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Topic: What is the IUPAC name for the compound shown?  (Read 9074 times)

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Offline NewtoAtoms

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What is the IUPAC name for the compound shown?
« on: March 18, 2009, 11:27:55 PM »
Hello Organic Chemists,

I am doing the end of chapter questions and I have come across this IUPAC naming question.
I have inserted my thoughts below, and I am begging someone to help.
After 62 questions, this one needs some assistance.
THANK YOU

a. 1,1-(4-Chlorophenylbromo)propane carboxylic acid - NO
b. 1-Bromo-1-(p-chlorophenyl)propanoic acid              NO
c. 1-p-Chlorophenyl-1-bromoethanecarboxylic acid      NO
d. 3-Bromo-3-(p-chlorophenyl)propanoic acid              YES numbering carboxylic acids take precedence over all.
e. 3-Bromo-p-chloro-phenylpropanoic acid                  YES could be this one too right? However the p-chloro-phenyl is not numbered as on the 3 carbon
 
How can I make a choice between d and e??
Thank you



Offline macman104

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Re: What is the IUPAC name for the compound shown?
« Reply #1 on: March 18, 2009, 11:58:05 PM »
D.  Can you see how naming it 3-bromo-p-chloro... implies that the bromine is on the 3 position of the ring.  So you will have the bromine ortho to the chlorine (or meta to the side chain, however you look at it).

Offline NewtoAtoms

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Re: What is the IUPAC name for the compound shown?
« Reply #2 on: March 19, 2009, 12:09:32 AM »
Yes macman that is also what I was thinking, however just wanted to double check.
Sometimes IUPAC naming can be very tricky and send me off on a loop.

Thank you for your time!!

Newtoatoms


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