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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
Organic Chemistry
- Questão 10A certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis resulted in CH3(CH2)4CO2H and HO2CCH2CH2CO2H as the only products. What is the reasonable structure for this hydrocarbon? Hexadec-6,10-dino undec-1,5-dino Hept-1,5-dino hex-1,5-dino naharrow_forwardC. How would you synthesize the given target compound in multistep syntheses? 2 НО CO₂H CH3arrow_forwardhow can you prepare 3,3-dibromohexane from regents that contain no more than two carbonsarrow_forward
- Explain why the treatment of anisole with HBr yields phenol and CH3Br, but not bromobenzene.arrow_forwardDescribe how 1-ethylcyclohexanol can be prepared from cyclohexane. You can use any inorganic reagents, any solvents, and any organic reagents as long as they contain no more than two carbons.arrow_forward2) How would you synthesize the following compounds from cyclohexanone? CH₂Br CH₂C6H5 A Br B C D CH,CH2CO2Harrow_forward
- Don't give handwritten answers please and give explanation otarrow_forwardCH3 to Br- -H + Nal • product; Sy2 product of the reaction is : Аcetone H- -CH3 CH2 – CH3 CH3 CH3 CH3 CH3 it it -H H- -CH3 (d) -CH3 -H- (а) H• (Ъ) H- -CH3 -CH3 (с) H- CH -H- ČH2 – CH3 ČH2 – CH3 CH2 – CH3 CH2- CH3 2.arrow_forwardThe reaction of an alkene with diazomethane forms a cyclopropane ring. Propose a mechanism for the reaction.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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