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Give The Major Product(s) For The Following Reaction: Your Answer Is The Product From Halogenation Of The Primary Radical. The Product From Halogenation Of The Secondary Radical Is Also Formed.

Give The Major Product(s) For The Following Reaction: Your Answer Is The 
Product From Halogenation Of The Primary Radical. The Product From 
Halogenation Of The Secondary Radical Is Also Formed.

Transcribed Text:
Question: Give the major product(s) for the following reaction: Your answe…
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presented by
GANIC CHEMISTRY JANET L. MAXWELL
sapling leaming
Give the major product(s) for the following reaction:
low cone.
Your answer is the product from halogenation of the primary radical. The product from halogenation of the secondary radical is also formed
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General guidance
Concepts and reason The concept is to draw the major organic products, when diene reacts with low concentrated halogens.
Fundamentals Alkenes and dienes react with low concentrated halogens to form allylic halogen substituted products. This reaction is carried through free radical mechanism. Allylic carbon-hydrogen bonds are weak So, they easily cleave to form radicals.
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Step-by-step
FIRST STEP ALL STEPS ANSWER ONLY
Step 1 of 2 ^
The reaction is
01-
01
► (Low conc.)
ċi
+
ċi
CI
+
HCI
(E)-penta-1,3-diene
1° allylic radical
2° allylic radical
Explanation
Dichlorine undergoes homolytic cleavage to form two chlorine radicals. (E)-penta-1,3-diene reacts with chlorine radical to form primary allylic radical, which undergoes resonance to form secondary allylic radical.
Step 2 of 2 ^
The reaction is
CI
1° allylic radical
(E)-5-chloropenta-1,3-diene
2° allylic radical
3-chloropenta-1,4-diene
Thus, the major organic products are,
CIM
(E)-5-chloropenta-1,3-diene
3-chloropenta-1,4-diene
Explanation
Primary and secondary allylic radicals react with chlorine radical to form 3-chloropenta-1,4-diene and (E)-5-chloropenta-1,3diene.
Answer
Thus, the major organic products are, CI
ay
(E)-5-chloropenta-1,3-diene
3-chloropenta-1,4-diene

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