Multiple Choice Questions (MCQs) for JEE Chemistry: Organic Chemistry Some Basic Principles and Techniques
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Practice Organic Chemistry Some Basic Principles and Techniques MCQs for JEE Chemistry
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Multiple Choice Questions
(a) 3-Hydroxy-2-bromopropane
(b) 2-Bromopropan-1-ol
(c) 2-Bromo-3-propanol
(d) 3-Hydroxyisopropyl bromide
Show Answer & Explanation
Answer: (b) 2-Bromopropan-1-ol
Explanation:
1. The OH group is the principal group and gets the lowest locant, so the chain is numbered from the \( \ce{CH2OH} \) carbon
2. Br is on C-2, giving 2-bromopropan-1-ol
Teacher's Note:
1. Find the principal functional group first, then the longest chain containing it, then number for the lowest locants.
2. Write substituent prefixes in alphabetical order.
(a) Acetaldehyde
(b) Methyl aldehyde
(c) Ethanol
(d) Ethanal
Show Answer & Explanation
Answer: (d) Ethanal
Explanation:
1. The two-carbon aldehyde takes the suffix -al
2. Ethane minus e plus al gives ethanal (acetaldehyde is the common name)
Teacher's Note:
1. Eliminate options with an incorrect parent chain length first.
2. Then compare locants and alphabetical order among the remaining options.
(a) 4-Hydroxypentanoic acid
(b) 1-Carboxy-3-butanoic acid
(c) 1-Carboxy-4-butanol
(d) 4-Carboxy-2-butanol
Show Answer & Explanation
Answer: (a) 4-Hydroxypentanoic acid
Explanation:
1. COOH is the principal group, so C-1 is the carboxyl carbon and the chain has five carbons
2. OH is on C-4, giving 4-hydroxypentanoic acid
Teacher's Note:
1. Find the principal functional group first, then the longest chain containing it, then number for the lowest locants.
2. Write substituent prefixes in alphabetical order.
(a) 1,2-Ethanediol
(b) 2-Butanone
(c) Nitrobenzene
(d) Ethanal
Show Answer & Explanation
Answer: (a) 1,2-Ethanediol
Explanation:
1. 1,2-Ethanediol is \( \ce{HOCH2CH2OH} \), an alcohol with two OH groups
2. 2-Butanone is a ketone, nitrobenzene a nitro compound and ethanal an aldehyde
Teacher's Note:
1. Eliminate options with an incorrect parent chain length first.
2. Then compare locants and alphabetical order among the remaining options.
(a) 4-Ethyl-2-pentanol
(b) 4-Methyl-2-hexanol
(c) 2-Ethyl-4-pentanol
(d) 3-Methyl-2-hexanol
Show Answer & Explanation
Answer: (b) 4-Methyl-2-hexanol
Explanation:
1. The longest chain containing the OH carbon runs through the ethyl group and has six carbons (hexane)
2. Numbering from the OH end puts OH on C-2 and the methyl on C-4: 4-methylhexan-2-ol
Teacher's Note:
1. Draw the carbon skeleton out in full before naming; it prevents mistakes with branches.
2. Check that the principal group has the lowest possible locant.
(a) 2-Ethyl-2-butene
(b) 3-Ethyl-2-butene
(c) 3-Methyl-3-pentene
(d) 3-Methyl-2-pentene
Show Answer & Explanation
Answer: (d) 3-Methyl-2-pentene
Explanation:
1. The longest chain containing the double bond has five carbons
2. Numbering from the \( \ce{=CH} \) end gives the double bond at C-2 and the methyl at C-3: 3-methylpent-2-ene
Teacher's Note:
1. Eliminate options with an incorrect parent chain length first.
2. Then compare locants and alphabetical order among the remaining options.
(a) \( \ce{CH3-C(CH3)2-CH(CH3)-CH2-CH3} \)
(b) \( \ce{CH3-C(CH3)2-CH2-CH(CH3)-CH3} \)
(c) \( \ce{CH3-C(CH3)2-CH(CH3)-CH2-CH2-CH3} \)
(d) \( \ce{CH3-CH(CH3)-CH2-CH2-C(CH3)2-CH3} \)
Show Answer & Explanation
Answer: (c) \( \ce{CH3-C(CH3)2-CH(CH3)-CH2-CH2-CH3} \)
Explanation:
1. The parent chain must have six carbons with two methyls on C-2 and one on C-3
2. Only (c) has this; (a) is 2,2,3-trimethylpentane, (b) is 2,2,4-trimethylpentane and (d) is 2,2,5-trimethylhexane
Teacher's Note:
1. Draw the carbon skeleton out in full before naming; it prevents mistakes with branches.
2. Check that the principal group has the lowest possible locant.
(a) 3-Pentanone
(b) 2-Pentanone
(c) Diethyl ketone
(d) All the above
Show Answer & Explanation
Answer: (a) 3-Pentanone
Explanation:
1. The carbonyl carbon is the middle of a five-carbon chain
2. So the IUPAC name is pentan-3-one (diethyl ketone is the common name and 2-pentanone is a different compound)
Teacher's Note:
1. Eliminate options with an incorrect parent chain length first.
2. Then compare locants and alphabetical order among the remaining options.
(a) 2-Methyl-3-pentene
(b) 4-Methyl-2-pentene
(c) 1,2-Dimethyl-2-butene
(d) 3-Methyl-4-pentene
Show Answer & Explanation
Answer: (b) 4-Methyl-2-pentene
Explanation:
1. The five-carbon chain is numbered from the end nearer the double bond
2. The double bond is at C-2 and the methyl at C-4
Teacher's Note:
1. Draw the carbon skeleton out in full before naming; it prevents mistakes with branches.
2. Check that the principal group has the lowest possible locant.
(a) 1,1-Dimethyl-2-propene
(b) 3-Methyl-1-butene
(c) 2-Vinylpropane
(d) 1-Isopropylethylene
Show Answer & Explanation
Answer: (b) 3-Methyl-1-butene
Explanation:
1. The longest chain containing C=C has four carbons, numbered from the double-bond end
2. The methyl group is on C-3: 3-methylbut-1-ene
Teacher's Note:
1. Eliminate options with an incorrect parent chain length first.
2. Then compare locants and alphabetical order among the remaining options.
(a) 4-Methylhexane
(b) 3-Methylhexane
(c) 2-Propylbutane
(d) 2-Ethylpentane
Show Answer & Explanation
Answer: (b) 3-Methylhexane
Explanation:
1. The longest chain has six carbons
2. Numbering from the end nearer the methyl gives locant 3, so 3-methylhexane
Teacher's Note:
1. Draw the carbon skeleton out in full before naming; it prevents mistakes with branches.
2. Check that the principal group has the lowest possible locant.
(a) \( \ce{CnH2n+2} \)
(b) \( \ce{CnH2n} \)
(c) \( \ce{CnH2n-2} \)
(d) \( \ce{CnHn} \)
Show Answer & Explanation
Answer: (c) \( \ce{CnH2n-2} \)
Explanation:
1. An alkyne has one triple bond, which removes four hydrogens from the alkane formula
2. So \( \ce{CnH2n+2} \) becomes \( \ce{CnH2n-2} \)
Teacher's Note:
1. Find the principal functional group first, then the longest chain containing it, then number for the lowest locants.
2. Write substituent prefixes in alphabetical order.
(a) 1,2-Dichloroethane
(b) 2,2-Dichloroethane
(c) 1,1-Dichloroethane
(d) Dichloroethane
Show Answer & Explanation
Answer: (c) 1,1-Dichloroethane
Explanation:
1. Both chlorine atoms are on the same carbon, which is numbered 1
2. So the name is 1,1-dichloroethane
Teacher's Note:
1. Draw the carbon skeleton out in full before naming; it prevents mistakes with branches.
2. Check that the principal group has the lowest possible locant.
(a) 2-Methylpentene
(b) 4-Methylpent-1-ene
(c) 1-Hexene
(d) 2-Methylpent-1-ene
Show Answer & Explanation
Answer: (b) 4-Methylpent-1-ene
Explanation:
1. Number from the double-bond end: C=C at C-1
2. The methyl group is then on C-4
Teacher's Note:
1. Find the principal functional group first, then the longest chain containing it, then number for the lowest locants.
2. Write substituent prefixes in alphabetical order.
(a) C-1
(b) C-2
(c) C-3
(d) C-5
Show Answer & Explanation
Answer: (b) C-2
Explanation:
1. A quaternary carbon is bonded to four other carbon atoms
2. Only C-2 (bonded to C-1, C-3 and two methyl groups) fits
Teacher's Note:
1. Draw the carbon skeleton out in full before naming; it prevents mistakes with branches.
2. Check that the principal group has the lowest possible locant.
(a) 4-Methyl-2-pentyne
(b) 4,4-Dimethyl-2-butyne
(c) Methyl isopropyl acetylene
(d) 2-Methyl-4-pentyne
Show Answer & Explanation
Answer: (a) 4-Methyl-2-pentyne
Explanation:
1. The triple bond is given the lowest locant, so numbering starts from the \( \ce{CH3-C#} \) end
2. C#C is at C-2 and the methyl is on C-4
Teacher's Note:
1. Find the principal functional group first, then the longest chain containing it, then number for the lowest locants.
2. Write substituent prefixes in alphabetical order.
(a) 3-Methyl-2-ethylbut-1-ene
(b) 2-Ethyl-3-methylbut-1-ene
(c) 3-Ethyl-2-methylbut-1-ene
(d) Ethylisopropylethene
Show Answer & Explanation
Answer: (b) 2-Ethyl-3-methylbut-1-ene
Explanation:
1. The chain \( \ce{CH2=C-CH-CH3} \) has four carbons with C=C at C-1
2. Ethyl is on C-2 and methyl on C-3, and prefixes are listed alphabetically: 2-ethyl-3-methylbut-1-ene
Teacher's Note:
1. Draw the carbon skeleton out in full before naming; it prevents mistakes with branches.
2. Check that the principal group has the lowest possible locant.
(a) 2-Cyclohexylbutane
(b) 2-Phenylbutane
(c) 3-Cyclohexylbutane
(d) 3-Phenylbutane
Show Answer & Explanation
Answer: (b) 2-Phenylbutane
Explanation:
1. The parent chain is butane and \( \ce{C6H5} \) is a phenyl group on C-2
2. Locants are kept lowest, so 2-phenylbutane
Teacher's Note:
1. Find the principal functional group first, then the longest chain containing it, then number for the lowest locants.
2. Write substituent prefixes in alphabetical order.
(a) Butan-2-aldehyde
(b) 2-Methylbutanal
(c) 3-Methylisobutyraldehyde
(d) 2-Ethylpropanal
Show Answer & Explanation
Answer: (b) 2-Methylbutanal
Explanation:
1. The longest chain with the CHO carbon has four carbons
2. A methyl group sits on C-2, giving 2-methylbutanal
Teacher's Note:
1. Eliminate options with an incorrect parent chain length first.
2. Then compare locants and alphabetical order among the remaining options.
(a) 1-Pentanol
(b) Pentanol
(c) 2-Methyl-4-butanol
(d) 3-Methyl-1-butanol
Show Answer & Explanation
Answer: (d) 3-Methyl-1-butanol
Explanation:
1. Number from the OH end so that OH is on C-1
2. The methyl group is on C-3
Teacher's Note:
1. Find the principal functional group first, then the longest chain containing it, then number for the lowest locants.
2. Write substituent prefixes in alphabetical order.
(a) Butan-1-ol
(b) Butan-2-ol
(c) 2-Methylpropan-1-ol
(d) 2-Methylpropan-2-ol
Show Answer & Explanation
Answer: (d) 2-Methylpropan-2-ol
Explanation:
1. Tertiary butyl alcohol is \( \ce{(CH3)3C-OH} \)
2. The OH and one methyl are on C-2 of propane: 2-methylpropan-2-ol
Teacher's Note:
1. Eliminate options with an incorrect parent chain length first.
2. Then compare locants and alphabetical order among the remaining options.
(a) 5-Methyl-3-hexenoic acid
(b) 5-Methyl-2-pentene-1-carboxylic acid
(c) 4-Isopropyl-3-butenoic acid
(d) None of the above
Show Answer & Explanation
Answer: (a) 5-Methyl-3-hexenoic acid
Explanation:
1. C-1 is the COOH carbon and the chain has six carbons
2. The double bond is at C-3 and the methyl at C-5: 5-methylhex-3-enoic acid
Teacher's Note:
1. Find the principal functional group first, then the longest chain containing it, then number for the lowest locants.
2. Write substituent prefixes in alphabetical order.
(a) \( \ce{(CH3)2CH-CH2-CH=CH2} \)
(b) \( \ce{(CH3)2CH-CH=CH-CH3} \)
(c) \( \ce{(CH3)2CH-CH2CH=CH-CH3} \)
(d) \( \ce{(CH3)2C=CH-CH2CH3} \)
Show Answer & Explanation
Answer: (b) \( \ce{(CH3)2CH-CH=CH-CH3} \)
Explanation:
1. Pent-2-ene is \( \ce{CH3-CH=CH-CH2-CH3} \) (five carbons, double bond after C-2) numbered from the other end as \( \ce{CH3-CH=CH-CH(CH3)-CH3} \)
2. A methyl on C-4 gives \( \ce{(CH3)2CH-CH=CH-CH3} \)
Teacher's Note:
1. Eliminate options with an incorrect parent chain length first.
2. Then compare locants and alphabetical order among the remaining options.
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Practice MCQs for JEE Chemistry Organic Chemistry Some Basic Principles and Techniques
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FAQs
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