JEE Main · 2022 · Shift-IeasyHALO-004

The IUPAC name of ethylidene chloride is:

Haloalkanes & Haloarenes · Class 12 · JEE Main Previous Year Question

Question

The IUPAC name of ethylidene chloride is:

Options
  1. a

    1-Chloroethene

  2. b

    1-Chloroethyne

  3. c

    1,2-Dichloroethane

  4. d

    1,1-Dichloroethane

Correct Answerd

1,1-Dichloroethane

Detailed Solution

Step 1: Understand common names

Ethylidene chloride is a common name for a geminal dihalide (both halogens on the same carbon).

The suffix "-ylidene" indicates that both halogen atoms are attached to the same carbon.

Step 2: Determine the structure

Ethylidene chloride has:

  • 2 carbons ("eth-")
  • 2 chlorine atoms on the same carbon ("ylidene")

Structure: \ceCH3CHCl2\ce{CH3-CHCl2}

Step 3: Apply IUPAC nomenclature

IUPAC naming:

  1. Parent chain: 2 carbons = ethane
  2. Two chlorine atoms at position 1: 1,1-dichloro
  3. Full name: 1,1-Dichloroethane

Step 4: Verify other options

  • (a) 1-Chloroethene: \ceCH2=CHCl\ce{CH2=CHCl} - only one Cl, has a double bond
  • (b) 1-Chloroethyne: \ceHCCCl\ce{HC≡CCl} - only one Cl, has a triple bond
  • (c) 1,2-Dichloroethane: \ceCH2ClCH2Cl\ce{CH2Cl-CH2Cl} - two Cl on different carbons (ethylene dichloride)
  • (d) 1,1-Dichloroethane: \ceCH3CHCl2\ce{CH3-CHCl2} - two Cl on the same carbon ✓

Answer: (d)

Key Points:

  • Ethylidene chloride (common) = 1,1-Dichloroethane (IUPAC)
  • Ethylene chloride (common) = 1,2-Dichloroethane (IUPAC)
  • "-ylidene" suffix → geminal dihalide (both X on same C)
  • "-ylene" suffix → vicinal dihalide (X on adjacent C)

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The IUPAC name of ethylidene chloride is: (JEE Main 2022) | Canvas Classes