Question #861f9

2 Answers
Feb 6, 2016




When naming an aromatic compound that has more than one substituent, you need to assign relative positions around the ring for these substituents.

Also, it is crucial to remember that substituents are always listed in alphabetical order in the name of the compound. In your case, arranging these four substitutes in alphabetical order would get you

#color(blue)("b")"romo" -> color(blue)("c")"hloro" -> color(blue)("f")"luoro" -> color(blue)("i")"odo"#

Now, the lowest number is given to the first substituent. In your case, bromo would get #color(red)(1)#, since it's the first substituent in alphabetical order.

The second substituent in alphabetical order, chloro, would get #color(red)(2)#, since it's one position away from the bromo substituent.

At this point, you can start to number the positions in an anticlockwise direction.

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The third substituent, fluoro, would get #color(red)(4)#, since it's three positions away from the bromo group.

Finally, Iodo would get #color(red)(6)#, since it's five positions away from the bromo group.

Remember, we all labeling these groups in anticlockwise direction.

Finally, the name of the compound will be formed using these positions and the substituents listed in alphabetical order.


Jun 18, 2017


The IUPAC name is Option 2: 2-bromo-1-chloro-5-fluoro-3-iodobenzene.


None of the substituents takes priority over the others, so the only problem is in numbering the ring.

Where do we start?

The rule is to choose the lowest possible numbers as we go around the ring.

That gives us the sequence 1, 2, 3, 5.


However, there are two possible sequences. Do we go clockwise or counterclockwise?

The choice is 1-iodo or 1-chloro.

Here, the alphabetical sequence takes precedence, and we choose 1-chloro.

However, the substituents are listed in alphabetical order in the name.

Hence, the IUPAC name is 2-bromo-1-chloro-5-fluoro-3-iodobenzene.