In the given diol,which of the following stat | vedclass

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(A) The acidity of an alcohol depends on the stability of the resulting alkoxide ion. $C_2$ is a tertiary $(3^{\circ})$ carbon,while $C_5$ is a second

Vedclass · Accepted Answer

$OH$ at $C_2$ is more basic than that at $C_5$

Vedclass · Answer

(A) The acidity of an alcohol depends on the stability of the resulting alkoxide ion. $C_2$ is a tertiary $(3^{\circ})$ carbon,while $C_5$ is a secondary $(2^{\circ})$ carbon. In the $OH$ group at $C_2$,the electron-donating inductive effect ($+I$ effect) of the three alkyl groups attached to $C_2$ destabilizes the negative charge on the oxygen atom of the alkoxide ion. In contrast,the $OH$ group at $C_5$ is attached to a secondary carbon,which has a weaker $+I$ effect compared to the tertiary carbon. Therefore,the alkoxide ion formed from the $OH$ at $C_5$ is more stable than the one formed from the $OH$ at $C_2$. Since greater stability of the conjugate base implies higher acidity,the $OH$ group at $C_5$ is more acidic than the $OH$ group at $C_2$. Conversely,the $OH$ group at $C_2$ is more basic than the $OH$ group at $C_5$ because the conjugate base of the $C_2$ alcohol is less stable and thus more reactive (more basic).

Group-$I$ (Compound)	Group-$II$ (Use)
$A$. Alcohol	$1$. Antiseptic
$B$. Phenol	$2$. Perfumes
$C$. Ether	$3$. Detergents
$D$. Amine	$4$. Dyes

Column-$I$ (Reaction)	Column-$II$ (Mechanism)
$A$. $CH_3OCH_2CH_3 + HI \to CH_3I + CH_3CH_2OH$	$i$. $S_{E}2$ Aromatic
$B$. $(CH_3)_3COCH_3 + HI \to CH_3OH + (CH_3)_3CI$	$ii$. $S_{N}1$
$C$. $C_6H_5OCH_3 + Br_2(CH_3COOH) \to p$-Bromoanisole	$iii$. Elimination $(\beta)$
$D$. $CH_3CH_2OH + H_2SO_4 (443 \ K) \to CH_2=CH_2$	$iv$. $S_{N}2$

In the given diol,which of the following statements is correct regarding the acidity of the hydroxyl groups at $C_2$ and $C_5$?

Similar Questions

Match the compounds in Group-$I$ with their uses in Group-$II$. Find the correct match for Group-$I$ from Group-$II$.

Group-$I$ (Compound) Group-$II$ (Use)

$A$. Alcohol $1$. Antiseptic

$B$. Phenol $2$. Perfumes

$C$. Ether $3$. Detergents

$D$. Amine $4$. Dyes

Which of the following compounds will give a tribromo derivative upon reaction with bromine water?

Explain the following with an example.
$(i)$ Kolbe's reaction.
$(ii)$ Reimer-Tiemann reaction.
$(iii)$ Williamson ether synthesis.
$(iv)$ Unsymmetrical ether.

Which of the following statements is correct?

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