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Chapter 17: Q11P (page 543)

Use the reaction of a Grignard reagent with a carbonyl compound to synthesize the following compound:

Short Answer

Expert verified

The reaction of cyclohexanone with Grignard reagent is shown as,

Step by step solution

01

Grignard reaction to synthesize an alcohol

First, to synthesize alcohol from the Grignard reaction, identify the three groups bonded to the carbon-containing OH group.If all the three groups are different, the starting compound should be ketone.

02

The alcohol needed to produce the product

The structure of alcohol can be interpreted first. 1-ethylcyclohexanol is tertiary alcohol and can be synthesized only from ketone. The only combination of ketone and Grignard reagent possible is,

Grignard reaction

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Most popular questions from this chapter

Question: What reagent would you use to accomplish each of the following reactions?

(a)

(b)

(c)

Epoxides react with Grignard reagents to yield alcohols. Propose a mechanism.

Predict the product from reaction of the following substance (reddish brown=Br) with:

(a)PBr3

(b) AqueousH2SO4

(c)SOCl2

(d)Dess-Martin periodinane

(e)Br2 ,FeBr3

The conversion of 3° alcohols into alkenes under acidic conditions involves two cationic intermediates. For each reaction, draw the complete mechanism using curved arrows.

(a)


(b)

(c)

Ethers can be prepared by reaction of an alkoxide or phenoxide ion with a primary alkyl halide. Anisole, for instance, results from reaction of sodium phenoxide with iodomethane. What kind of reaction is occurring? Show the mechanism.
See all solutions

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