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Chapter 18: Q66E (page 594)

Identify the reagents a-e in the following scheme:

Short Answer

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Step by step solution

01

Grignard reagent

Grignard reagents are alkyl magnesium halides. One of their uses is to convert carbonyl compounds into alcohols.

02

Explanation

The sequence of reagents is shown below.

The Grignard reagent, Methyl magnesium halide, converts the cyclohexanone into methyl cyclohexanol. It can be converted into methyl hexane on reaction with Sodium hydroxide and to methoxy methylcyclohexane on reaction with Sodium hydroxide with methanol. The methyl cyclohexene reacts with hydrogen peroxide and water to give the epoxide compound. The epoxide is then converted into dihydroxy compound in reaction with Sodium hydroxide and water.

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Most popular questions from this chapter

How would you prepare the following ethers using a Williamson synthesis?

  1. Methyl propyl ether
  2. Anisole (methyl phenyl ether)
  3. Benzyl isopropyl ether
  4. Ethyl 2,2-dimethylpropyl ether

Anethole, , C10H12Oa major constituent of the oil of anise, has the NMR spectrum shown. On oxidation with Na2Cr2O7, anethole yields p-methoxybenzoic acid. What is the structure of anethole? Assign all peaks in the NMR spectrum, and account for the observed splitting patterns

Draw structures corresponding to the following IUPAC names:

(a)Ethyl 1-ethylpropyl ether (b)Di(p-chlorophenyl) ether

(c)3,4-Dimethoxybenzoic acid (d)Cyclopentyloxycyclohexane

(e)4-Allyl-2-methoxyphenol (eugenol; from oil of cloves)

The 1H NMR spectrum shown is that of a cyclic ether with the formula C4H8O. Propose a structure.

Predict the product(s) and provide the mechanism for each reaction below. What do the mechanisms have in common?

a.

b.

c.

d.
See all solutions

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