IUPAC and NomenclaturemediumMCQ SINGLE

See imageIUPAC and Nomenclature Chemistry Question

Question

See image

Chemistry diagram for: See image
Answer: B

💡 Solution & Explanation

Step 1: Identify the structure. (CH3)3C·CH2CH2Cl expands to: a central carbon bearing three methyl groups, connected to a CH2, connected to a CH2Cl. Writing it out as a chain: ClCH2-CH2-C(CH3)3. Step 2: Identify the longest carbon chain. The chain includes: C1(Cl)-C2-C3(with two methyl branches)-C4 plus the two methyl groups as substituents. The longest continuous chain is: Cl-CH2-CH2-C(CH3)2-CH3, which gives a 4-carbon parent chain (butane) with two methyl groups at C3 and a chloro at C1 — wait, let us recount carefully. The molecule is: (CH3)3C-CH2-CH2-Cl. The longest chain must include the carbon bearing three methyls. If we pick one of the three methyl groups as part of the main chain, the longest chain is: CH3-C(CH3)2-CH2-CH2-Cl = 4 carbons in the main chain (butane), with two methyl substituents on C3 (numbering from the chloro end gives Cl on C1) or on C3 from the other end. Step 3: Number to give substituents the lowest locants. Numbering from the Cl end: C1=CH2Cl, C2=CH2, C3=C(CH3)2, C4=CH3. This gives chloro at C1 and two methyls at C3. Numbering from the other end: C1=CH3, C2=C(CH3)2, C3=CH2, C4=CH2Cl — chloro at C4 and methyls at C2. Comparing locant sets: {1,3,3} vs {2,2,4}. The set {1,3,3} is lower at the first point of difference (1 < 2), so numbering from the chloro end is correct. Step 4: Construct the name. Parent chain: butane. Substituents: 1-chloro, 3,3-dimethyl. Alphabetical order: chloro before dimethyl. Name: 1-Chloro-3,3-dimethylbutane. Step 5: Evaluate options. Option (b) states '1-Chloro-3, 3-dimethylbutane', which matches exactly. Option (a) '2,2-Dimethyl-4-chlorobutane' uses wrong numbering (higher locants). Option (c) '4-Chloro-2,2-dimethylbutane' also uses wrong numbering direction. Therefore, the correct answer is B.

💬
Still have doubts about this question?
Send it to our AI chemistry tutor on WhatsApp — gets answered in minutes
Ask on WhatsApp →

Practice 22,000+ questions like this

AI-adaptive practice, video lectures, and full JEE Advanced Chemistry content — all in one place.

JEE Advanced · JEE Mains · NEET · IChO · AP Chemistry