Relative Reactivity of Halide Substitutions — Virtual Textbook

Relative Reactivity of Organic Halides

In each of the following sections three organic halogen compounds are listed. In the box under each formula enter a number ( 1 to 3 ) indicating the order of reactivity in the designated reaction (1 is most reactive & 3 is least). Note that C₆H₅- represents a phenyl group.

CH₃CH₂CH₂Br	(CH₃)₂CHBr	CH₂=CHCH₂Br
(A) S_N2 substitution by NaOCOCH₃ in methanol:


(B) S_N2 substitution by NaI in acetone:
C₆H₅Cl	C₆H₅CH₂Cl	C₆H₅CHClCH₃


(C) S_N2 substitution by NaCN in methanol:
CH₃CH₂Cl	CH₃CH₂F	CH₃CH₂I


(D) S_N2 substitution by NaSCH₃ in methanol:
(CH₃)₂CHCH₂CH₂Br	CH₃CH₂CHBrCH₂CH₃	(CH₃)₃CCH₂Br

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