3, 3-Dimethyl-2-butanol cannot be prepared by | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(B) The target molecule is $3, 3-$dimethyl$-2-$butanol, which has the structure $(CH_3)_3C-CH(OH)-CH_3$.$A$. Reaction of $3, 3-$dimethylbutanal with $

Vedclass · Accepted Answer

$B$ and $E$ only

Vedclass · Answer

(B) The target molecule is $3, 3-$dimethyl$-2-$butanol, which has the structure $(CH_3)_3C-CH(OH)-CH_3$.$A$. Reaction of $3, 3-$dimethylbutanal with $MeMgBr$ followed by $H_3O^+$ gives $3, 3-$dimethyl$-2-$butanol. This is a valid preparation.$B$. Acid-catalyzed hydration of $3, 3-$dimethyl$-1-$butene involves a carbocation rearrangement (ethyl shift) to form a more stable carbocation, leading to $2, 3-$dimethyl$-2-$butanol, not the target alcohol. Thus, $B$ cannot prepare it.$C$. Ozonolysis of $2, 3, 4, 4-$tetramethyl$-2-$pentene followed by reduction with $NaBH_4$ yields $3, 3-$dimethyl$-2-$butanol and acetone. This is a valid preparation.$D$. Reduction of $3, 3-$dimethyl$-2-$butanone with $LiAlH_4$ gives $3, 3-$dimethyl$-2-$butanol. This is a valid preparation.$E$. Hydration of $3, 3-$dimethyl$-1-$butyne with $Hg^{2+}/H^+$ gives $3, 3-$dimethyl$-2-$butanone, not the target alcohol. Thus, $E$ cannot prepare it.Therefore, $B$ and $E$ cannot be used to prepare the target alcohol.

$3, 3-$Dimethyl$-2-$butanol cannot be prepared by:
Choose the correct answer from the options given below :

Similar Questions

Show how you would synthesize the following alcohols from appropriate alkenes:
$(i)$ $1$-methylcyclohexanol
$(ii)$ $3$-methylhexan-$3$-ol
$(iii)$ pentan-$2$-ol
$(iv)$ $2$-cyclohexylbutan-$2$-ol

Explain the methods of preparing alcohols from carbonyl compounds using Grignard reagents.

Which of the following is $NOT$ prepared by the action of Grignard's reagent on methanal?

$Isobutylene$ on hydroboration followed by oxidation with hydrogen peroxide in presence of base yields

What are $X$ and $Y$ in the following reactions?
$CH_2O \xrightarrow[(ii) H_3O^+]{(i) X} CH_3(CH_2)_2CH_2OH$
$Y \xrightarrow[(ii) H_3O^+]{(i) C_2H_5MgBr} CH_3CH_2C(CH_3)_2OH$

Vedclass Test Series

Exam Paper Generator

Online Exam Module

$3, 3-$Dimethyl$-2-$butanol cannot be prepared by:Choose the correct answer from the options given below :