Complete the two-step synthesis by selecting the reagents and starting materials. 1. 2. Answer Bank (CH, )CBr NaH CH,CH,CH,OH NaOCH, (CH, )COH CH,CH,CH,Br NaOH

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter6: Reactions Of Alkenes
Section6.3: Electrophilic Additions
Problem 6.8P: Complete these reactions. (a) (b)
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Complete the two-step synthesis by selecting the reagents and starting materials.
1.
2.
Answer Bank
(CH, )CBr
NaH
CH,CH,CH,OH
NaOCH,
(CH, СОН
CH,CH,CH, Br
NaOH
Transcribed Image Text:Complete the two-step synthesis by selecting the reagents and starting materials. 1. 2. Answer Bank (CH, )CBr NaH CH,CH,CH,OH NaOCH, (CH, СОН CH,CH,CH, Br NaOH
Expert Solution
Step 1

A reaction performed using suitable reagents is helpful to get a desired product. Reagents play an important role for the synthesis of a product. Reagents behave differently with different reactants.

For example: NaOH and NaH both are basic reagents. But they have different actions on alcohol.

NaOH reacts with aromatic alcohols (like phenol) but does not react with aliphatic alcohols. It is because upon reacting with phenol, NaOH gives phenoxide ion which is resonance stabilized but no such stabilization is found in phenoxide ion formed by the reaction of an aliphatic alcohol and NaOH.

Whereas NaH is a stronger base and can react with both aliphatic and aromatic alcohols to give a phenoxide ion.

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