General Organic Chemistry Question 41

Question 41 - 2024 (31 Jan Shift 1)

Given below are two statements:

Statement I: IUPAC name of $HO-CH _2-\left(CH _2\right) _3-CH _2-COCH _3$ is 7-hydroxyheptan-2-one.

Statement II: 2-oxoheptan-7-ol is the correct IUPAC name for above compound.

In the light of the above statements. choose the most appropriate answer from the options given below:

(1) Statement I is correct but Statement II is incorrect.

(2) Both Statement I and Statement II are incorrect.

(3) Both Statement I and Statement II are correct.

(4) Statement I is incorrect but Statement II is correct.

Show Answer

Answer (1)

Solution

Formula:

Structure Analysis:

The compound is a six-carbon chain with a hydroxy group (HO) at one end and a ketone group (COCH3​) at the other end. The longest continuous carbon chain, including both functional groups, has seven carbons.

Naming the Compound:

Identify the longest chain: The longest chain has seven carbon atoms, making it a “heptane” derivative. Functional groups: The hydroxy group (−OH) is on the $7^{th}$ carbon. The ketone group $(−COCH_3​)$ is on the second carbon. Here, -OH group act as substituent group (Prefix). So, IUPAC name is 7-hydroxyheptan-2-one.

Statement I: “7-hydroxyheptan-2-one”

This name suggests a hydroxy group on the seventh carbon and a ketone on the second carbon. Therefore, Statement I is correct.

Statement II: “2-oxoheptan-7-ol”

This name suggests a ketone (oxo group) on the second carbon and a hydroxy group on the seventh carbon. But, here keto group act as functional group (suffix). So, statement II is incorrect.



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