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

Which of the following compounds undergoes the Cannizzaro reaction?

Iodoform test is not given by

The starting material is $2,3-\text{dimethylbut-2-ene}$. It undergoes ozonolysis followed by reduction with $Zn/H_2O$ to form product $A$. Product $A$ then reacts with $CH_3MgBr$ followed by hydrolysis to form product $B$. Identify product $B$.

Acetaldehyde reacts with $C_2H_5MgCl$. The final product is

Compound "x" having molecular formula $C_3H_6O$,is reduced by Red $P/HI$ to give compound "y" $(C_3H_8)$. If "x" reduces Tollen's reagent,what is the possible structure of "x"?

Vedclass Test Series

Exam Paper Generator

Online Exam Module