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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

Identify the reagents a鈥揻 in the following scheme:

How would you prepare the following substances from cyclopentanol?

More than one step may be required.

(a) Cyclopentanone

(b) Cyclopentene

(c) 1-Methylcyclopentanol

(d) trans-2-Methylcyclopentanol

Carvacrol is a naturally occurring substance isolated from oregano,

thyme, and marjoram. What is its IUPAC name?

Question:Identify the type of substitution mechanism SN1,SN2involved in the conversion of the alcohol shown into the corresponding alkyl halide.

a.

b)

c)

Question:When the alcohol below is treated with POCl3and pyridine, the expected elimination product is formed. However, when the same alcohol is treated with H2SO4, the elimination product is 1,2-dimethylcyclopentene. Propose a mechanism for each pathway to account for these differences.
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