Alcohols Test

Result

Alcohols Test - 12

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Weekly Quiz Competition

Question 1
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Consider the following substituted ethanol G —CH₂ CH₂ OH

Which group(s) when present as G gives greater equilibrium of gauche conformer than its anti counterpart ?

A
—OH

B
—F

C
—NH₂

D
All are correct

Solution

All these groups increases the stability of gauche conformer due to stable intramolecular H-bonding.
Question 2
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Which of the statement given below concerning 3-methyl-2-butanol is/are correct ?

A
Treatment with cold, concentrated H₂ SO₄ convert it into achiral 2-methyl-2-butanol

B
Treatment of its pure enantiomer with PCI₅ gives mainly a pure enantiomer of chloroalkane

C
It changes the orange colour of acidic K₂ Cr₂ O₇ solution to blue green

D
All are correct

Solution

(c) PCI₅ brings about S_N 2 reaction, chloro alkane with inverted configuration would be produced.
(d) 3-methyl-2-butanol is a secondary alcohol, will be oxidised to ketone with acidic dichromate solution.
Question 3
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Comprehension Type

Direction (Q. Nos. 3 - 5) This section contains a paragraph, describing theory, experiments, data, etc. Three questions related to the paragraph have been given. Each question has only one correct answer among the four given options (a), (b), (c) and (d).

Passage

An organic compound X (C₁₀ H₁₂ O₃ ) is not soluble in water or NaHCO₃ . A solution of Br₂ in CCI₄ is decolourised by X forming C₁₀ H₁₂ O₃ Br₂ . X on controlled ozonolysis followed by the treatm ent with (CH₃ )₂ S gives Y (C₈ H₈ O₃ ) and C₂ H₄ O₂ . Y can also be obtained by reaction between ortho methoxy phenol with CHCI₃ in KOH solution followed by acid hydrolysis.

Q.

What is the correct structure of X?

A

B

C

D

Solution

The key point is formation of Y from ortho methoxy phenol by Reimer-Tiemann reaction.
Question 4
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An organic compound X (C₁₀ H₁₂ O₃ ) is not soluble in water or NaHCO₃ . A solution of Br₂ in CCI₄ is decolourised by X forming C₁₀ H₁₂ O₃ Br₂ . X on controlled ozonolysis followed by the treatm ent with (CH₃ )₂ S gives Y (C₈ H₈ O₃ ) and C₂ H₄ O₂ . Y can also be obtained by reaction between ortho methoxy phenol with CHCI3 in KOH solution followed by acid hydrolysis.

Q.

If X is treated with cold HBr, the major product would be

A

B

C

D

Solution

The key point is formation of Y from ortho methoxy phenol by Reimer-Tiemann reaction.
Question 5
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An organic compound X (C₁₀ H₁₂ O₃ ) is not soluble in water or NaHCO₃ . A solution of Br₂ in CCI₄ is decolourised by X forming C₁₀ H₁₂ O₃ Br₂ . X on controlled ozonolysis followed by the treatm ent with (CH₃ )₂ S gives Y (C₈ H₈ O₃ ) and C₂ H₄ O₂ . Y can also be obtained by reaction between ortho methoxy phenol with CHCI₃ in KOH solution followed by acid hydrolysis.

Q.

What would be the major product if X is treated with cold concentrated H2SO₄ ?

A

B

C

D

Solution

The key point is formation of Y from ortho methoxy phenol by Reimer-Tiemann reaction.
Question 6
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One Integer Value Correct Type

Direction (Q. Nos. 6 - 9) This section contains 4 questions. When worked out w ill result in an integer from 0 to 9 (both inclusive).

Q.

How many reagents from the list given below, gives visible change when treated with 2-propanol?

A
5

B
4

C
3

D
2

Solution

(i) IHCI/ZnCI₂ (Lucas reagent) gives white turbidity.
(ii) NaOH does not give any visible change.

(iv) MnO₂ does not oxidises 2-propanol.
(v) NaNH2 gives effervescence of NH₃ ,
(vi) C₂ H₅ MgBrgives C₂ H₆ (g)
(vii) NaH gives H₂ (g)
(viii), (ix) and (x) all react with 2-propanol but no visible change would be observed.
Hence, only (i), (iii), (v), (vi) and (vii) gives visible change.
Question 7
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If 4-methyl-2-pentene is refluxed with dilute H₂ SO₄ , hydration reaction takes place. In principle, how many different alcohols are formed ?

A
1

B
5

C
0

D
9

Solution
Question 8
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Consider the following reaction, how many different organic products are formed at the end of the reaction?

A
1

B
2

C
3

D
4

Solution

Three stereomers of final product are formed, a meso and a pair of enantiomers.
Question 9
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If pentane-2, 4-diol is treated with excess of p-toluene sulphonyl chloride followed by C₂ H₅ ONa/C₂ H₅ OH, dienes are formed by E2 elimination reaction. In principle, how many different dienes are formed ?

A
0

B
9

C
4

D
5

Solution