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Which name is correct and why- 2-Bromo-5-hydroxybenzonitrile 6-Bromo-3-hydroxybenzonitrile

Which name is correct and why-
 
  1. 2-Bromo-5-hydroxybenzonitrile
  2. 6-Bromo-3-hydroxybenzonitrile

Grade:11

3 Answers

Aarti Gupta
askIITians Faculty 300 Points
6 years ago
Dear student although you haven’t post the organic compound whose IUPAC name you are asking but i think 2-Bromo-5-hydroxybenzonitrile must be its correct name.This is because -CN group must get priority over the -OH and -Br as it is principle functional group and as per IUPAC bromo comes first in naming than hydroxy.
Satviki Pathak
40 Points
6 years ago
yes but why does bromo come first over hydroxy? I mean Br is a substituent and OH is a functional grp right? so shouldnt OH got priority over Br?
Aarti Gupta
askIITians Faculty 300 Points
6 years ago
Dear student functional group is -CN here, so we are naming the compound as nitrile,but both the -OH and -Br behave as the substituent and in naming hydroxy and bromo,bromo wil comes first.So it is named first over the hydroxy.Hope your doubt will get cleared.All the very best.

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