In the following reaction Aldehyde + Alcohol oversetH C l arrow Acetal Aldehyde Alcohol HCHO BuOH C H3CHO MeOH The best combination is

Question

In the following reaction Aldehyde + Alcohol oversetH C l arrow Acetal Aldehyde Alcohol HCHO BuOH C H3CHO MeOH The best combination is (A) HCHO and MeOH (B) HCHO and BuOH (C) CH3CHO and MeOH (D) CH3CHO and BuOH

Tardigrade Admin · Accepted Answer

<img class="img-fluid question-image" alt="Solution" src="https://cdn.tardigrade.in/q/nta/c-w3jitdvldils.png" /> Rate of nucleophilic addition on carbonyl carbon propto (1/s t e r i c h i n d e r a n c e) As t-Butanol can show formation of carbocation in acidic medium so it will not be able to behave as nucleophile.

Aldehyde	Alcohol
$H C H O$	$B u O H$
$C H_{3} C H O$	$M e O H$

Q. In the following reaction

Aldehyde $+$ Alcohol $\to H Cl$ Acetal

Aldehyde Alcohol

$H C H O$ $B u O H$

$C H_{3} C H O$ $M e O H$

The best combination is

HCHO and MeOH

HCHO and BuOH

CH₃CHO and MeOH

CH₃CHO and BuOH

Rate of nucleophilic addition on carbonyl carbon $\propto \frac{1}{s t er i c hin d er an ce}$

As t-Butanol can show formation of carbocation in acidic medium so it will not be able to behave as nucleophile.

Q. In the following reaction Aldehyde + Alcohol →HCl Acetal Aldehyde Alcohol HCHO BuOH CH3​CHO MeOH The best combination is

HCHO and MeOH

HCHO and BuOH

CH3CHO and MeOH

CH3CHO and BuOH

Rate of nucleophilic addition on carbonyl carbon ∝sterichinderance1​ As t-Butanol can show formation of carbocation in acidic medium so it will not be able to behave as nucleophile.

Q. In the following reaction

Aldehyde $+$ Alcohol $\to H Cl$ Acetal

Aldehyde Alcohol

$H C H O$ $B u O H$

$C H_{3} C H O$ $M e O H$

The best combination is

CH₃CHO and MeOH

CH₃CHO and BuOH

Rate of nucleophilic addition on carbonyl carbon $\propto \frac{1}{s t er i c hin d er an ce}$

As t-Butanol can show formation of carbocation in acidic medium so it will not be able to behave as nucleophile.