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Question

Which one of the following is 1-bromo-3-methylbutane?


A

(CH3)2CHCH2CH2Br

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B

(CH3)2C(Br)CH2CH3

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C

(CH3)2CHCH(Br)CH3

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D

CH3(CH2)5Br

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Solution

The correct option is A

(CH3)2CHCH2CH2Br


Explanation for the correct option

(A) (CH3)2CHCH2CH2Br

IUPAC System of Nomenclature

  • Find the carbon chain that is the longest.
  • All of the substituents must be identified.
  • From the end of the parent chain, count the carbons until the substituents have the lowest number.
  • A prefix indicates how many times a substituent group appears (di, tri, tetra, etc.).
  • A suffix or other element(s) indicates the presence of functional groups in the compound.
  • If there are two or more substituents, they are listed alphabetically by base name.

1-bromo-3-methylbutane

  • Carbon has the longest continuous chain of carbon atoms in the molecule, with four.
  • As a result, butane should be included in the name.
  • One methyl group is connected to the compound's third position.
  • So because carbon includes one bromine, the name should begin with 1-bromo.
  • Hence, the IUPAC name of (CH3)2CHCH2CH2Br is 1-bromo-3-methylbutane.

Explanation for incorrect options

(B) (CH3)2C(Br)CH2CH3

  • The IUPAC name of (CH3)2C(Br)CH2CH3 is 2-bromo-2-methylbutane.

(C) (CH3)2CHCH(Br)CH3

  • The IUPAC name of (CH3)2CHCH(Br)CH3 is 2-bromo-3-methylbutane.

(D) CH3(CH2)5Br

  • The IUPAC name of CH3(CH2)5Br is 1-bromohexane.

Therefore, the correct option is (A) (CH3)2CHCH2CH2Br.


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