CH3-Ch=Ch-C_=Ch ----Hbr--->a The product a is (1)CH3 -Ch -Br -ch2- c_=ch (2)CH3 CH CH BR ch2

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C H_{3} C H_{2} O C H_{2} C H_{3} + C H_{3} C O C l A n h y d r o u s - ----- \to A I C l_{3}

C H_{3} - C H = C H - C H_{2} O H P C C - -- \to Product

(A) C H_{3} - C H_{2} - C | B r H - + C H - C H_{3}

(B) C H_{3} - C H_{2} - C | I H - + C H - C H_{3}

C H_{3} - C H_{2} - C H = C H - C H_{2} - C H_{3} + H B r \to

S_{N} 2

K I

C H_{3} - C H_{2} - C H_{2} - C H_{2} - C l a n d C H_{3} - C H ∣ C H_{3} - C H_{2} - C l

(I) (I I)

C H_{3} - C H_{2} - C H_{2} - C l a n d C H_{3} - C H_{2} - C H_{2} - B r

(I) (I I)

C H_{3} - C H ∣ C H_{3} - C H_{2} - C H_{2} - C l a n d C H_{3} - C H_{3} ∣ C ∣ C H_{3} - C H_{2} C l

(I) (I I)

C H_{3} - C H_{2} - C H_{2} - B r ∣ C H - C H_{3} a n d C H_{3} - C H_{3} ∣ C H - C H_{2} - B r ∣ C H - C H_{3}

(I) (I I)

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