Question

Show step by step reactions with structures; and clear writing

Acetyl chloride reacted with:

- hexane

- cyclo-hexane

- toluene

- 1-chlorobutane

- 2-Chlorobutane

- t-pentyl-chloride

- chloro-benzene

- 1-butanol

- 2-butanol

- t-pentyl alcohol

Lucas test reacted with:

- hexane

- cyclo-hexane

- toluene

- 1-chlorobutane

- 2-Chlorobutane

- t-pentyl-chloride

- chloro-benzene

- 1-butanol

- 2-butanol

- t-pentyl alcohol

Chronic acid test with :

- hexane

- cyclo-hexane

- toluene

- 1-chlorobutane

- 2-Chlorobutane

- t-pentyl-chloride

- chloro-benzene

- 1-butanol

- 2-butanol

- t-pentyl alcohol

Answer 1

Reactions

Acetyl chloride

Gives no reaction with Hexane, toluene, cyclohexane, 1-chlorobutane, t-pentyl chloride, chlorobenzene

with 1-butanol.,

CH3-CH2-CH2-CH2-OH + CH3-CO-Cl ---> CH3-CH2-CH2-CH2-O-CO-CH3 + HCl

with 2-butanol,

CH3-CH2-CH(OH)-CH3 + CH3-CO-Cl ---> CH3-CH2-CH(OCOCH3)-CH3

t-pentyl alcohol

CH3-CH2-C(CH3)2OH + CH3-CO-Cl ---> CH3-CH2-C(CH3)2O-COCH3

Lucas test

Used to identify type of alcohol.

Does not react with primary 1-butanol. Secondary and tertiary alcohol gives turbidity due to the formation of chloroalkane.

with 2-butanol,

CH3-CH2-CH(OH)-CH3 + HCl --> CH3-CH2-CH(Cl)-CH3 + H2O

with t-pentyl alcohol

CH3-CH2-C(CH3)2OH + HCl ---> CH3-CH2-C(CH3)2Cl + H2O

Chromic acid test

Again used to identify type of alcohol.

With toluene

C6H5-CH3 + H2CrO4 ---> C6H5COOH

with 1-butanol

CH3-CH2-CH2-CH2-OH ---> CH3-CH2-CH2-COOH

with 2-butanol

CH3-CH2-CH(OH)-CH3 ---> CH3-CH2-CO-CH3

t-pentyl alcohol no reaction