Alcohols Test

Result

Alcohols Test - 5

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Weekly Quiz Competition

Question 1
1 / -0.25

What is/are the possible dehydration product(s) in the following reaction?

A

B

C

D
All are correct

Solution
Question 2
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In which of the following reaction(s), reactant and product(s) are correctly matched ?

A

B

C

D
All are correct

Solution

(d) No S_N 2 reaction on C₆ H₅ Br.
Question 3
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In the following dehydration reaction, expected product(s) is/are

A

B

C

D
All are correct

Solution
Question 4
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Upon treatment with bromine water, allyl bromide gives chiefly primary alcohol BrCH₂ CHBrCH₂ OH. What are the expected primary alcohols in the following reaction ?

A

B

C

D
Option B,C are Correct

Solution

Nucleophilic attack of H₂ O occur at α-C of cyclic bromonium ion where positive charge is more easily accommodated.
Question 5
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Comprehension Type

Direction This section contains 2 paragraphs, each describing theory, experiments, data, etc. Five questions related to the paragraphs have been given. Each question has only one correct answer among the four given options (a), (b), (c) and (d).

Passage I

An unknown organic compound A is determined to have molecular formula C₆ H₁₂ O and passing it through chiral column does not separate it into enantiomers. A does not react with Br₂ nor with cold, dilute alkaline KMnO₄ . Heating A with concentrated H₂ SO₄ gives product B (C₆ H₁₀ ) which can be separated into enantiomers. Ozonolysis of a single enantiomer of B produces C, an optically active keto-aldehyde of formula C₆ H₁₀ O₂ which gives positive iodoform test.

Q.

Structure of B that satisfy the above criteria is

A

B

C

D

Solution
Question 6
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Passage I

An unknown organic compound A is determined to have molecular formula C₆ H₁₂ O and passing it through chiral column does not separate it into enantiomers. A does not react with Br₂ nor with cold, dilute alkaline KMnO₄ . Heating A with concentrated H₂ SO₄ gives product B (C₆ H₁₀ ) which can be separated into enantiomers. Ozonolysis of a single enantiomer of B produces C, an optically active keto-aldehyde of formula C₆ H₁₀ O₂ which gives positive iodoform test.

Q.

The correct statement regarding C is

A
Reduction of a pure enantiomer of C with NaBH₄ gives achiral product

B
Reduction of a pure enantiomer of C with NaBH₄ gives racemic mixture

C
Reduction of a pure enantiomer of C with NaBH₄ gives a pair of diastereomers

D
Treatment of a pure enantiomer of C with excess of CH₃ MgBr followed by acid hydrolysis gives racemic mixture of diols

Solution
Question 7
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Passage I

An unknown organic compound A is determined to have molecular formula C₆ H₁₂ O and passing it through chiral column does not separate it into enantiomers. A does not react with Br₂ nor with cold, dilute alkaline KMnO₄ . Heating A with concentrated H₂ SO₄ gives product B (C₆ H₁₀ ) which can be separated into enantiomers. Ozonolysis of a single enantiomer of B produces C, an optically active keto-aldehyde of formula C₆ H₁₀ O₂ which gives positive iodoform test.

Q.

The correct statement regarding the outcome of the following reaction is

A
X is an enantiomer of A

B
X is a diastereomer of A

C
If a pure enantiomer of B is taken, X could consist of a pair of diastereomers

D
If a pure enantiomer of B is taken, X would be a racemic mixture

Solution

Hydroboration oxidation brings about syn, anti-Markownikoff ’s addition of water at
Question 8
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Passage II

An organic compound P (C₁₀ H₁₈ O)w hen treated with Br₂ (l) gives Q (C₁₀ H₁₈ OBr₄ ). P on vigorous oxidation gives the following compounds

Q.

What is the structural formula of P?

A

B

C

D

Solution

X also gives the same bromide as it also involves the same carbocation in the final step.
Question 9
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Passage II

An organic compound P (C₁₀ H₁₈ O)w hen treated with Br₂ (l) gives Q (C₁₀ H₁₈ OBr₄ ). P on vigorous oxidation gives the following compounds

Q.

P on treatment with dilute acid undergo isomerisation to a more stable isomer R. What is the most likely structure of R ?

A

B

C

D

Solution
Question 10
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One Integer Value Correct Type

Direction This section contains 4 questions. When worked out will result in an integer from 0 to 9 (both inclusive).

In the reaction given below isotopic exchange occur

Q.

What is the maximum gain in molecular mass observed?

A
9

B
8

C
7

D
6

Solution

via protonation, all —OH will beco me , giving an increase in 3 units of mass per —OH group
Question 11
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Consider the following dehydration reaction,

Q.

If a pure enantiomer of alcohol is taken, then how many different alkenes are formed?

A
1

B
3

C
5

D
7

Solution

Since, only a pure enantiomer A is taken, only c/s and frans-isomers of (I) would be produced. (II) will also be formed in cis-trans pair. (Ill) will also be formed as a pair of cis-trans isomer and (IV) will be a single isomer.
Question 12
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In the following reaction how many different diols, are formed?

A
1

B
2

C
3

D
4

Solution
Question 13
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If all carbonyls isomers of molecular mass = 86 u are separately treated with CH₃ MgBr followed by acid hydrolysis, how many of them will give racemic mixture ?

A
1

B
4

C
2

D
3

Solution

The carbonyl C₅ H₁₀ O (C_n H_2n O = 86) has following isomers.

Compounds (III), (IV), (VI) and (VII) gives racemic mixture with CH₃ MgBr. (I) and (II) gives achiral alcohols with CH₃ MgBr. (V) is enantiomeric, a pure enantiomer it gives pair of diastereomers with CH₃ MgBr.