The treatment of Ph_2C(OH)CH_2NH_2 with NaNO_ | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(B) The reaction of $Ph_2C(OH)CH_2NH_2$ with $NaNO_2 - HCl$ involves the diazotization of the primary amine to form an unstable diazonium salt. This i

Vedclass · Accepted Answer

$Ph-C(=O)-CH_2-Ph$

Vedclass · Answer

(B) The reaction of $Ph_2C(OH)CH_2NH_2$ with $NaNO_2 - HCl$ involves the diazotization of the primary amine to form an unstable diazonium salt. This is followed by a $1,2-Ph$ shift (Tiffeneau-Demjanov rearrangement type) to form a carbocation,which then loses a proton to form the ketone $Ph-C(=O)-CH_2-Ph$. This product $(P)$ is $1,2-diphenylethanone$ (deoxybenzoin). Upon oxidation,$Ph-C(=O)-CH_2-Ph$ undergoes cleavage to yield benzoic acid as the primary product.

The treatment of $Ph_2C(OH)CH_2NH_2$ with $NaNO_2 - HCl$ gives a product $(P)$ which on oxidation gives benzoic acid only. Identify the product $(P)$.

Similar Questions

Statement-$I$ :- Acetaldehyde and acetone can be distinguished by Tollen's reagent.
Statement-$II$ :- Aromatic aldehyde does not give Fehling test.

If formaldehyde and potassium hydroxide are heated,then we get

The reaction of $1-(\text{aminomethyl})cyclohexan-1-ol$ with $NaNO_2/HCl$ gives $A$. Identify $A$.

Among the following,the order of reactivity towards nucleophilic addition is:

The given reaction is: $R_2C=O + HCN \rightarrow R_2C(OH)CN$

Vedclass Test Series

Exam Paper Generator

Online Exam Module