In two separate experiments equal quantities of an alkyl halide, C4H9Cl, were treated at the same temperature with equal volume of 0.1 molar and 0.2 molar solutions of NaOH respectively. In the two experiments,t1/2 of the two reactions were the same. The most likely structure of halide is

Question

In two separate experiments equal quantities of an alkyl halide, C4H9Cl, were treated at the same temperature with equal volume of 0.1 molar and 0.2 molar solutions of NaOH respectively. In the two experiments,t1/2 of the two reactions were the same. The most likely structure of halide is (A) CH3CH2CH2CH2Cl (B) CH3CH(Cl)CH2CH3 (C) (CH3)2CHCH2Cl (D) (CH3)3CCl

Tardigrade Admin · Accepted Answer

As it is independent of the concentration of NaOH. So, it undergoes via SN1. So, most likely the halide is tertiary halide.

$C H_{3} C H_{2} C H_{2} C H_{2} Cl$

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

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

$(C H_{3})_{3} CCl$

As it is independent of the concentration of $N a O H$ . So, it undergoes via $S_{N} 1$ . So, most likely the halide is tertiary halide.

Q. In two separate experiments equal quantities of an alkyl halide, C4​H9​Cl, were treated at the same temperature with equal volume of 0.1molar and 0.2molar solutions of NaOH respectively. In the two experiments,t1/2​ of the two reactions were the same. The most likely structure of halide is

CH3​CH2​CH2​CH2​Cl

CH3​CH(Cl)CH2​CH3​

(CH3​)2​CHCH2​Cl

(CH3​)3​CCl

As it is independent of the concentration of NaOH. So, it undergoes via SN​1. So, most likely the halide is tertiary halide.

$C H_{3} C H_{2} C H_{2} C H_{2} Cl$

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

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

$(C H_{3})_{3} CCl$

As it is independent of the concentration of $N a O H$ . So, it undergoes via $S_{N} 1$ . So, most likely the halide is tertiary halide.