JEE Main 2020 (3 Sep, Shift 2) Chemistry Q41: Amines

Question

Three isomers A, B and C (mol. formula $\mathrm{C_8H_{11}N}$) give the following results :
A and C $\xrightarrow{	ext{Diazotization}}$ P + Q $\xrightarrow[	ext{(ii) oxidation }(\mathrm{KMnO_4+H^+})]{	ext{(i) Hydrolysis}}$ R (product of A) + S (product of C)
R has lower boiling point than S
B $\xrightarrow{\mathrm{C_6H_5SO_2Cl}}$ alkali-insoluble product
A, B and C, respectively are :

Accepted Answer

Option 4: [figure: three benzene-ring structures separated by commas: (1) ring with $\mathrm{NH_2}$ at upper right and $\mathrm{CH_2CH_3}$ at lower right; (2) ring with $\mathrm{CH_2NHCH_3}$ at upper right; (3) ring with $\mathrm{CH_2CH_3}$ at upper right and $\mathrm{H_2N}$ at lower left]

Answer

[figure: three benzene-ring structures separated by commas: (1) ring with $\mathrm{CH_2CH_3}$ at upper right and $\mathrm{NH_2}$ at bottom; (2) ring with $\mathrm{CH_2NHCH_3}$ at upper right; (3) ring with $\mathrm{NH_2}$ at upper right and $\mathrm{CH_2CH_3}$ at lower right]

Answer

[figure: three benzene-ring structures separated by commas: (1) ring with $\mathrm{CH_2CH_3}$ at upper right and $\mathrm{H_2N}$ at lower left; (2) ring with $\mathrm{NHCH_2CH_3}$ at upper right; (3) ring with $\mathrm{NH_2}$ at upper right and $\mathrm{CH_2CH_3}$ at lower right]

Answer

[figure: three benzene-ring structures separated by commas: (1) ring with $\mathrm{NH_2}$ at upper right and $\mathrm{CH_2CH_3}$ at lower right; (2) ring with $\mathrm{CH_2NH_2}$ at upper right and $\mathrm{CH_3}$ at bottom; (3) ring with $\mathrm{NH_2}$ at upper right and $\mathrm{CH_2CH_3}$ at bottom]

Answer

[figure: three benzene-ring structures separated by commas: (1) ring with $\mathrm{NH_2}$ at upper right and $\mathrm{CH_2CH_3}$ at lower right; (2) ring with $\mathrm{CH_2NHCH_3}$ at upper right; (3) ring with $\mathrm{CH_2CH_3}$ at upper right and $\mathrm{H_2N}$ at lower left]

JEE Main 3 September 2020, Shift 2, Chemistry Q41

Same idea in other shifts