Skip to content
Choose the Best Answer · Q14

Q.The IUPAC name of the following compound is
(a pent-2-ene drawn with the LEFT double-bond carbon carrying Cl pointing up and H3C pointing down, and the RIGHT double-bond carbon carrying CH2-CH3 pointing up and I pointing down)

(a) trans-2-chloro-3-iodo-2-pentane [printed thus in the source, though the compound is an alkene -- see note in the model answer]
(b) cis-3-iodo-4-chloro-3-pentane [printed thus in the source]
(c) trans-3-iodo-4-chloro-3-pentene
(d) cis-2-chloro-3-iodo-2-pentene
Tamil Nadu DgeTextbookSubjectiveImportance★★★★★
17% · 14/83 Questions
🔒 Locked · start free trial →

You're viewing a preview — the full solution, concept, methods & PYQ mapping are locked.

Start your 14-day free trial to unlock the full solution →

Step 1. Read the drawn structure: a pent-2-ene backbone, CH3-C(Cl)=C(I)-CH2-CH3, with the LEFT double-bond carbon carrying Cl (up) and CH3 (down), and the RIGHT double-bond carbon carrying an ethyl group -CH2CH3 (up) and I (down).

Step 2. Number the five-carbon chain from the methyl end (either end gives the same locant set {2,3} for the substituents, since the double bond sits centrally): C1 = CH3, C2 = C(Cl)=, C3 = C(I)=, C4-C5 = the ethyl group's own two carbons.

Step 3. Name the substituents alphabetically: chloro (at C2) before iodo (at C3), giving the base name 2-chloro-3-iodopent-2-ene.

Step 4. Assign CIP priority at each double-bond carbon: at C2, Cl outranks CH3 (C1); at C3, I outranks the ethyl group. In the drawing, Cl sits UP and I sits DOWN -- the two higher-priority groups are on OPPOSITE sides, which is the E (and, since each carbon has only one non-hydrogen priority pair, colloquially trans) configuration; the two chain-continuing groups (the C1 methyl, down, and the ethyl group, up) are likewise on opposite sides, confirming an extended, trans-style zig-zag. …

Unlock everything free for 14 days

  • Full step-by-step solutions
  • Concept-first explanations
  • Methods, shortcuts & mistakes
  • PYQ mapping + timed mock tests

Full access for 14 days. No credit card required.