2,4,6-trinitro-N,N-dimethylaniline (A) is about 40,000 more basic than 2,4,6-trinitroaniline (B): show that this result is consistent with the existence of intramolecular hydrogen bonding and with the possibility of conjugation between the NH2 group and the aromatic ring in compound B; Specify what kind of effect may be at the origin of the prevention of this conjugation in compound A. NO2 NH2 NO2 O2N NO2 NO2

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2,4,6-trinitro-N,N-dimethylaniline (A) is about 40,000 more basic than 2,4,6-trinitroaniline (B): show that this
result is consistent with the existence of intramolecular hydrogen bonding and with the possibility of
conjugation between the NH2 group and the aromatic ring in compound B; Specify what kind of effect may
be at the origin of the prevention of this conjugation in compound A.
NO2
NH2
NO2 |
'N'
O2N
'NO2
O2N
NO2
Transcribed Image Text:2,4,6-trinitro-N,N-dimethylaniline (A) is about 40,000 more basic than 2,4,6-trinitroaniline (B): show that this result is consistent with the existence of intramolecular hydrogen bonding and with the possibility of conjugation between the NH2 group and the aromatic ring in compound B; Specify what kind of effect may be at the origin of the prevention of this conjugation in compound A. NO2 NH2 NO2 | 'N' O2N 'NO2 O2N NO2
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