Q.Write the IUPAC name of BrCH2CHClCH3.
Concept understanding — Nomenclature of Haloalkanes and Haloarenes
Haloalkanes (alkyl halides) carry a halogen on an sp3 carbon and are named by choosing the longest chain through that carbon as the parent, numbering to give the lowest locant set, and citing each halogen as a prefix (fluoro-, chloro-, bromo-, iodo-) in alphabetical order alongside any alkyl substituents. They are further classified as primary, secondary or tertiary by how many other carbons the halogen-bearing carbon is bonded to, and as mono-, di- or polyhalogen compounds by the number of halogens present. Haloarenes (aryl halides) carry the halogen directly on an sp2 ring carbon and are named as substituted benzenes, using ortho/meta/para prefixes or numerical locants for disubstituted rings. A closely related class, vinylic halides, places the halogen on an sp2 carbon of a non-ring C=C double bond; vinylic and aryl halides share the key property, unlike haloalkanes, that the halogen sits on an sp2 carbon.
Numbering from the bromine end gives the lower overall locant set.
The compound is 1-bromo-2-chloropropane.
The parent chain is propane. Numbering from the CH2Br end gives bromine at C1 and chlorine at C2, locant set {1,2}; numbering from the other end would give chlorine at C2 and bromine at C3, locant set {2,3}. Since {1,2} is the lower set at the first point of difference, that is the correct numbering, and the substituents are cited alphabetically: bromo before chloro.
1-bromo-2-chloropropane.
Compare the full locant set from both possible numbering directions and choose whichever gives the lower set at the first point of difference; only then order the substituent names alphabetically in the final name.
Numbering to give the alphabetically-first substituent (bromo) the lower locant by default, without first checking whether the overall locant set actually differs between the two directions.
- CBSE 2025Set D1 markMCQQ.The IUPAC name of CH3-CH(CH3)-CH(Cl)-CH3 is(a) 3-chloro-2-methyl butane(b) 2-chloro-3-methyl butane(c) Isobutyl chloride(d) Secondary butyl chloride
›Reveal solutionSolution
CH3-CH(CH3)-CH(Cl)-CH3 is 2-chloro-3-methylbutane.
Step 1 - parent chain: the longest continuous carbon chain here is four carbons -> butane.
Step 2 - substituents: a methyl branch and a chlorine.
Step 3 - numbering: Number from the end giving the substituents the lowest set of locants. From the Cl-end, chloro is at C-2 and methyl at C-3; the locant set {2,3} is the same either way, so we give the lower number to the substituent cited first alphabetically. 'Chloro' comes before 'methyl', so chloro gets C-2.
Step 4 - name: list substituents alphabetically -> 2-chloro-3-methylbutane.
✓Final answer(b) 2-chloro-3-methyl butane.
- CBSE 2024Set D1 markMCQQ.The IUPAC name of CH3-CH(CH3)-CH2-CH2Cl is(a) 1-chloro-2-methyl butane(b) 1-chloroisopentane(c) 1-chloro-3-methyl butane(d) None of these
›Reveal solutionSolution
The longest chain is 4 carbons (butane). Numbering to give the substituents (Cl and CH3) the lowest locants puts Cl on C1 and CH3 on C3 -> 1-chloro-3-methylbutane.
Structure written from the Cl end: ClCH2-CH2-CH(CH3)-CH3.
Longest continuous chain = 4 carbons = butane.
Number from the end nearer the first point of difference; starting from the CH2Cl end gives the lowest set of locants:
- C1: CH2Cl -> chloro at position 1
- C2: CH2
- C3: CH(CH3) -> methyl at position 3
- C4: CH3
Name: 1-chloro-3-methylbutane.
✓Final answer(C) 1-chloro-3-methylbutane.
- CBSE 2023Set F1 markMCQQ.The IUPAC name of CH3-C(CH3)(CH3)-Br is(a) Tertiary butyl chloride(b) Secondary butyl chloride(c) 2-bromo-2-methyl propane(d) 2, 2-dimethyl-1-bromoethane
›Reveal solutionSolution
(CH3)3C-Br has a 3-carbon propane parent chain with a methyl and a bromo group both on C2 → 2-bromo-2-methylpropane.
The compound CH3-C(CH3)(CH3)-Br is tertiary butyl bromide, (CH3)3C-Br.
- Longest chain = 3 carbons → propane.
- The central carbon (C2) carries a methyl branch and the bromine.
- Substituents: 2-bromo and 2-methyl.
IUPAC name = 2-bromo-2-methylpropane. (Options naming it a "butyl chloride" are wrong on both the halogen and the parent-chain count.)
✓Final answer(c) 2-bromo-2-methylpropane.
- CBSE 2021Set ANNUAL1 markQ.Give the IUPAC name of CH2=CHCH2Br.
›Reveal solutionSolution
Number the 3-carbon chain from the end nearer the double bond so the alkene gets the lowest locant.
CH₂=CH–CH₂Br is a 3-carbon (propene) chain with Br on C-3. Numbering from the end giving the double bond the lower locant: C1(=CH₂)=C2(H)–C3H₂Br. The double bond is between C1–C2 (locant 1), and Br substituent is on C3. Parent chain: prop-1-ene; substituent: 3-bromo.
✓Final answer3-Bromoprop-1-ene.
- CBSE 2020Set ANNUAL1 markQ.Draw the structure of 4-bromopent-2-ene.
›Reveal solutionSolution
Numbering the 5-carbon pent-2-ene chain C1 to C5 (double bond C2=C3) and placing Br at C4 gives CH3–CH=CH–CHBr–CH3.
The parent chain "pent-2-ene" is a 5-carbon chain with a double bond starting at C2: C1(CH3)–C2(=CH)–C3(CH=)–C4(CH2)–C5(CH3). The "4-bromo" prefix places a bromine substituent on C4, replacing one of its hydrogens:
CH3−CH=CH−BrCH−CH3
i.e. CH3–CH=CH–CHBr–CH3 — an allylic bromide, since the C–Br bond is on the carbon directly adjacent to the C=C double bond (C4 is adjacent to C3, part of the double bond).
✓Final answer4-Bromopent-2-ene: CH3–CH=CH–CHBr–CH3.
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