Which of the following subtances will hydrogen bond with molecules of their own kind?
CH2Cl2
H2NCH2COOH
H2SO4
H3COCH3
The formation of hydrogen bond occurs when H bonded with N, O and F.
Now look at the given options
In CH2Cl2,
There are no N, O and F, so no possibility of hydrogen bond.
In H3COCH3,
C and O makes the bond, no hydrogen bond occurs.
In H2SO4,
It has free OH bond at the both ends due to which it will make hydrogen bond with molecules of their own kind.
O-H
|
O=S=O
|
O-H
In H2NCH2COOH,
N is bonded with H and free OH group is also present due to which it will make hydrogen bond with molecules of their own kind.
H O-H
| |
H-N-C-C=O
| |
H H
The molecule which will undergo hydrogen bonding of its own is
H2NCH2COOH.

Hydrogen of carboxylic acid undergo hydrogen bonding with Nitrogen of amine
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