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Mostafa Fathy

Doubts about IUPAC nomenclature of 4-ethyl-1-fluoro-2-nitrobenzene

Ben Jones  Follow

The current version of Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book) reads as follows:

P-14.4 NUMBERING

When several structural features appear in cyclic and acyclic compounds, low locants are assigned to them in the following decreasing order of seniority:

(…)

(f) detachable alphabetized prefixes, all considered together in a series of increasing numerical order;

(g) lowest locants for the substituent cited first as a prefix in the name;

(…)

Note that Rule f takes precedence over Rule g.

Furthermore,

P-14.3.5 Lowest set of locants

The lowest set of locants is defined as the set that, when compared term by term withother locant sets, each cited in order of increasing value, has the lowest term at the firstpoint of difference; (…)

Therefore, the example is named as 4-ethyl-1-fluoro-2-nitrobenzene rather than 1-ethyl-4-fluoro-3-nitrobenzene since the locant set ‘1,2,4’ is lower than ‘1,3,4’.

4-ethyl-1-fluoro-2-nitrobenzene

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Halle Bloggs  Follow
benzene.More
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Jeff Armstrong  Follow
@user126190 The prefixes (‘ethyl’, ‘fluoro’, and ‘nitro’) are ‘More
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Elites Centre  Follow
But this website More
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Fanny Crumble  Follow
alkaneMore
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Frank Hollis  Follow
I see that the locant set of 1,2,4 is lower than 1,3,4 but the precedence of ethyl is greater than fluorine .. so shouldnt ethyl get the lowest number ?More
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