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Q9.2(d):

Write IUPAC names of the following compounds :

(d) 

Solution :

Structural Analysis of the Compound

The provided chemical structure represents an unsaturated hydrocarbon chain containing a triple bond (alkyne). The structure is: $CH_3-C \equiv C-CH(CH_3)_2$.

Step 1: Identifying the Longest Carbon Chain (Parent Chain)

To determine the IUPAC name, we must select the longest continuous carbon chain containing the principal functional group (the triple bond).

  • Counting the atoms: $C_1(H_3) - C_2(\equiv) - C_3 - C_4(H) - C_5(H_3)$ with a $CH_3$ substituent at $C_4$.
  • Alternatively: $C_1(H_3) - C_2(\equiv) - C_3 - C_4(H) < CH_3$
[Per IUPAC Rule P-44.4.1, the parent chain must contain the principal functional group, which is the $C \equiv C$ bond.]
The longest chain containing the triple bond consists of 5 carbon atoms, making the parent alkane pentane, and thus the alkyne pentyne.

Step 2: Numbering the Chain

Numbering must be done such that the carbon atoms of the triple bond receive the lowest possible locants.

  • Left-to-right numbering: $C_1=1, C_2=2, C_3=3, C_4=4, C_5=5$. Triple bond starts at $C_2$.
  • Right-to-left numbering: Triple bond starts at $C_3$.
[Per IUPAC Rule P-14.4, we choose the numbering that provides the lowest locant for the principal functional group.]
Therefore, the triple bond is assigned to position 2.

Step 3: Identifying Substituents

With the chain numbered from left to right, the methyl group ($-CH_3$) is located at carbon atom $C_4$.

CH3 C C CH CH3 CH3 ≡

Step 4: Assembling the IUPAC Name

The name is constructed as follows: [Substituent position]-[Substituent name][Parent chain name]-[Triple bond position].

Substituent 4-methyl
Parent chain (5 carbons) pent-
Triple bond locant 2-yne

Combining these, we get: $4\text{-methylpent-2-yne}$.

Final Solution: 4-methylpent-2-yne


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