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a)
Interpretation:
How to prepare cyclohexene from 2-cyclohexenone is to be stated.
Concept introduction:
Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone.
To state:
How to prepare cyclohexene from 2-cyclohexenone.
b)
Interpretation:
How to prepare 3-phenylcyclohexanone from 2-cyclohexenone is to be stated.
Concept introduction:
By treating 2-cyclohexenone with lithiumdiphenylcopper and acidifying the product formed 3-phenylcyclohexanone can be prepared, as the organolithiumcopper reagents are good reagents for the conjugate addition to α,β- unsaturated
To state:
How to prepare 3-phenylcyclohexanone from 2-cyclohexenone.
c)
Interpretation:
How to prepare the ketoacid shown from 2-cyclohexenone is to be stated.
Concept introduction:
An easily oxidizable group is introduced to C3 of 2-cyclohexenone by a conjugate addition using lithiumdialkylcopper reagent. The resulting product can then be oxidized to a
To state:
How to prepare the keto acid shown from 2-cyclohexenone.
d)
Interpretation:
How to prepare methylcyclohexane from 2-cyclohexenone (two ways) is to be shown.
Concept introduction:
An alkyl group can be introduced into 2-cyclohexenone by treating it with lithiumdialkyl reagent(conjugate addition takes place). The keto group can be reduced to CH2 by Wolff-Kishner reduction.
Another way is to replace the C =O in 2-cyclohexenone by C =CH2 by a Wittig reaction first and then reducing it to C-CH3 by H2, Pd/C.
To state:
How to prepare methylcyclohexane from 2-cyclohexenone.
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Chapter 19 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
- The reaction of 2-oxacyclopentanone with hydrochloric acid in water (i.e., "excess") produces which of the following carboxylic acids?arrow_forwardDon't used hand raiting and don't used Ai solutionarrow_forwardWhat is the name of the major product formed during the reaction between benzoyl chloride and phenol? benzyl ester O phenyl benzoate ○ cyclopentanoate ○ benzyl phenoate ○ benzenecarboxylic acidarrow_forward
- Provide the proper IUPAC or common name for the following compound. Dashes, commas, and spaces must be used correctly.arrow_forwardProvide the proper IUPAC name (only) for the following compound. Dashes, commas, and spaces must be used correctly. HO. OHarrow_forwardQuestion 2 0/1 pts Provide the proper IUPAC name only for the following compound. Dashes, commas, and spaces must be used correctly. HO CH 3 1-methyl-1-cyclohexanecarboxylic acidarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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