Alcohols, Phenols and Ethers

NEET Chemistry · 67 questions · Page 1 of 7 · Click an option or "Show Solution" to reveal answer

Q1
The pair of molecules that are metamers among the following is :
A CH3CH2CH2OH\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OH} and CH3CH(OH)CH3\mathrm{CH}_3-\mathrm{CH}(\mathrm{OH})-\mathrm{CH}_3
B CH3CH2CH2CH2CH3\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_3 and (CH3)2CHCH2CH3\left(\mathrm{CH}_3\right)_2 \mathrm{CHCH}_2 \mathrm{CH}_3
C
D CH3OCH2CH2CH3 and CH3CH2OCH2CH3 \mathrm{CH}_3 \mathrm{OCH}_2 \mathrm{CH}_2 \mathrm{CH}_3 \text{ and } \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OCH}_2 \mathrm{CH}_3
Correct Answer
Option D
Solution

Metamerism arises due to different alkyl chains on either side of the functional group in the molecule pair of molecules CH3OCH2CH2CH3\mathrm{CH}_3 \mathrm{OCH}_2 \mathrm{CH}_2 \mathrm{CH}_3 and CH3CH2OCH2CH3\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OCH}_2 \mathrm{CH}_3 are metamers of each other.

Q2
 In the following reaction sequence, X and Z respectively are :  \text{ In the following reaction sequence, } \mathrm{X} \text{ and } \mathrm{Z} \text{ respectively are : }
A
B X=POCl3;Z=CH3CH2CH2Br \mathrm{X}=\mathrm{POCl}_3 ; \mathrm{Z}=\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2-\mathrm{Br}
C
D X=H3PO3;Z=CH3CH2CH2Br \mathrm{X}=\mathrm{H}_3 \mathrm{PO}_3 ; \mathrm{Z}=\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2-\mathrm{Br}
Correct Answer
Option B
Solution
 So,X=POCl3Z=CH3CH2CH2Br\text{ } \begin{aligned}So,\,\, \mathrm{X} & =\mathrm{POCl}_3 \\ \mathrm{Z} & =\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Br} \end{aligned}
Q3
The functional group that can be identified through phthalein dye test is :
A Aldehyde
B Phenolic
C Carboxylic acid
D Alcohol
Correct Answer
Option B
Solution

Phthalein Dye test: Phenol on heating with phthalic anhydride in presence of concentrated sulphuric acid forms a colourless condensation compound called phenolphthalein.

On further reaction with NaOH it gives pink colour.

So phenolic group is correct answer.

Q4
Which one of the following alcohols reacts instantaneously with Lucas reagent?
A CH3CH2CH2CH2OH \mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{OH}
B
C
D
Correct Answer
Option D
Solution

Tertiary alcohols react instantaneously with Lucas reagent and gives immediate turbidity.

In case of tertiary alcohols, they form halides easily with Lucas reagent (conc.

HCl\mathrm{HCl}

and

ZnCl2\mathrm{ZnCl}_2

)

Q5
The products A\mathrm{A} and B\mathrm{B} obtained in the following reactions, respectively, are 3ROH+PCl33RCl+AROH+PCl5RCl+HCl+B\begin{aligned} & 3 \mathrm{ROH}+\mathrm{PCl}_3 \rightarrow 3 \mathrm{RCl}+\mathrm{A} \\ & \mathrm{ROH}+\mathrm{PCl}_5 \rightarrow \mathrm{RCl}+\mathrm{HCl}+\mathrm{B} \end{aligned}
A POCl3\mathrm{POCl}_3 and H3PO3\mathrm{H}_3 \mathrm{PO}_3
B POCl3\mathrm{POCl}_3 and H3PO4\mathrm{H}_3 \mathrm{PO}_4
C H3PO4\mathrm{H}_3 \mathrm{PO}_4 and POCl3\mathrm{POCl}_3
D H3PO3\mathrm{H}_3 \mathrm{PO}_3 and POCl3\mathrm{POCl}_3
Correct Answer
Option D
Solution

Let's analyze the given reactions and determine the products

A\mathrm{A}

and

B\mathrm{B}

. Reaction with PCl 3 : When an alcohol (

ROH\mathrm{ROH}

) reacts with phosphorus trichloride (

PCl3\mathrm{PCl}_3

), the hydroxyl group (

OH\mathrm{OH}

) of the alcohol is replaced by a chloro group (

Cl\mathrm{Cl}

), resulting in the formation of an alkyl chloride (

RCl\mathrm{RCl}

). Additionally, the reaction produces phosphorous acid as a byproduct. This can be represented as:

3ROH+PCl33RCl+H3PO33 \mathrm{ROH} + \mathrm{PCl}_3 \rightarrow 3 \mathrm{RCl} + \mathrm{H}_3\mathrm{PO}_3

Here,

A\mathrm{A}

is

H3PO3\mathrm{H}_3\mathrm{PO}_3

(phosphorous acid). Reaction with PCl 5 : When an alcohol reacts with phosphorus pentachloride (

PCl5\mathrm{PCl}_5

), it also replaces the hydroxyl group with a chloro group.

The reaction differs slightly in the byproducts; phosphorus oxychloride (

POCl3\mathrm{POCl}_3

) and hydrogen chloride (

HCl\mathrm{HCl}

) are produced:

ROH+PCl5RCl+HCl+POCl3\mathrm{ROH} + \mathrm{PCl}_5 \rightarrow \mathrm{RCl} + \mathrm{HCl} + \mathrm{POCl}_3

Here,

B\mathrm{B}

is

POCl3\mathrm{POCl}_3

(phosphorus oxychloride). Thus, in the reactions provided:

A=H3PO3\mathrm{A} = \mathrm{H}_3\mathrm{PO}_3
B=POCl3\mathrm{B} = \mathrm{POCl}_3

Matching these findings against the provided options, we see that Option D correctly identifies

A\mathrm{A}

as

H3PO3\mathrm{H}_3\mathrm{PO}_3

and

B\mathrm{B}

as

POCl3\mathrm{POCl}_3

: Option D:

H3PO3\mathrm{H}_3 \mathrm{PO}_3

and

POCl3\mathrm{POCl}_3

This is the correct answer.

Q6
Which one of the following reaction sequence is incorrect method to prepare phenol?
A
B Aniline, NaNO 2 + HCl, H 2 O, heating
C Cumene, O 2 , H 3 O +
D
Correct Answer
Option D
Solution

At STP condition substitution at sp 2 carbon atom is not feasible.

Q7
The heating of phenyl methyl ether with HI produces
A iodobenzene
B phenol
C benzene
D ethyl chloride.
Correct Answer
Option B
Solution

In case of phenyl methyl ether, methyl phenyl oxonium ion is formed by protonation of ether.

The O—CH 3 bond is weaker than O—C 6 H 5 bond as O—C 6 H 5 has partial double bond character.

Therefore, the attack by I– ion breaks O—CH 3 bond to form CH 3 I.

Q8
The reaction can be classified as
A dehydration reaction
B Williamson alcohol synthesis reaction
C Williamson ether synthesis reaction
D alcohol formation reaction.
Correct Answer
Option C
Solution

The treatment of sodium alkoxide with a suitable alkyl halide to form an ether is called as Williamson ether synthesis reaction.

Q9
Which of the following reaction(s) can be used for the preparation of alkyl halides?
A (I) and (II) only
B (IV) only
C (III) and (IV) only
D (I), (III) and (IV) only
Correct Answer
Option D
Solution

Lucas reagent [HCl + ZnCl 2 ] can be used for 1 o / 2 o / 3 o -alcohol but if ZnCl 2 is absent then only 3 o alcohol can be used because it is most reactive due to 3 o carbocation.

Q10
Reaction of phenol with chloroform in presence of dilute sodium hydroxide finally introduces which one of the following functional group?
A -COOH
B -CHCl 2
C -CHO
D -CH 2 Cl
Correct Answer
Option C
Solution

This is Reimer–Tiemann reaction.

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