N,N-dimethylaniline is treated with #NaNO_2"/dil"HCL#.what will be the product/s?
N,N-dimethyl-p-nitrosoaniline will be the product.
This occurs as an electrophilic substitution at the para position of N,N-dimethylaniline.
The electrophile, Nitrosonium ion
Here, the dimethylamino group activates the benzene ring at the ortho and para positions.
But the steric factor of this bulky group disfavors the ortho attack of the electrophile, nitrosonium ion
So, the attack at the para position occurs easily.