An optically inactive amine (A) C4H11N on treatment with HNO2 gives an alcohol (B). The compound (B) on heating with conc. H2SO4 at 453 K gives an alkene (C). The (C) on treatment with HBr gives on optical active compound (D) having molecular formula C4H9Br. Identify (A).

Question

An optically inactive amine (A) C4H11N on treatment with HNO2 gives an alcohol (B). The compound (B) on heating with conc. H2SO4 at 453 K gives an alkene (C). The (C) on treatment with HBr gives on optical active compound (D) having molecular formula C4H9Br. Identify (A). (A) CH3CH2CH(NH2)CH3 (B) CH3CH2CH2CH2NH2 (C) CH3NHCH2CH2CH3 (D) C2H5NHC2H5

Tardigrade Admin · Accepted Answer

underset text(A)CH3CH2CH2CH2NH2 xrightarrowHNO2 underset text(B)CH3CH2CH2CH2OH underset text(B)CH3CH2CH2CH2OH xrightarrow textdehydration underset text(C)CH3CH2CH=CH2 underset text(C)CH3CH2CH=CH2 +HBr xrightarrow textMarkownikoff rule underset text(D)CH3CH2CH(Br)CH3

$C H_{3} C H_{2} C H (N H_{2}) C H_{3}$

$C H_{3} C H_{2} C H_{2} C H_{2} N H_{2}$

$C H_{3} N H C H_{2} C H_{2} C H_{3}$

$C_{2} H_{5} N H C_{2} H_{5}$

$(A) C H_{3} C H_{2} C H_{2} C H_{2} N H_{2} H N O_{2} (B) C H_{3} C H_{2} C H_{2} C H_{2} O H$
$(B) C H_{3} C H_{2} C H_{2} C H_{2} O H dehydration (C) C H_{3} C H_{2} C H = C H_{2}$
$(C) C H_{3} C H_{2} C H = C H_{2} + H B r Markownikoff rule (D) C H_{3} C H_{2} C H (B r) C H_{3}$

Q. An optically inactive amine (A)C4​H11​N on treatment with HNO2​ gives an alcohol (B). The compound (B) on heating with conc. H2​SO4​ at 453K gives an alkene (C). The (C) on treatment with HBr gives on optical active compound (D) having molecular formula C4​H9​Br. Identify (A).

CH3​CH2​CH(NH2​)CH3​

CH3​CH2​CH2​CH2​NH2​

CH3​NHCH2​CH2​CH3​

C2​H5​NHC2​H5​

(A)CH3​CH2​CH2​CH2​NH2​​HNO2​​(B)CH3​CH2​CH2​CH2​OH​ (B)CH3​CH2​CH2​CH2​OH​dehydration​(C)CH3​CH2​CH=CH2​​ (C)CH3​CH2​CH=CH2​+HBr​Markownikoff rule​(D)CH3​CH2​CH(Br)CH3​​

$C H_{3} C H_{2} C H (N H_{2}) C H_{3}$

$C H_{3} C H_{2} C H_{2} C H_{2} N H_{2}$

$C H_{3} N H C H_{2} C H_{2} C H_{3}$

$C_{2} H_{5} N H C_{2} H_{5}$

$(A) C H_{3} C H_{2} C H_{2} C H_{2} N H_{2} H N O_{2} (B) C H_{3} C H_{2} C H_{2} C H_{2} O H$
$(B) C H_{3} C H_{2} C H_{2} C H_{2} O H dehydration (C) C H_{3} C H_{2} C H = C H_{2}$
$(C) C H_{3} C H_{2} C H = C H_{2} + H B r Markownikoff rule (D) C H_{3} C H_{2} C H (B r) C H_{3}$