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Chapter 10: Q44E (page 308)

Identify the reagents a–c in the following scheme:

Short Answer

Expert verified

a isHO2/H+

b is HBr

c is(CH3)2CuLi

Step by step solution

01

Alkene to alcohol conversion

Markovnikov's rule: Alkenes react with water in the presence of acid as a catalyst to form alcohols. In the case of unsymmetrical alkenes, OH is added to the carbon, having fewer hydrogen atoms.

02

Alcohol to alkyl halide conversion

Alcohol, when reacting with HX where X is a halide, it results in the formation of alkyl halides.

03

Alkyl halide to methyl alkyl conversion

Corey-House synthesis is a reaction that involves the reaction of a lithium divinylcuprate with an alkyl halide to form a new alkane.

04

Reagents used

  • Step1: As alkene to alcohol conversion is occurringHO2/H+is used here.
  • Step 2: As alcohol to alkyl bromide conversion occurs, HBr is used as a reagent.
  • Step 3: As alkyl halide to methyl, alkyl conversion is used as a reagent for methyl addition.

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Most popular questions from this chapter

How would you carry out the following syntheses?

Draw resonance structures for the following species:

Draw and name all of the monochlorination products that you might obtain from the radical chlorination of the compounds below. Which of the products is chiral? Are any of the products optically active?

(a) 2-methylbutane

(b) Methylcyclopropane

(c) 2,2-dimethylpentane

Draw the electron-pushing mechanism for the propagation steps of the allylic bromination reactions below. You may omit NBS in your mechanism, and use Br∙ and

(c)

Question: How strong a base would you expect a Grignard reagent to be? Look at Table 9-1 on page 276, and predict whether the following reactions will occur as written. (The pKaof NH3is 35.)

(b)
See all solutions

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