The reaction of ${\rm{C}}{{\rm{H}}_3}{\rm{O}}{{\rm{C}}_2}{{\rm{H}}_5}$ with ${\rm{HI}}$ gives:

${\rm{C}}{{\rm{H}}_3}{\rm{I}} + {{\rm{C}}_2}{{\rm{H}}_5}{\rm{OH}}$

${\rm{C}}{{\rm{H}}_3}{\rm{I}}$ only

${{\rm{C}}_2}{{\rm{H}}_5}{\rm{OH}}$ only

${{\rm{C}}_2}{{\rm{H}}_5}{\rm{I}} + {\rm{C}}{{\rm{H}}_3}{\rm{OH}}$

Conc. ${\rm{HCI}}$ and anhydrous ${\rm{ZnC}}{{\rm{I}}_2}$

Conc. ${\rm{HNO}}$ and hydrous ${\rm{ZnC}}{{\rm{I}}_2}$

Conc. ${\rm{HCI}}$ and hydrous ${\rm{ZnC}}{{\rm{I}}_2}$

Conc. ${\rm{HNO}}$ and anhydrous ${\rm{ZnC}}{{\rm{I}}_2}$

$Ph - \mathop {\mathop {{\text{ }}C}\limits_{\begin{array}{*{20}{c}} | \\ H \end{array}} }\limits^{\begin{array}{*{20}{c}} {OH} \\ | \end{array}} - C{H_3}$ can be prepared from which of the following combinations?

$Ph - \mathop {{\text{ }}C}\limits^{\begin{array}{*{20}{c}} O \\ {||} \end{array}} - C{H_3}{\text{ and }}NaB{H_4}$

${\rm{CH}}$≡${\rm{CH}}\xrightarrow{{{{\rm{O}}_3}/{\rm{NaOH}}}}X\xrightarrow{{{\rm{Zn}}/{\rm{C}}{{\rm{H}}_3}{\rm{COOH}}}}Y$ is:

${\rm{C}}{{\rm{H}}_2}{\rm{OH}}$—${\rm{C}}{{\rm{H}}_2}{\rm{OH}}$

${\rm{C}}{{\rm{H}}_3}{\rm{C}}{{\rm{H}}_2}{\rm{OH}}$

${\rm{C}}{{\rm{H}}_3}{\rm{COOH}}$

${\rm{C}}{{\rm{H}}_3}{\rm{OH}}$

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JEE • CHEMISTRY • ALCOHOLS & PHENOLS & ETHERS

Alcohols & phenols & ethers practice · Medium

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These sets use single-correct-answer MCQs. They do not cover every JEE Main or JEE Advanced question format and are not full-length mock papers.

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61 Medium

61 of 96

Remembering +4 | -1

Ethers on hydrolysis yield

View answer and explanation

Correct option: A

Alcohol

Option A (Alcohol) is correct because ethers, upon hydrolysis, yield alcohols.

62 Medium

62 of 96

Understanding +4 | -1

The reaction of

\mathrm{C}{\mathrm{H}_3}\mathrm{O}{\mathrm{C}_2}{\mathrm{H}_5}

with

\mathrm{HI}

gives:

View answer and explanation

Correct option: C

\mathrm{C}{\mathrm{H}_3}\mathrm{I} + {\mathrm{C}_2}{\mathrm{H}_5}\mathrm{OH}

Option C (

\mathrm{C}{\mathrm{H}_3}\mathrm{I} + {\mathrm{C}_2}{\mathrm{H}_5}\mathrm{OH}

) is correct because the reaction of an ether with HI cleaves the ether bond, with the smaller alkyl group typically forming the iodide and the larger forming the alcohol.

63 Medium

63 of 96

Analyzing +4 | -1

For which of the following parameters the structural isomers

{C_2}{H_5}OH

and

C{H_3}OC{H_3}

would be expected to have the same values? (Assume ideal behaviour)

View answer and explanation

Correct option: D

Gaseous densities at the same temperature and pressure

Option D (Gaseous densities at the same temperature and pressure) is correct because the ideal gas law relates density to molar mass, which is the same for both isomers.

64 Medium

64 of 96

Analyzing +4 | -1

The most acidic compound among following is:

View answer and explanation

Correct option: D

C{H_3} - \mathop C\limits^{\begin{array}{cccccccccccccccccccc} O \\ {||} \end{array}} - OH

Option D is correct because carboxylic acids are more acidic than other given compounds due to resonance stabilization of the carboxylate ion.

65 Medium

65 of 96

Analyzing +4 | -1

{\text{Phenol}}\xrightarrow[{\left( {{\text{ii}}} \right)\,\,\,C{O_2}}]{{\left( {\text{i}} \right)\,\,NaOH}}\left( A \right)\xrightarrow{{{H^ + }/{H_2}O}}\left( B \right)\xrightarrow{{A{c_2}O}}\left( C \right)

In this reaction, identify the incorrect statement?

View answer and explanation

Correct option: D

C

is a paracetamol

Option D (

C

is a paracetamol) is correct because the final product

C

is aspirin (O-acetoxybenzoic acid), not paracetamol.

66 Medium

66 of 96

Remembering +4 | -1

Lucas reagent is

View answer and explanation

Correct option: A

Conc.

\mathrm{HCI}

and anhydrous

\mathrm{ZnC}{\mathrm{I}_2}

Option A (Conc.

\mathrm{HCI}

and anhydrous

\mathrm{ZnC}{\mathrm{I}_2}

) is correct because Lucas reagent is a solution of concentrated hydrochloric acid and anhydrous zinc chloride.

67 Medium

67 of 96

Remembering +4 | -1

Phenol have ____ acidic strength than alcohols:

View answer and explanation

Correct option: B

Greater

The correct answer is B (Greater) because phenols are more acidic than alcohols due to the stabilization of the phenoxide ion by resonance.

68 Medium

68 of 96

Application +4 | -1

What is the product when

C_6H_5 - CH_2 - NH_2

reacts with nitrous acid?

View answer and explanation

Correct option: C

{C_6}{H_5} - C{H_2} - OH

Option C (

{C_6}{H_5} - C{H_2} - OH

) is correct because primary amines react with nitrous acid to form diazonium salts, which decompose to form alcohols.

69 Medium

69 of 96

Understanding +4 | -1

To distinguish between salicylic acid and phenol one can use

View answer and explanation

Correct option: A

\mathrm{NaHC}{\mathrm{O}_3}

solution

Option A (

\mathrm{NaHC}{\mathrm{O}_3}

solution) is correct because salicylic acid reacts with

NaHCO_3

to produce

CO_2

effervescence, while phenol does not.

70 Medium

70 of 96

Understanding +4 | -1

{\text{Phenol}}\xrightarrow{{{\text{ Zinc Distillation }}}}(A)\xrightarrow{{{\text{ }}\begin{array}{cccccccccccccccccccc} {{\text{Conc}}{\text{.}}\,\,HN{O_3}} \\ {{\text{Conc}}{\text{. }}{H_2}S{O_4}{\text{ at }}{{60}^\circ }{\text{C}}} \end{array}}}\left( B \right)

In the above reaction, compounds

(A)

and

(B)

are:

View answer and explanation

Correct option: D

benzene and nitrobenzene

Option D (benzene and nitrobenzene) is correct because phenol on zinc distillation gives benzene, which on nitration with conc.

HNO_3

and conc.

H_2SO_4

at 60°C gives nitrobenzene.

71 Medium

71 of 96

Remembering +4 | -1

Purity of ether before using it as anaesthetic agent is tested by:

View answer and explanation

Correct option: A

\mathrm{KI} +

starch

Option A is correct because the presence of peroxides in ether, which can form upon exposure to air, is detected using KI and starch, leading to the formation of iodine and a blue color.

72 Medium

72 of 96

Analyzing +4 | -1

Which of the following can be used to distinguish between phenol and cyclohexanol

View answer and explanation

Correct option: B

NaOH

Option B (

NaOH

) is correct because phenol reacts with NaOH to form a salt soluble in water, while cyclohexanol does not react.

73 Medium

73 of 96

Analyzing +4 | -1

For the molecule

{CH}_3 {CH}({OH}) {CH}({OH}) {CH}({OH}) {CH}_3

total number of stereoisomers and meso form respectively are

View answer and explanation

Correct option: D

4,2

Option B (2-methylpentane) is correct because it has the most non-equivalent hydrogen atoms, leading to the maximum number of monochloro derivatives.

74 Medium

74 of 96

Analyzing +4 | -1

Ph - \mathop {\mathop {{\text{ }}C}\limits_{\begin{array}{cccccccccccccccccccc} | \\ H \end{array}} }\limits^{\begin{array}{cccccccccccccccccccc} {OH} \\ | \end{array}} - C{H_3}

can be prepared from which of the following combinations?

View answer and explanation

Correct option: D

All of these

Option D (All of these) is correct because Grignard reagents can react with aldehydes and ketones, and reduction of ketones can also yield the desired alcohol.

75 Medium

75 of 96

Understanding +4 | -1

The alcohol which does not give a stable compound on dehydration is

View answer and explanation

Correct option: B

methyl alcohol

Option B (methyl alcohol) is correct because dehydration of methyl alcohol leads to the formation of unstable carbene.

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76 Medium

76 of 96

Analyzing +4 | -1

Which of the following sequence of reagent is the good means to furnish the conversion?

\mathrm{R}-\mathrm{CH}_2 \mathrm{OH} \rightarrow \mathrm{R}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{NH}_2

View answer and explanation

Correct option: B

\mathrm{SOCl}_2, \mathrm{NaCN}, \mathrm{H}_2 / \mathrm{Ni}

Option B is correct because the sequence of reagents SOCl₂, NaCN, and H₂/Ni effectively converts the alcohol to an amine with two additional carbon atoms.

77 Medium

77 of 96

Application +4 | -1

HOOC - C{H_2} - C{H_2} - COO{C_2}{H_5}\xrightarrow[{1 \text{ equivalent}}]{{B{H_3}/THF}}A.{\text{ }}

A will be

View answer and explanation

Correct option: A

\mathop {C{H_2}}\limits_{\begin{array}{cccccccccccccccccccc} | \\ {C{H_2}OH} \end{array}} - C{H_2} - COO{C_2}{H_5}

Option A is correct because

BH_3

reduces the carboxylic acid group to an alcohol, while the ester group remains unaffected.

78 Medium

78 of 96

Remembering +4 | -1

Glycerol is not used in:

View answer and explanation

Correct option: B

Matches

The correct answer is D (Matches) because glycerol is commonly used in cosmetics, explosives, and soaps, but it is not typically used in the production of matches.

79 Medium

79 of 96

Remembering +4 | -1

What color is expected from the neopentyl alcohol in Victor Meyer's test?

View answer and explanation

Correct option: C

Red

Option D (No color) is correct because neopentyl alcohol is a primary alcohol with no alpha-hydrogen, and thus it does not react in the Victor Meyer's test to produce a characteristic color.

80 Medium

80 of 96

Understanding +4 | -1

Electrophilic substitution reaction is given by the

-\mathrm{OH}

group attached to the ring. It directs the incoming group at which position of the ring?

View answer and explanation

Correct option: B

Ortho and para

Option B is correct because the -OH group is an ortho-para directing group due to resonance effects, which increase electron density at those positions.

81 Medium

81 of 96

Analyzing +4 | -1

An alcohol gave Lucas test in about 5 minutes. When the alcohol was treated with hot concentrated

\mathrm{H}_2 \mathrm{SO}_4

it gave an alkene of molecular formula

\mathrm{C}_4 \mathrm{H}_8

which on ozonolysisgave

\mathrm{C}_2 \mathrm{H}_4 \mathrm{O}

. The structure of alcohol is

View answer and explanation

Correct option: C

\mathrm{CH}_3 \mathrm{CHOHCH}_2 \mathrm{CH}_3

The correct answer is C (CH₃CHOHCH₂CH₃) because it's a secondary alcohol that gives a Lucas test in about 5 minutes and forms but-2-ene upon dehydration, which yields ethanal on ozonolysis.

82 Medium

82 of 96

Understanding +4 | -1

Which of the following compounds is resistant to nucleophilic attack by hydroxyl ions?

View answer and explanation

Correct option: C

Diethyl ether

Option C (Diethyl ether) is correct because ethers are generally unreactive towards nucleophilic attack due to the lack of a good leaving group and the electron-donating nature of the ether oxygen.

83 Medium

83 of 96

Remembering +4 | -1

Ethanol reacts with thionyl chloride to give ethyl chloride and:

View answer and explanation

Correct option: B

\mathrm{S}{\mathrm{O}_2},\mathrm{\;HCl}

Option B (

\mathrm{S}{\mathrm{O}_2},\mathrm{\;HCl}

) is correct because ethanol reacts with thionyl chloride to produce ethyl chloride, sulfur dioxide, and hydrogen chloride.

84 Medium

84 of 96

Understanding +4 | -1

A simple method to remove peroxides from ethes is to treat them with an aqueous solution of

View answer and explanation

Correct option: A

The correct answer is A (KI) because KI reduces peroxides in ethers to ethers and is oxidized to iodine.

85 Medium

85 of 96

Understanding +4 | -1

In the commercial manufacture of ethyl alcohol from starchy substances by fermentation method. Which enzymes slipwise complete the fermentation reaction

View answer and explanation

Correct option: A

Diastase, maltase and zymase

Option A (Diastase, maltase and zymase) is correct because these enzymes sequentially catalyze the hydrolysis of starch to glucose and then the conversion of glucose to ethanol.

86 Medium

86 of 96

Application +4 | -1

\mathrm{CH}

≡

\mathrm{CH}\xrightarrow{{{\mathrm{O}_3}/\mathrm{NaOH}}}X\xrightarrow{{\mathrm{Zn}/\mathrm{C}{\mathrm{H}_3}\mathrm{COOH}}}Y

is:

View answer and explanation

Correct option: A

\mathrm{C}{\mathrm{H}_2}\mathrm{OH}

—

\mathrm{C}{\mathrm{H}_2}\mathrm{OH}

Option A (

\mathrm{C}{\mathrm{H}_2}\mathrm{OH}

—

\mathrm{C}{\mathrm{H}_2}\mathrm{OH}

) is correct because the reaction sequence involves ozonolysis of ethyne followed by reduction, leading to the formation of ethylene glycol.

87 Medium

87 of 96

Understanding +4 | -1

If ethanol dissolves in water, then which of the following would be observed

View answer and explanation

Correct option: B

Emission of heat and contraction in volume

Option B (Emission of heat and contraction in volume) is correct because the dissolution of ethanol in water is an exothermic process with a decrease in volume.

88 Medium

88 of 96

Understanding +4 | -1

Chlorine reacts with ethanol to give:

View answer and explanation

Correct option: D

Chloral

The correct answer is D (Chloral) because chlorine reacts with ethanol through a series of reactions to ultimately form chloral.

89 Medium

89 of 96

Analyzing +4 | -1

Rank the following substances in order of increasing boiling point (Lowest

\to

Highest).

\begin{array}{cccccccccccccccccccc} {{\text{a}}{\text{.}}\,\,\,C{H_3}C{H_2}C{H_2}C{H_2}OH}&{{\text{b}}{\text{.}}\,\,\,{{\left( {C{H_3}} \right)}_2}CHOC{H_3}}&{{\text{c}}{\text{.}}\,\,\,{{\left( {C{H_3}} \right)}_3}COH}&{{\text{d}}{\text{.}}\,\,\,{{\left( {C{H_3}} \right)}_4}C} \end{array}

View answer and explanation

Correct option: C

d < b < c < a

Option C (d < b < c < a) is correct because boiling point increases with increasing molecular weight and hydrogen bonding, and decreases with branching.

90 Medium

90 of 96

Understanding +4 | -1

{ROH}+{HX} \longrightarrow {R}-{X}+{H}_2 {O}

Decreasing order of reactivity is

View answer and explanation

Correct option: C

{HI}>{HBr}>{HCl}

Option C (

{HI}>{HBr}>{HCl}

) is correct because the reactivity of hydrogen halides with alcohols increases as the halide ion becomes a better nucleophile.

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