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Topic: Synthesizing a compound from benzene. Mechanism  (Read 1506 times)

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Offline humble student

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Synthesizing a compound from benzene. Mechanism
« on: April 29, 2015, 04:33:11 PM »
Hi guys, I hope all is well. My recent assignment in Organic chemistry requires me to synthesize the attached compound. However since the substituents added through sulfonation and Friedel-Crafts acylation, which is what would initially seem to be the correct mode of operation, are both meta directors I'm kind of at a dead end. If you guys have time I was wondering if anyone would be willing to point me in the right direction. Thanks!

Offline pgk

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Re: Synthesizing a compound from benzene. Mechanism
« Reply #1 on: April 29, 2015, 06:15:57 PM »
This is the saccharin molecule that is an artificial sweetener.
Must starting from benzene, absolutely?
Why not starting from sulfonation or chlosulfonation of toluene?
What would be the substitution, in this case? Ortho-, meta, or para-?
What would be the next step after, in order to obtain the saccharin molecule?
If the synthesis must necessarily start from benzene, how toluene can be obtained?
« Last Edit: April 29, 2015, 07:02:43 PM by pgk »

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