Professional Documents
Culture Documents
• n-butyl chloride
• sec-butyl chloride
• tert-butyl chloride
• chlorobenzene
b. Most sn1 reactive:
• tert butyl chloride
c. Most sn2 reactive:
• n-butyl chloride
d.Unreactive:
• chlorobenzene
2. Which among the organic halides are not reactive
toward SN1 and SN2?
Chlorobenzene is not reactive towards Sn1 and
Sn2 because it is an aromatic compound and it forms a
double bond between carbon and chlorine due to
resonance in the benzene ring. There is no way that you
can form a carbanion (an organic anion in which the
negative charge is located on a carbon atom) on an
aromatic ring, and this is essential to the Sn1 and Sn2
mechanisms. Also, the bond is strong, therefore,
ionization to a carbocation is a high-energy process and
aryl cations are highly unstable.