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Which of the following compounds does not give a tertiary alcohol upon reaction with methylmagnesium bromide/
?
?- a)4-heptanone
- b)Ethyl benzoate
- c)4,4-dimethylcyclohexanone
- d)3-methylpentanal
Correct answer is option 'D'. Can you explain this answer?
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Which of the following compounds does not give a tertiary alcohol upon...
Reaction of Methylmagnesium bromide with Carbonyl Compounds
Carbonyl compounds contain a carbonyl group (C=O) and can undergo nucleophilic addition reactions with nucleophiles such as methylmagnesium bromide (CH3MgBr) to form alcohols. The reaction proceeds through the formation of an unstable intermediate called an alkoxy magnesium halide, which is then hydrolyzed to form the alcohol.
Reaction of Methylmagnesium bromide with 4-Heptanone
4-heptanone is a ketone with the formula C7H14O. When it is treated with methylmagnesium bromide, a Grignard reagent, it undergoes a nucleophilic addition reaction to form an alkoxy magnesium halide intermediate. The intermediate then undergoes hydrolysis to form the corresponding alcohol.
C7H14O + CH3MgBr → C7H13OMgBr + CH4
C7H13OMgBr + H2O → C7H16O + MgBrOH
The alcohol formed is a tertiary alcohol, 2,2,3,3-tetramethylbutan-2-ol.
Reaction of Methylmagnesium bromide with 3-Methylpentanal
3-methylpentanal is an aldehyde with the formula C6H12O. When it is treated with methylmagnesium bromide, it undergoes a nucleophilic addition reaction to form an alkoxy magnesium halide intermediate. The intermediate then undergoes hydrolysis to form the corresponding alcohol.
C6H12O + CH3MgBr → C6H11OMgBr + CH4
C6H11OMgBr + H2O → C6H14O + MgBrOH
The alcohol formed is a tertiary alcohol, 2,2-dimethyl-3-pentanol.
Reaction of Methylmagnesium bromide with Ethyl benzoate
Ethyl benzoate is an ester with the formula C9H10O2. When it is treated with methylmagnesium bromide, it undergoes a nucleophilic addition reaction to form an alkoxy magnesium halide intermediate. The intermediate then undergoes hydrolysis to form the corresponding alcohol.
C9H10O2 + CH3MgBr → C9H9OMgBr + C2H5Br
C9H9OMgBr + H2O → C9H12O2 + MgBrOH
The alcohol formed is a tertiary alcohol, 2-phenylethanol.
Reaction of Methylmagnesium bromide with 4,4-Dimethylcyclohexanone
4,4-dimethylcyclohexanone is a ketone with the formula C10H18O. When it is treated with methylmagnesium bromide, it undergoes a nucleophilic addition reaction to form an alkoxy magnesium halide intermediate. The intermediate then undergoes hydrolysis to form the corresponding alcohol.
C10H18O + CH3MgBr → C10H17OMgBr + CH4
C10H17OMgBr + H2O → C10H20O + MgBrOH
The alcohol formed is a tertiary alcohol, 4
Carbonyl compounds contain a carbonyl group (C=O) and can undergo nucleophilic addition reactions with nucleophiles such as methylmagnesium bromide (CH3MgBr) to form alcohols. The reaction proceeds through the formation of an unstable intermediate called an alkoxy magnesium halide, which is then hydrolyzed to form the alcohol.
Reaction of Methylmagnesium bromide with 4-Heptanone
4-heptanone is a ketone with the formula C7H14O. When it is treated with methylmagnesium bromide, a Grignard reagent, it undergoes a nucleophilic addition reaction to form an alkoxy magnesium halide intermediate. The intermediate then undergoes hydrolysis to form the corresponding alcohol.
C7H14O + CH3MgBr → C7H13OMgBr + CH4
C7H13OMgBr + H2O → C7H16O + MgBrOH
The alcohol formed is a tertiary alcohol, 2,2,3,3-tetramethylbutan-2-ol.
Reaction of Methylmagnesium bromide with 3-Methylpentanal
3-methylpentanal is an aldehyde with the formula C6H12O. When it is treated with methylmagnesium bromide, it undergoes a nucleophilic addition reaction to form an alkoxy magnesium halide intermediate. The intermediate then undergoes hydrolysis to form the corresponding alcohol.
C6H12O + CH3MgBr → C6H11OMgBr + CH4
C6H11OMgBr + H2O → C6H14O + MgBrOH
The alcohol formed is a tertiary alcohol, 2,2-dimethyl-3-pentanol.
Reaction of Methylmagnesium bromide with Ethyl benzoate
Ethyl benzoate is an ester with the formula C9H10O2. When it is treated with methylmagnesium bromide, it undergoes a nucleophilic addition reaction to form an alkoxy magnesium halide intermediate. The intermediate then undergoes hydrolysis to form the corresponding alcohol.
C9H10O2 + CH3MgBr → C9H9OMgBr + C2H5Br
C9H9OMgBr + H2O → C9H12O2 + MgBrOH
The alcohol formed is a tertiary alcohol, 2-phenylethanol.
Reaction of Methylmagnesium bromide with 4,4-Dimethylcyclohexanone
4,4-dimethylcyclohexanone is a ketone with the formula C10H18O. When it is treated with methylmagnesium bromide, it undergoes a nucleophilic addition reaction to form an alkoxy magnesium halide intermediate. The intermediate then undergoes hydrolysis to form the corresponding alcohol.
C10H18O + CH3MgBr → C10H17OMgBr + CH4
C10H17OMgBr + H2O → C10H20O + MgBrOH
The alcohol formed is a tertiary alcohol, 4
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Which of the following compounds does not give a tertiary alcohol upon...
4-heptanone does not give a tertiary alcohol upon reaction with methylmagnesium bromide, as the Grignard Reaction is the addition of an organomagnesium halide (Grignard reagent) to a ketone or aldehyde, to form a tertiary or secondary alcohol, respectively.
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Which of the following compounds does not give a tertiary alcohol upon reaction with methylmagnesium bromide/?a)4-heptanoneb)Ethyl benzoatec)4,4-dimethylcyclohexanoned)3-methylpentanalCorrect answer is option 'D'. Can you explain this answer?
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