Question:

The correct IUPAC name of
Compound

Updated On: Apr 10, 2025
  • 4-Ethyl-1-Fluoro-2-nitrobenzene
  • 1-Ethyl-4-Fluoro-3-nitrobenzene
  • 3-Ethyl-6-Fluoronitrobenzene
  • 5-Ethyl-2-Fluoronitrobenzene
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The Correct Option is A

Approach Solution - 1

1. Identify the substituents on the benzene ring
The substituents on the benzene ring are:

- Ethyl ($-C_2H_5$)
- Fluoro ($-F$)
- Nitro ($-NO_2$)

2. Apply IUPAC Nomenclature Rules

- Numbering: The substituents should be numbered to give the lowest possible set of numbers. The priority of numbering is generally based on alphabetical order.

- Alphabetical Order: When naming the compound, the substituents are listed in alphabetical order.

Following these rules, the ethyl group will have a lower number.
Considering the order Fluoro, then Nitro is best.

3. Determine the correct numbering
If we start numbering from the Fluoro group, we have F at 1, $NO_2$ at 2, and ethyl at 4, giving us 1-Fluoro, 2-Nitro, 4-Ethyl.
If we start numbering such that ethyl gets number 1, we have Ethyl at 4, F at 1 and $NO_2$ at 2, giving us 4-Ethyl, 1-Fluoro, 2-Nitro.
According to alphabetical order and priority, it should be numbered such that numbering starts from the Fluoro group.

The molecule follows alphabetical order - Ethyl, Fluoro, Nitro.
We assign the lowest locant to Fluoro i.e., '1'.
The IUPAC name would then be 4-Ethyl-1-Fluoro-2-nitrobenzene.

Final Answer:
(A) 4-Ethyl-1-Fluoro-2-nitrobenzene

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Approach Solution -2

To name this compound, follow the IUPAC nomenclature rules:

  1. Identify the parent structure: The parent structure is a benzene ring, as the compound contains a benzene ring.
  2. Number the positions on the benzene ring: Begin numbering the ring from the position of the highest priority substituent. The highest priority substituent here is the nitro group (NO2), which is assigned position 1.
  3. Number the other substituents: The next priority substituent is the fluorine atom (F), which is placed in position 2. The ethyl group (C2H5) is placed in position 4.
  4. The correct IUPAC name is: 4-Ethyl-1-Fluoro-2-nitrobenzene.

The correct answer is (A) : 4-Ethyl-1-Fluoro-2-nitrobenzene. 

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