The free radical chlorination of isopentane yields isomeric monochlorinated isopentanes, namely: 1-chloro-2-methybutane; 2-chloro-2-methylbutane; 2-chloro-3-methylbutane; 1-chloro-3-methylbutane. Draw the mechanism and calculate the % yield of each product, assuming that at a specific temperature, the relative reactivities of 3º, 2º, 1° Hydrogen Atoms are in the ratio of 5:3: 1 in free radical chlorination reactions. HH C. CH³\C-C CH3 CH2 H Cl I CH3 HH CIH HCl HH 1 C. CH CH3 C-CH3 CH3 C CH3 CH2 + CH3 CH3 H CH3 H CH H Cl IV III CH3 CI II

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The free radical chlorination of isopentane yields isomeric monochlorinated isopentanes, namely:
1-chloro-2-methybutane; 2-chloro-2-methylbutane; 2-chloro-3-methylbutane; 1-chloro-3-methylbutane.
Draw the mechanism and calculate the % yield of each product, assuming that at a specific temperature,
the relative reactivities of 3º, 2º, 1° Hydrogen Atoms are in the ratio of 5:3: 1 in free radical
chlorination reactions.
HH
C.
CH³\C-C CH3
CH2 H
Cl
I
CH3
HH
CIH
HCl
HH
1
C.
CH
CH3
C-CH3
CH3
C
CH3
CH2
+
CH3
CH3 H
CH3
H
CH H
Cl
IV
III
CH3 CI
II
Transcribed Image Text:The free radical chlorination of isopentane yields isomeric monochlorinated isopentanes, namely: 1-chloro-2-methybutane; 2-chloro-2-methylbutane; 2-chloro-3-methylbutane; 1-chloro-3-methylbutane. Draw the mechanism and calculate the % yield of each product, assuming that at a specific temperature, the relative reactivities of 3º, 2º, 1° Hydrogen Atoms are in the ratio of 5:3: 1 in free radical chlorination reactions. HH C. CH³\C-C CH3 CH2 H Cl I CH3 HH CIH HCl HH 1 C. CH CH3 C-CH3 CH3 C CH3 CH2 + CH3 CH3 H CH3 H CH H Cl IV III CH3 CI II
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