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Q.Write IUPAC name of CH3C(Cl)(C2H5)CH2CH3

Jharkhand JacJAC Intermediate Board 2020Subjective· 1mImportance★★★★★
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The central carbon of CH3-C(Cl)(C2H5)-CH2-CH3 carries a methyl, a chlorine, and two ethyl-type arms. The longest chain through it is 5 carbons (pentane), so the correct IUPAC name is 3-chloro-3-methylpentane -- not a 4-carbon (butane) parent name.

The structure: CH3-C(Cl)(C2H5)-CH2-CH3. The substituted carbon in the middle is bonded to:

  • a methyl group (CH3),
  • a chlorine (Cl),
  • an ethyl group (C2H5 = CH2CH3), and
  • a -CH2CH3 chain (a second ethyl arm).

Step 1 - longest chain: the IUPAC rule is to pick the LONGEST continuous carbon chain that includes the substituted carbon. Running from the terminal carbon of one ethyl arm, through the central carbon, out to the terminal carbon of the other ethyl arm gives CH3CH2-C-CH2CH3 = 5 carbons. That is a pentane parent, longer than any 4-carbon (butane) chain. The remaining methyl on the central carbon becomes a substituent.

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