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Chapter 17: Q 39 E (page 567)

Question:Which of the eight alcohols that you identified in Problem 17-38 react with CrO3 in aqueous acid? Show the products you would expect from each reaction

Short Answer

Expert verified

The reaction followed as:

Step by step solution

01

Reaction with chromic acid

Chromic acid is the reagent used to reduce the alcohol to carboxylic acid, aldehyde, and ketone.

02

Isomer of C5H12O

Isomers of C5H12O are given below. The compounds have the same molecular formula. The only difference is in their structure, that is, by changing the position of the hydroxy group and by branching the carbon chain as shown:

03

Reaction of the isomer with chromic acid

Chromic acid converts primary alcohol into a carboxylic acid and secondary alcohol into ketone. The tertiary does not now show reaction like isomer 2-methyl-2-butanol as shown:

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Most popular questions from this chapter

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

Question:Reaction of (S)-3-methyl-2-pentanone with methyl magnesium bromide followed by acidification yields 2,3-dimethyl-2-pentanol. What is the stereochemistry of the product? Is the product optically active?

Propose a synthesis of bicyclohexylidene, starting from cyclohexanone as the only source of carbon.

What products would you expect from oxidation of the following compounds with CrO3 in aqueous acid? With the Dess-Martin periodinane?

  1. 1-Hexanol
  2. 2-Hexanol
  3. Hexanal

What carbonyl compounds might you start with to prepare the following compounds by Grignard reaction? List all possibilities.

(a) 2-Methyl-2-propanol

(b) 1-Ethylcyclohexanol

(c) 3-Phenyl-3-pentanol

(d) 2-Phenyl-2-pentanol

(e)

(f)
See all solutions

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