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.

(A)  SN2 substitution by NaOCOCH3 in methanol:
CH3CH2CH2Br (CH3)2CHBr CH2=CHCH2Br
(B)  SN2 substitution by NaI in acetone:
C6H5Cl C6H5CH2Cl C6H5CHClCH3
(C)  SN2 substitution by NaCN in methanol:
CH3CH2Cl CH3CH2F CH3CH2I
(D)  SN2 substitution by NaSCH3 in methanol:
(CH3)2CHCH2CH2Br CH3CH2CHBrCH2CH3 (CH3)3CCH2Br
 

  		 

 
This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu.