An unknown alkyl halide (A) reacts with alcoholic KOH to produce a hydrocarbon ( C 4 H 8) . Ozonolysis of the hydrocarbon affords one mole of propionaldehyde and one mole of formaldehyde. Suggest which organic structure among the following is the correct structure of the above alkyl halide (A)?

Question

An unknown alkyl halide (A) reacts with alcoholic KOH to produce a hydrocarbon ( C 4 H 8) . Ozonolysis of the hydrocarbon affords one mole of propionaldehyde and one mole of formaldehyde. Suggest which organic structure among the following is the correct structure of the above alkyl halide (A)? (A) CH 3( CH 2)3 Br (B) CH 3 CH ( Br ) CH ( Br ) CH 3 (C) CH 3 CH 2 CH ( Br ) CH 3 (D)  operatornameBr( CH 2)4 Br

Tardigrade Admin · Accepted Answer

(A) xrightarrowAlc.KOH C4H8 xrightarrow textozonolysis CH 3 CH 2 CHO + HCHO Alkene arrow CH 3- CH 2- CH = CH 2 (A) arrow CH 3- CH 2- CH 2- CH 2 Br

$C H_{3} (C H_{2})_{3} B r$

$C H_{3} C H (B r) C H (B r) C H_{3}$

$C H_{3} C H_{2} C H (B r) C H_{3}$

$Br (C H_{2})_{4} B r$

$(A) A l c . K O H C_{4} H_{8} ozonolysis$

$C H_{3} C H_{2} C H O + H C H O$

Alkene $\to C H_{3} - C H_{2} - C H = C H_{2}$

(A) $\to C H_{3} - C H_{2} - C H_{2} - C H_{2} B r$

Q. An unknown alkyl halide (A) reacts with alcoholic KOH to produce a hydrocarbon (C4​H8​). Ozonolysis of the hydrocarbon affords one mole of propionaldehyde and one mole of formaldehyde. Suggest which organic structure among the following is the correct structure of the above alkyl halide (A)?

CH3​(CH2​)3​Br

CH3​CH(Br)CH(Br)CH3​

CH3​CH2​CH(Br)CH3​

Br(CH2​)4​Br

(A)Alc.KOH​C4​H8​ozonolysis​ CH3​CH2​CHO+HCHO Alkene →CH3​−CH2​−CH=CH2​ (A) →CH3​−CH2​−CH2​−CH2​Br

$C H_{3} (C H_{2})_{3} B r$

$C H_{3} C H (B r) C H (B r) C H_{3}$

$C H_{3} C H_{2} C H (B r) C H_{3}$

$Br (C H_{2})_{4} B r$

$(A) A l c . K O H C_{4} H_{8} ozonolysis$

$C H_{3} C H_{2} C H O + H C H O$

Alkene $\to C H_{3} - C H_{2} - C H = C H_{2}$

(A) $\to C H_{3} - C H_{2} - C H_{2} - C H_{2} B r$