CUET UG Chemistry Booster Test - 2 Nomenclature
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QUESTION 1 OF 20
Match List I with List II.
| List I | List II |
|---|---|
| 1. Isobutyl alcohol | a. Butan-2-ol |
| 2. sec-Butyl alcohol | b. 2-Methylpropan-2-ol |
| 3. tert-Butyl alcohol | c. Propan-2-ol |
| 4. Isopropyl alcohol | d. 2-Methylpropan-1-ol |
QUESTION 2 OF 20
Consider the IUPAC rules for naming alcohols:
1. The 'e' of alkane is retained when naming polyhydric alcohols.
2. The 'e' of alkane is dropped when naming monohydric alcohols.
3. The numbering starts from the end nearest to the alkyl branching over the –OH group.
4. Multiplicative prefixes like di, tri are added before 'ol' in polyhydric alcohols.
QUESTION 3 OF 20
When identifying the parent hydrocarbon in an ether (R-O-R'), how does the IUPAC system determine which side constitutes the parent chain?
QUESTION 4 OF 20
Based on position numbering priority, the correct IUPAC name of the compound CH₃–CH(Cl)–CH₂–CH(OH)–CH₃ is:
QUESTION 5 OF 20
Arrange the following naming steps in the correct sequential order for formulating an IUPAC name of a substituted alcohol:
1. Identify the longest carbon chain containing the –OH group.
2. Number the chain starting at the end nearest to the hydroxyl group.
3. Write the substituents in alphabetical order.
4. Identify the positions of the other substituents using numerals.
QUESTION 6 OF 20
The correct numerical locants for the methyl substituents in the IUPAC name 2,6-Dimethylphenol are:
QUESTION 7 OF 20
What is the IUPAC name of the compound whose common name is Resorcinol?
QUESTION 8 OF 20
Identify the classification type of the compound Propane-1,2,3-triol:
QUESTION 9 OF 20
The IUPAC name of a five-membered saturated carbon ring carrying a hydroxyl group at C-1 and a methyl substituent at C-2 is:
QUESTION 10 OF 20
For cyclic alcohols with an alkyl substituent (e.g., 2-Methylcyclopentanol):
1. The –OH group is assumed to be attached to C-1.
2. The methyl group determines C-1 due to alphabetical order.
3. The ring is numbered to give the methyl substituent the lowest possible number after the –OH.
4. The prefix 'cyclo' is dropped when substituents are present.
QUESTION 11 OF 20
Match List I with List II.
| List I | List II |
|---|---|
| 1. o-Cresol | a. 3-Methylphenol |
| 2. m-Cresol | b. 4-Methylphenol |
| 3. p-Cresol | c. Benzene-1,2-diol |
| 4. Catechol | d. 2-Methylphenol |
QUESTION 12 OF 20
Phenol serves as both a common name and an accepted IUPAC name. Why are derivatives of phenol primarily named as derivatives of "phenol" rather than "benzene" in standard IUPAC practice?
QUESTION 13 OF 20
The IUPAC name of the compound commonly known as o-Cresol is:
QUESTION 14 OF 20
Analyze the naming of p-Cresol:
1. It contains a methyl group and a hydroxyl group.
2. The methyl group is at position 4 relative to the hydroxyl group.
3. Its IUPAC name is 4-Methylphenol.
4. It is a 1,3-disubstituted benzene derivative.
QUESTION 15 OF 20
The common name for the ether represented by the formula C₆H₅OCH₂CH₃ is:
QUESTION 16 OF 20
In forming the common name for CH₃–O–C₂H₅, why is it called "ethyl methyl ether" rather than "methyl ethyl ether"?
QUESTION 17 OF 20
The IUPAC name for CH₃–O–CH₂–CH₂–O–CH₃ is:
QUESTION 18 OF 20
Arrange the following groups in ascending order of their priority to be chosen as the parent hydrocarbon chain (smallest to largest):
1. Phenyl (6 carbons)
2. Methyl (1 carbon)
3. Heptyl (7 carbons)
4. Ethyl (2 carbons)
QUESTION 19 OF 20
QUESTION 20 OF 20
Test Complete!
Answer Review
1 Match List I with List II.
| List I | List II |
|---|---|
| 1. Isobutyl alcohol | a. Butan-2-ol |
| 2. sec-Butyl alcohol | b. 2-Methylpropan-2-ol |
| 3. tert-Butyl alcohol | c. Propan-2-ol |
| 4. Isopropyl alcohol | d. 2-Methylpropan-1-ol |
�� Common names correspond to specific IUPAC names. �� Butyl alcohols differ in carbon skeleton arrangement. �� Isopropyl alcohol is propan-2-ol.
1 → d : Isobutyl alcohol = 2-Methylpropan-1-ol. 2 → a : sec-Butyl alcohol = Butan-2-ol. 3 → b : tert-Butyl alcohol = 2-Methylpropan-2-ol. 4 → c : Isopropyl alcohol = Propan-2-ol. Therefore, option A is correct.
- �� Option B → Isobutyl alcohol is incorrectly matched.
- �� Option C → tert-Butyl alcohol is incorrectly matched.
- �� Option D → Multiple common names are mismatched.
Used
- Option Grouping
Application:
- Match each common alcohol name with its corresponding IUPAC name.
Final Logic:
- Iso → 2-Methylpropan-1-ol; sec → Butan-2-ol; tert → 2-Methylpropan-2-ol.
Iso-1, Sec-2, Tert-2°
2 Consider the IUPAC rules for naming alcohols:
1. The 'e' of alkane is retained when naming polyhydric alcohols.
2. The 'e' of alkane is dropped when naming monohydric alcohols.
3. The numbering starts from the end nearest to the alkyl branching over the –OH group.
4. Multiplicative prefixes like di, tri are added before 'ol' in polyhydric alcohols.
�� Monohydric and polyhydric alcohols follow different naming conventions. �� Hydroxyl group gets numbering priority. �� Diol and triol are common suffixes.
Statement 1 is correct because the terminal "e" is retained in polyhydric alcohol names such as ethane-1,2-diol. Statement 2 is correct because the terminal "e" is dropped in monohydric alcohols such as propane → propanol. Statement 3 is incorrect because numbering begins from the end nearest to the hydroxyl group, not alkyl branching. Statement 4 is correct because prefixes such as di and tri are used in diol and triol nomenclature. Therefore, statements 1, 2 and 4 are correct.
- �� Option A → Includes statement 3, which is incorrect.
- �� Option C → Includes statement 3, which is incorrect.
- �� Option D → Includes statement 3, which is incorrect and omits statement 4.
Used
- Elimination
Application:
- Verify each statement using NCERT nomenclature rules.
Final Logic:
- Statements 1, 2 and 4 are correct; statement 3 is incorrect.
Mono Drop, Poly Keep
3 When identifying the parent hydrocarbon in an ether (R-O-R'), how does the IUPAC system determine which side constitutes the parent chain?
�� Ethers are named as alkoxyalkanes. �� Larger alkyl group becomes parent. �� Smaller group becomes alkoxy substituent.
In IUPAC nomenclature, ethers are named as alkoxy derivatives of alkanes. The larger alkyl group is selected as the parent hydrocarbon, while the smaller group is treated as an alkoxy substituent. Therefore, option C is correct.
- �� Option A → Alphabetical order does not determine the parent chain.
- �� Option B → The smaller group becomes the alkoxy substituent.
- �� Option D → Parent chain selection follows specific rules.
Used
- Elimination
Application:
- Apply alkoxyalkane nomenclature rules.
Final Logic:
- Larger alkyl group = Parent chain.
Large = Parent
4 Based on position numbering priority, the correct IUPAC name of the compound CH₃–CH(Cl)–CH₂–CH(OH)–CH₃ is:
�� OH group receives numbering priority. �� Numbering starts nearer to the hydroxyl group. �� Chloro substituent receives the remaining locant.
The hydroxyl group is the principal functional group and must receive the lowest possible locant. Numbering from the right gives the hydroxyl group position 2 and chlorine position 4. Hence, the correct IUPAC name is 4-Chloropentan-2-ol.
- �� Option A → Gives OH locant 4 instead of 2.
- �� Option C → Alcohol should be named using the suffix "-ol".
- �� Option D → Incorrect use of hydroxy as the principal suffix.
Used
- Substitution
Application:
- Assign the lowest locant to the hydroxyl group.
Final Logic:
- OH priority → Pentan-2-ol → Chloro at C-4.
OH Gets Lowest Number
5 Arrange the following naming steps in the correct sequential order for formulating an IUPAC name of a substituted alcohol:
1. Identify the longest carbon chain containing the –OH group.
2. Number the chain starting at the end nearest to the hydroxyl group.
3. Write the substituents in alphabetical order.
4. Identify the positions of the other substituents using numerals.
�� Parent chain is selected first. �� OH gets numbering priority. �� Substituents are assigned locants before writing the final name.
The correct sequence is: 1 → Select the longest chain containing OH. 2 → Number the chain from the end nearest OH. 4 → Determine the positions of substituents. 3 → Write substituents alphabetically in the final name. Therefore, option A is correct.
- �� Option B → Numbering cannot occur before selecting the parent chain.
- �� Option C → Substituent positions cannot be assigned before numbering.
- �� Option D → Gives the sequence in reverse order.
Used
- Option Grouping
Application:
- Arrange the naming procedure according to NCERT IUPAC rules.
Final Logic:
- Chain → Number → Locants → Name.
Chain → Count → Locate → Name
6 The correct numerical locants for the methyl substituents in the IUPAC name 2,6-Dimethylphenol are:
�� Phenol carbon is numbered as C-1. �� Methyl groups occur at ortho positions. �� Both methyl groups receive locants 2 and 6.
In phenol nomenclature, the carbon carrying the hydroxyl group is assigned position 1. The two methyl groups occupy the adjacent carbons on either side, corresponding to positions 2 and 6. Therefore, option B is correct.
- �� Option A → Includes the hydroxyl-bearing carbon.
- �� Option C → Represents meta substitution.
- �� Option D → Represents a different substitution pattern.
Used
- Substitution
Application:
- Assign carbon 1 to the hydroxyl group and number the ring.
Final Logic:
- Phenol C-1 → Methyls at C-2 and C-6.
OH = 1, Ortho = 2 & 6
7 What is the IUPAC name of the compound whose common name is Resorcinol?
�� Resorcinol is a dihydric phenol. �� Hydroxyl groups occupy positions 1 and 3. �� It is the meta isomer.
Resorcinol contains hydroxyl groups at positions 1 and 3 of the benzene ring. Therefore, its IUPAC name is Benzene-1,3-diol. Hence, option D is correct.
- �� Option A → Catechol.
- �� Option B → Not a valid IUPAC name.
- �� Option C → Hydroquinone.
Used
- Memory-Based Elimination
Application:
- Recall common names of dihydric phenols.
Final Logic:
- Resorcinol = 1,3-diol.
Res = 3
8 Identify the classification type of the compound Propane-1,2,3-triol:
�� Contains three hydroxyl groups. �� Commonly known as glycerol. �� Classified based on hydroxyl count.
Propane-1,2,3-triol contains three hydroxyl groups attached to a three-carbon chain. Alcohols containing three hydroxyl groups are classified as trihydric alcohols. Therefore, option C is correct.
- �� Option A → Contains only one OH group.
- �� Option B → Contains only two OH groups.
- �� Option D → Not an ether.
Used
- Odd One Out
Application:
- Count the number of hydroxyl groups.
Final Logic:
- Three OH groups = Trihydric.
Triol = Three OH
9 The IUPAC name of a five-membered saturated carbon ring carrying a hydroxyl group at C-1 and a methyl substituent at C-2 is:
�� Parent ring is cyclopentane. �� OH-bearing carbon is C-1. �� Methyl group occupies C-2.
In cyclic alcohols, the carbon bearing the hydroxyl group is assigned position 1. The methyl substituent is attached to carbon 2. Therefore, the correct IUPAC name is 2-Methylcyclopentanol.
- �� Option A → Incorrect numbering convention.
- �� Option C → Six-membered ring.
- �� Option D → Different structural arrangement.
Used
- Substitution
Application:
- Assign position 1 to the hydroxyl-bearing carbon.
Final Logic:
- Cyclopentanol + methyl at C-2.
OH Starts Ring Count
10 For cyclic alcohols with an alkyl substituent (e.g., 2-Methylcyclopentanol):
1. The –OH group is assumed to be attached to C-1.
2. The methyl group determines C-1 due to alphabetical order.
3. The ring is numbered to give the methyl substituent the lowest possible number after the –OH.
4. The prefix 'cyclo' is dropped when substituents are present.
�� OH-bearing carbon is always C-1. �� Substituents are numbered after assigning OH. �� Cyclo prefix remains unchanged.
Statement 1 is correct because the hydroxyl-bearing carbon in cyclic alcohols is assigned position 1. Statement 2 is incorrect because alphabetical order does not determine numbering priority. Statement 3 is correct because after assigning OH as C-1, numbering proceeds to give substituents the lowest possible locants. Statement 4 is incorrect because the prefix "cyclo" remains part of the name. Therefore, statements 1 and 3 are correct.
- �� Option B → Statement 2 is incorrect.
- �� Option C → Statements 2 and 4 are incorrect.
- �� Option D → Statement 4 is incorrect and statement 3 is omitted.
Used
- Elimination
Application:
- Apply numbering rules for substituted cyclic alcohols.
Final Logic:
- OH = C-1; then minimize substituent locants.
OH First, Cyclo Stays
11 Match List I with List II.
| List I | List II |
|---|---|
| 1. o-Cresol | a. 3-Methylphenol |
| 2. m-Cresol | b. 4-Methylphenol |
| 3. p-Cresol | c. Benzene-1,2-diol |
| 4. Catechol | d. 2-Methylphenol |
�� Cresols are methyl-substituted phenols. �� Ortho, meta and para indicate relative positions. �� Catechol is a dihydric phenol.
1 → d : o-Cresol = 2-Methylphenol. 2 → a : m-Cresol = 3-Methylphenol. 3 → b : p-Cresol = 4-Methylphenol. 4 → c : Catechol = Benzene-1,2-diol. Therefore, option A is correct.
- �� Option B → o-Cresol and catechol are incorrectly matched.
- �� Option C → m-Cresol and p-Cresol are interchanged.
- �� Option D → o-Cresol is incorrectly matched with catechol.
Used
- Option Grouping
Application:
- Match common names with their corresponding IUPAC structures.
Final Logic:
- Ortho = 2, Meta = 3, Para = 4, Catechol = 1,2-diol.
o-2, m-3, p-4
12 Phenol serves as both a common name and an accepted IUPAC name. Why are derivatives of phenol primarily named as derivatives of "phenol" rather than "benzene" in standard IUPAC practice?
�� The hydroxyl group is the principal functional group. �� Phenol is a retained IUPAC name. �� Substituents are named relative to phenol.
Phenol contains the principal functional group (-OH) attached directly to a benzene ring. Therefore, phenol is treated as the parent structure, and derivatives are commonly named as substituted phenols. Hence, option A is correct.
- �� Option B → Benzene can have substituents attached.
- �� Option C → Phenol and benzene contain the same number of carbon atoms.
- �� Option D → Benzene is aromatic, not a cyclic alkane.
Used
- Elimination
Application:
- Identify the role of the principal functional group in nomenclature.
Final Logic:
- Principal functional group determines the parent name.
OH Makes Phenol Parent
13 The IUPAC name of the compound commonly known as o-Cresol is:
�� Ortho means adjacent positions. �� OH-bearing carbon is carbon 1. �� Methyl group occupies carbon 2.
In o-cresol, the methyl group is adjacent to the hydroxyl group. Numbering begins from the hydroxyl-bearing carbon, giving the methyl group position 2. Therefore, the IUPAC name is 2-Methylphenol.
- �� Option A → Meta isomer.
- �� Option B → Para isomer.
- �� Option D → Xylene derivative, not a phenol.
Used
- Substitution
Application:
- Assign position 1 to OH and locate the methyl group.
Final Logic:
- Ortho = Position 2.
Ortho = 2
14 Analyze the naming of p-Cresol:
1. It contains a methyl group and a hydroxyl group.
2. The methyl group is at position 4 relative to the hydroxyl group.
3. Its IUPAC name is 4-Methylphenol.
4. It is a 1,3-disubstituted benzene derivative.
�� p-Cresol is para-substituted phenol. �� Para corresponds to positions 1 and 4. �� The IUPAC name is 4-Methylphenol.
Statement 1 is correct because p-cresol contains both a methyl group and a hydroxyl group. Statement 2 is correct because para substitution corresponds to position 4 relative to the hydroxyl group. Statement 3 is correct because the IUPAC name is 4-Methylphenol. Statement 4 is incorrect because p-cresol is a 1,4-disubstituted benzene derivative, not a 1,3-disubstituted derivative. Therefore, option A is correct.
- �� Option B → Includes statement 4, which is incorrect.
- �� Option C → Includes statement 4 and omits statement 1.
- �� Option D → Includes statement 4, which is incorrect.
Used
- Elimination
Application:
- Verify each statement using para-substitution rules.
Final Logic:
- Statements 1, 2 and 3 are correct; statement 4 is incorrect.
Para = 1,4
15 The common name for the ether represented by the formula C₆H₅OCH₂CH₃ is:
�� The ether contains ethyl and phenyl groups. �� Common names list groups followed by ether. �� It is also known as phenetole.
The oxygen atom is bonded to an ethyl group and a phenyl group. In common nomenclature, the two groups are named followed by the word ether. Thus, the compound is called ethyl phenyl ether.
- �� Option A → Refers to anisole.
- �� Option B → Not the NCERT common name format used.
- �� Option C → Contains a benzyl group, not a phenyl group.
Used
- Substitution
Application:
- Identify the groups attached to oxygen.
Final Logic:
- Ethyl + Phenyl + Ether.
Phenetole = Ethyl Phenyl Ether
16 In forming the common name for CH₃–O–C₂H₅, why is it called "ethyl methyl ether" rather than "methyl ethyl ether"?
�� Common ether names use alphabetical order. �� Both alkyl groups are named separately. �� Ether is written at the end.
In common nomenclature, alkyl groups attached to oxygen are written in alphabetical order followed by the word ether. Since ethyl comes before methyl alphabetically, the name becomes ethyl methyl ether.
- �� Option A → Molecular mass is not the naming criterion.
- �� Option B → Carbon count is not the naming criterion.
- �� Option D → Electronegativity is irrelevant.
Used
- Elimination
Application:
- Apply common naming rules for ethers.
Final Logic:
- Alphabetical order determines the sequence.
ABC → Ether
17 The IUPAC name for CH₃–O–CH₂–CH₂–O–CH₃ is:
�� Ethane is the parent chain. �� Two methoxy groups are present. �� Substituents occur at positions 1 and 2.
The parent chain is ethane. Each carbon bears a methoxy substituent. Therefore, the correct IUPAC name is 1,2-Dimethoxyethane.
- �� Option A → Common-style description, not IUPAC.
- �� Option C → Contains ethoxy substituents, not methoxy.
- �� Option D → Not a valid IUPAC name.
Used
- Substitution
Application:
- Select the parent chain and identify alkoxy substituents.
Final Logic:
- Ethane + Methoxy at 1 and 2.
Two Methoxy = Dimethoxy
18 Arrange the following groups in ascending order of their priority to be chosen as the parent hydrocarbon chain (smallest to largest):
1. Phenyl (6 carbons)
2. Methyl (1 carbon)
3. Heptyl (7 carbons)
4. Ethyl (2 carbons)
�� Larger carbon frameworks receive parent-chain preference. �� Parent-chain selection generally follows size. �� Heptyl is the largest group given.
Carbon counts are: 2 → Methyl = 1 carbon 4 → Ethyl = 2 carbons 1 → Phenyl = 6 carbons 3 → Heptyl = 7 carbons Therefore, the ascending order is: Methyl < Ethyl < Phenyl < Heptyl Hence, option A is correct.
- �� Option B → Gives the reverse order.
- �� Option C → Places phenyl before ethyl incorrectly.
- �� Option D → Methyl should be first.
Used
- Option Grouping
Application:
- Arrange groups according to increasing carbon count.
Final Logic:
- 1C < 2C < 6C < 7C.
M → E → P → H
19
�� Primary alcohols have OH on a primary carbon. �� The passage explicitly identifies isobutyl alcohol. �� tert-Butyl alcohol is tertiary.
The passage directly states that isobutyl alcohol (2-Methylpropan-1-ol) is a primary alcohol. Therefore, option B is correct.
- �� Option A → Tertiary alcohol.
- �� Option C → Secondary alcohol.
- �� Option D → Phenol, not an alcohol classification of this type.
Used
- Contextual/Tonal Matching
Application:
- Use the classification explicitly given in the passage.
Final Logic:
- Passage identifies isobutyl alcohol as primary.
Isobutyl = Primary
20
�� Mixed ethers contain different groups. �� The passage explicitly names ethyl phenyl ether. �� Ethyl and phenyl groups are different.
The passage states that ethyl phenyl ether (ethoxybenzene or phenetole) is an example of a mixed or unsymmetrical ether because the groups attached to oxygen are different. Therefore, option C is correct.
- �� Option A → Symmetrical ether.
- �� Option B → Another name for diethyl ether, a symmetrical ether.
- �� Option D → Tertiary alcohol.
Used
- Contextual/Tonal Matching
Application:
- Identify the example directly mentioned in the passage.
Final Logic:
- Different groups on oxygen = Mixed ether.
Ethyl + Phenyl = Mixed
