An alkyl chloride (A) on reaction with magnesium in dry ether followed by treatment with ethanol gave 2-methylbutane. Give the possible structure of A

Question

An alkyl chloride (A) on reaction with magnesium in dry ether followed by treatment with ethanol gave 2-methylbutane. Give the possible structure of A (A) ( CH 3)2 C ( Cl ) CH 2 CH 3 (B) ( CH 3)2 CHCH 2 CH 2 Cl (C) CH 3 CH 2 CH 2 CH 2 CH 2 X (D) Both (a) and (b)

Tardigrade Admin · Accepted Answer

Since, the compound gives 2-methyl butane, it must contain the following carbon skeleton.

C - C ∣ C - C - C

Thus, the structure of chloride may be

(C H_{3})_{2} C (Cl) C H_{2} C H_{3}

or

(C H_{3})_{2} C H C H_{2} C H_{2} Cl

and the reactions are as follows

(C H_{3})_{2} C (Cl) C H_{2} C H_{3} + M g dry ether

(C H_{3})_{2} C ∣ M g Cl - C H_{2} C H_{3} C_{2} H_{5} O H (C H_{3})_{2} C H C H_{2} C H_{3}

(C H_{3})_{2} C H C H_{2} C H_{2} Cl + M g dry ether

(C H_{3})_{2} C H C H_{2} C H_{2} M g Cl C_{2} H_{5} O H (C H_{3})_{2} C H C H_{2} C H_{3}

Q. An alkyl chloride $(A)$ on reaction with magnesium in dry ether followed by treatment with ethanol gave $2$ -methylbutane. Give the possible structure of $A$

$(C H_{3})_{2} C (Cl) C H_{2} C H_{3}$

$(C H_{3})_{2} C H C H_{2} C H_{2} Cl$

$C H_{3} C H_{2} C H_{2} C H_{2} C H_{2} X$

Both (a) and (b)

Q. An alkyl chloride (A) on reaction with magnesium in dry ether followed by treatment with ethanol gave 2-methylbutane. Give the possible structure of A

(CH3​)2​C(Cl)CH2​CH3​

(CH3​)2​CHCH2​CH2​Cl

CH3​CH2​CH2​CH2​CH2​X

Both (a) and (b)

Q. An alkyl chloride $(A)$ on reaction with magnesium in dry ether followed by treatment with ethanol gave $2$ -methylbutane. Give the possible structure of $A$

$(C H_{3})_{2} C (Cl) C H_{2} C H_{3}$

$(C H_{3})_{2} C H C H_{2} C H_{2} Cl$

$C H_{3} C H_{2} C H_{2} C H_{2} C H_{2} X$