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Chapter 9: Q9-10 Pb (page 278)

Show the terminal alkyne and alkyl halide from which the following products can be obtained. If two routes look feasible, list both.

b.(CH3)2CHC鈮�CCH2CH3

Short Answer

Expert verified

Answer

b.CH32CHC鈮�CH+CH3CH2Br鈫�CH32CHC鈮�CCH2CH3

Step by step solution

01

Alkylation

Migration of the alkyl group from one molecule to another via carbanion or carbocation formation

02

Alkylation of acetylide ion

Acetylide ion is a strong nucleophile that reacts with the electrophile like alkyl halide that replaces the halide and forms alkyne. Hence new C-C bond is formed, and the old C-Br bond is broken.

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Most popular questions from this chapter

What products would you expect from the following reactions?

c. CH3CH2CH2CH2C鈮�CCH3+HBr

Let be a group and assume that for each positive integer i , Ni is a normal subgroup of G. If every element of can be written uniquely in the form ni1 .ni2 ...nikwith i1 < i2 < ... < ik and nij鈭�Nij , prove that G鈮�鈭�i=1 Ni (see Exercise 34). [Hint: Adapt the proof of Theorem 9.1 by defining f(a1, a2...) to be the product of those ai that are not the identity element.]

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R2C=C=C=CR2

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