Answer to Question #165315 in Organic Chemistry for Marie Vivalle

Question

The question below is based on the following compounds:

(a) CH₃CH(OH)CH₂CH₃

(b) (CH₃)₃CBr

(c) CH₃CH₂CH₂CHO

(d) CH₃CH₂CH=CH₂

(e) HO₂CCH₂CH₂CO₂H

• Which two compounds A ➡ E react to form

(i) An ester

(ii) an acetal

• Give the mechanism of the reaction of :

(i) D with Bromine

(ii) B with aqueous alkali

Answer 1

1. (I) A and E

(II) A and C

2. I) Homolytic cleavage of Br₂

Br₂---> 2Br•

CH3CH2CH=CH₂ + Br• ---> CH₃CH₂CHBr-CH₂• + Br• ---> CH₃CH₂CH(Br)CH₂(Br)

II) (CH₃)₃C-Br ----> (CH₃)C⁺ + Br^-

---OH^------> (CH₃)C-OH