check out here.

2-chloropropane will show iodoform test, since through bimolecular substitution reaction $(\mathrm{S_N2}),$ chlorine will be replaced by $\ce{-OH}$ group. Propan-2-ol so formed will be oxidised to acetone, which will show iodoform test.

Remember that only $\ce{CH3COR}$, (where $\ce{R}$ can be alkyl or aryl part) or which can be converted to it, give haloform tests, until steric hindrance prevent even some of these compounds to react.