heat 1- BRCH 2COOEt, Zn A НА, H2 , Pt 1-DIBAL-H Etanal bütanal 2- H30* 2-H20

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterNW1: Nomenclature Worksheet 1: Naming Alkanes & Cycloalkanes
Section: Chapter Questions
Problem 3CTQ: (E) What suffix do all the names in Model 1 have in common with each other?
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Question
S.6. Write what are the products A, B and C formed in the following reaction steps.
 
 
 
 
 
 
heat
1- BRCH 2COOEt, Zn
A
НА,
H2 , Pt
1-DIBAL-H
Etanal
bütanal
2- H30*
2-H20
Transcribed Image Text:heat 1- BRCH 2COOEt, Zn A НА, H2 , Pt 1-DIBAL-H Etanal bütanal 2- H30* 2-H20
Expert Solution
Step 1

Reaction of 2-bromo ester with carbonyl compound in the presence of Zinc metal  lead  to formation of  beta-hydroxyester, is known by special name reaction called as Reformatsky reaction . 

In the above reaction reaction , ethanol when react with 2-bromo ester in presence to Zinc followed by hydrolysis led to formation of ethyl-3-hydroxybutanoate (A) . This when react with acid forms 3-hydroxybutanoic acid(B).

3-hydroxybutanoic acid when undergoes reduction with hydrogen + platinum forms 3-hydroxybutanal(C). This when undergoes futher reduction with DIBAL-H reduction of only alcohol occur giving final product butanal. 

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