1
$\begingroup$

Can someone please explain why the carbon in 8-hydroxyquinoline is numbered 8, while in 1,10-phenanthroline the nitrogens are numbered 1 and 10? I'm counting carbon atoms and just cannot see why the hydroxy is in position 8 and nitrogen atoms are in positions 1 and 10.

$\endgroup$

1 Answer 1

1
$\begingroup$

Quaternary carbon atoms i.e. Those with no hydrogen atoms attached and in these examples, the ones that are common to both or all rings, are not counted. Try it with 1,8-dihydroxynaphthalene. Both OH groups should be pointing in the same direction.

In your examples, as you probably know, the heteroatom is numbered first.

$\endgroup$
2
  • $\begingroup$ Just to check if I got it: if the rings were aliphatic, all carbon atoms would have been counted. Correct? $\endgroup$
    – waterlemon
    Aug 5, 2015 at 10:35
  • $\begingroup$ Not sure if I should set up a new question for this, but why is 1,8-dihydroxynaphthalene numbered 1 and 8 and not 1 and 2? $\endgroup$
    – waterlemon
    Aug 5, 2015 at 10:36

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service and acknowledge you have read our privacy policy.

Not the answer you're looking for? Browse other questions tagged or ask your own question.