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Topic: why is phenylalanine ring deactivated?  (Read 1825 times)

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Offline danyrs

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why is phenylalanine ring deactivated?
« on: September 24, 2016, 02:01:07 PM »
in the xanthoproteic test, my book says it only reacts with 2 of the 3 aromatic aminoacids, my question is why?, why is deactivated the ring?, bc i understand that an alkyl group (the closest CH2 the ring has) is an activating group. Thanks.

Offline AWK

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Re: why is phenylalanine ring deactivated?
« Reply #1 on: September 25, 2016, 12:58:00 AM »
This is a problem of reactivity. Phenyl ring in Phe is not deactivated, it is insufficiently activated.
Phenol is nitrated by pure HNO3 (sometimes even diluted), where us benzene or toluene - by a nitrating mixture (conc. HNO3 + conc. H2SO4)
AWK

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