13.15
Recall that a polyatomic group bearing a minimum of two identical atoms can stretch symmetrically or asymmetrically.
So, the two N–H bonds of RNH2 either stretch in phase as symmetric stretching, or out of phase exhibiting asymmetric stretching.
Thus, RNH2 give rise to two distinct IR peaks in the range of 3300-3500 cm−1.
The higher frequency band results from asymmetric stretching, while the lower frequency absorption corresponds to symmetric stretching.
In contrast, as R2NH bear only one N–H bond, their IR spectra are characterized by a single stretching peak at ~3300 cm−1.
Similarly, consider the stretching pattern of the –NO2 group. While the two N–O bonds appear non-equivalent, delocalization generates equivalent bonds. Thus, the –NO2 group shows both symmetric and asymmetric stretching absorption peaks.
Identical bonds within a polyatomic group can stretch symmetrically (in-phase) or asymmetrically (out-of-phase). Similar to hydrogen bonding, these vi…
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