By heating phenol with chloroform in alkali, it is converted into:
1
salicylic acid
2
salicylaldehyde
3
anisole
4
phenyl benzoate
Official Solution
Correct Option:
(2)
Step 1: Concept
This conversion is known as the Reimer-Tiemann reaction. Step 2: Analysis
Phenol reacts with and alkali at . Step 3: Conclusion
The final product formed is salicylaldehyde. Final Answer: (B)
02
PYQ 2008
medium
chemistryID: met-2008
Phenols are more acidic than alcohols because:
1
phenoxide ion is stabilised by resonance
2
phenols are more soluble in polar solvents
3
phenoxide ions do not exhibit resonance
4
alcohols do not lose H atoms at all
Official Solution
Correct Option:
(1)
Step 1: Concept
Acidity depends on the stability of the conjugate base formed after losing a proton. Step 2: Analysis
Loss of from phenol results in a phenoxide ion. Step 3: Conclusion
The negative charge on oxygen in the phenoxide ion is delocalized over the benzene ring via resonance, stabilizing it. Final Answer: (A)
03
PYQ 2008
medium
chemistryID: met-2008
Phenols are more acidic than alcohols because:
1
phenoxide ion is stabilised by resonance
2
phenols are more soluble in polar solvents
3
phenoxide ions do not exhibit resonance
4
alcohols do not lose H atoms at all
Official Solution
Correct Option:
(1)
Step 1: Concept
Acidity depends on the stability of the conjugate base formed after losing a proton. Step 2: Analysis
Loss of from phenol results in a phenoxide ion. Step 3: Conclusion
The negative charge on oxygen in the phenoxide ion is delocalized over the benzene ring via resonance, stabilizing it. Final Answer: (A)
04
PYQ 2009
medium
chemistryID: met-2009
A ray of light is incident on a plane mirror at an angle of . The angle of deviation produced by the mirror is
1
2
3
4
Official Solution
Correct Option:
(3)
Step 1: Formula
Angle of deviation . Step 2: Reflection Law
For a plane mirror, . Given , then . Step 3: Calculation
. Final Answer: (c)
05
PYQ 2009
medium
chemistryID: met-2009
For the decomposition of a compound AB at 600 K, the following data were obtained: [AB] (mol dm ) values of 0.20, 0.40, and 0.60 correspond to rates (mol dm s ) of , , and . The order for the decomposition of AB is
1
1.5
2
0
3
1
4
2
Official Solution
Correct Option:
(4)
Step 1: Set up Rate Ratio
Using the general rate law . . Step 2: Simplify
. Step 3: Find n
, so . Final Answer: (d)
06
PYQ 2009
medium
chemistryID: met-2009
A convex lens made of glass has focal length 0.15 m in air. If the refractive index of glass is 3/2 and that of water is 4/3, the focal length of lens when immersed in water is
1
0.45 m
2
0.15 m
3
0.30 m
4
0.6 m
Official Solution
Correct Option:
(4)
Step 1: Formula
Use the Lens maker's formula: . Step 2: Comparison
In air, . In water, . Step 3: Result
. Therefore, m. Final Answer: (d)
07
PYQ 2011
medium
chemistryID: met-2011
Which of the following statements is not correct?
1
All alcohols are miscible with water
2
Only lower alcohols are miscible with water
3
All alcohols are not poisonous
4
Methanol is poisonous
Official Solution
Correct Option:
(1)
Step 1: Analyzing the given statements. - (1) All alcohols are miscible with water: This statement is incorrect. While lower alcohols (like methanol and ethanol) are miscible with water, higher alcohols (such as octanol) are not miscible with water.
- (2) Only lower alcohols are miscible with water: This statement is correct. The solubility decreases as the molecular weight of the alcohol increases.
- (3) All alcohols are not poisonous: This statement is correct. While ethanol is non-poisonous in moderate amounts, methanol and other alcohols can be poisonous.
- (4) Methanol is poisonous: This statement is correct. Methanol is indeed toxic and can cause blindness or death if ingested. Step 2: Conclusion. The correct answer is (1) All alcohols are miscible with water.
08
PYQ 2011
medium
chemistryID: met-2011
Cyclohexanol is:
1
Phenol
2
1ΓΒ° alcohol
3
2ΓΒ° alcohol
4
3ΓΒ° alcohol
Official Solution
Correct Option:
(3)
Step 1: Understanding the structure of cyclohexanol. Cyclohexanol is an alcohol with the structure , where the hydroxyl group is attached to a secondary carbon (a carbon bonded to two other carbons). Step 2: Classification of alcohols. - (1) Phenol: A phenol is a compound where the hydroxyl group is attached to a benzene ring. This is not the case with cyclohexanol.
- (2) 1ΓΒ° alcohol: A 1ΓΒ° alcohol has the hydroxyl group attached to a primary carbon (a carbon bonded to only one other carbon).
- (3) 2ΓΒ° alcohol: This is the correct classification for cyclohexanol, as the hydroxyl group is attached to a secondary carbon.
- (4) 3ΓΒ° alcohol: A 3ΓΒ° alcohol has the hydroxyl group attached to a tertiary carbon, but cyclohexanol does not fit this description. Step 3: Conclusion. The correct answer is (3) 2ΓΒ° alcohol.
09
PYQ 2011
medium
chemistryID: met-2011
In the manufacture of ethanol from sugar the enzymes are:
1
Diastase and zymase
2
Maltase and zymase
3
Diastase and invertase
4
Invertase and zymase
Official Solution
Correct Option:
(4)
Step 1: Understanding the enzymes involved in ethanol production. Ethanol production from sugar involves the breakdown of sugars (like glucose) by specific enzymes to produce ethanol and carbon dioxide. Step 2: Identifying the enzymes. - (1) Diastase and zymase: Diastase is involved in the breakdown of starch into maltose, but not directly in ethanol production.
- (2) Maltase and zymase: Maltase breaks down maltose into glucose, but this isn't the complete enzyme pair for ethanol production.
- (3) Diastase and invertase: Invertase breaks sucrose into glucose and fructose, but this is not the best pairing for ethanol production.
- (4) Invertase and zymase: Invertase breaks down sucrose into glucose and fructose, which can then be fermented by zymase to produce ethanol. Step 3: Conclusion. The correct answer is (4) Invertase and zymase.
10
PYQ 2013
medium
chemistryID: met-2013
In the following reaction sequence:
I. Formation of A has proceeded with racemisation.
II. Formation of B has proceeded with inversion.
Select the correct statement.
1
I and II
2
Only I
3
Only III
4
None of these
Official Solution
Correct Option:
(1)
Step 1: Understanding the Concept:
S 1 reactions give racemisation (via carbocation). S 2 reactions give inversion of configuration. Step 2: Detailed Explanation:
Formation of A via S 1: carbocation intermediate, attack from either side racemisation.
Formation of B via S 2: backside attack inversion.
Both statements I and II are correct. Step 3: Final Answer:
Thus, both I and II are correct.
11
PYQ 2013
medium
chemistryID: met-2013
In this reaction, we get types of substituted alcohols (stereoisomers not considered)
1
one
2
two
3
three
4
four
Official Solution
Correct Option:
(3)
Step 1: Understanding the Concept:
The reaction involves addition of nucleophile to epoxide. Epoxide ring opening gives different products depending on attack site. Step 2: Detailed Explanation:
Epoxide ring can be opened at either carbon. If the epoxide is unsymmetrical, attack at different positions gives different constitutional isomers. Three distinct substituted alcohols are possible. Step 3: Final Answer:
Thus, three types of alcohols are obtained.
12
PYQ 2013
medium
chemistryID: met-2013
Electrophile NO attacks the following compounds. In which cases, NO will be at meta position?
1
II and IV
2
I, II and III
3
II and III
4
Only I
Official Solution
Correct Option:
(2)
Step 1: Understanding the Concept:
Orientation in electrophilic aromatic substitution depends on the nature of substituents present on the ring. Step 2: Detailed Explanation:
From the given structures:
I, II and III are considered to direct the incoming electrophile in such a way that substitution occurs at meta position under the given conditions.
Thus, these compounds show meta substitution. Step 3: Final Answer:
Thus, NO will be at meta position in I, II and III.
13
PYQ 2014
medium
chemistryID: met-2014
What reaction does hydroquinone undergo most readily?
1
S 2 substitution
2
Hydrolysis
3
Oxidation
4
Reduction
Official Solution
Correct Option:
(3)
Concept:
Hydroquinone is a dihydroxy benzene easily oxidized to quinone. Step 1: Hydroquinone contains two βOH groups on benzene. Step 2: It readily loses hydrogen to form quinone structure. Step 3: Hence it undergoes oxidation easily. Conclusion:
Most favorable reaction = Oxidation
14
PYQ 2020
medium
chemistryID: met-2020
Which one of the following will most readily be dehydrated in acidic solution?
1
Secondary alcohol with carbonyl nearby
2
Secondary alcohol
3
Tertiary alcohol
4
Diol
Official Solution
Correct Option:
(1)
Concept:
Dehydration in acidic medium proceeds via carbocation formation. Stability of carbocation determines ease of dehydration. Additionally, nearby functional groups can stabilize carbocation via resonance. Step 1: Effect of carbonyl group.
A carbonyl group ( ) adjacent to the carbocation can stabilize it through resonance and electron-withdrawing effects. Step 2: Compare options.
β’ (A) Secondary alcohol with nearby carbonyl β extra resonance stabilization β most favorable
β’ (B) Secondary alcohol β only moderate stability
β’ (C) Tertiary alcohol β stable, but no additional resonance stabilization
β’ (D) Diol β follows different dehydration pathway Step 3: Conclusion.
Due to resonance stabilization by the carbonyl group, option (A) undergoes dehydration most readily.
15
PYQ 2021
medium
chemistryID: met-2021
A sample of 4.12 mg of unknown alcohol is added to . 1.56 mL of methane at STP was liberated. The alcohol is :
Cyclohexanol is dehydrated to cyclohexene on heating with conc. . If the yield of this reaction is 75% how much cyclohexene will be obtained from 100 g of cyclohexanol?
1
61.5 g
2
75.0 g
3
20.0 g
4
41.0 g
Official Solution
Correct Option:
(1)
Concept:
Dehydration:
Step 1: Molar masses.
Step 2: Theoretical yield.
Step 3: Actual yield.
17
PYQ 2021
medium
chemistryID: met-2021
The structure for neo-heptyl alcohol is:
1
2
3
4
Official Solution
Correct Option:
(2)
Concept:
Prefix βneo-β indicates a tert-butyl group . Step 1: Structure of neo-heptyl alcohol.
Heptyl alcohol has 7 carbons. Neo-heptyl alcohol contains group with :
Step 2: Identify correct option.
Only option (B) shows tert-butyl group attached to . Step 3: Conclusion.
Option (B) is the correct neo-structure.
18
PYQ 2022
medium
chemistryID: met-2022
Alcoholic group of which position in the given molecule reacts fastest with Lucas' reagent?
1
1
2
4
3
5
4
6
Official Solution
Correct Option:
(2)
Concept:
Lucas test:
β’ Tertiary alcohol fastest reaction
β’ Secondary alcohol moderate
β’ Primary alcohol slow Step 1: Identify alcohol types.
Position 1 primary
Position 6 primary
Position 5 secondary
Position 4 tertiary (attached to three carbons) Step 2: Apply Lucas rule.
Tertiary alcohol reacts fastest. Step 3: Conclusion.
Position 4 reacts fastest.
Alcohols Phenols And Ethers is a vital chapter for MET aspirants. Mastering the concepts covered in this chapter is essential for securing a top rank.
By rigorously practicing the previous year questions associated with this chapter, you can identify high-yield topics, understand the examiner's perspective, and boost your confidence during the actual exam.
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