Page 266 - Principles of Catalyst Development

CLASSIFICATION OF REACTIONS 257
3'.6. Halogenation. The gain of halogen or halide.
3.6.1. Halogen addition (X-X rupture with no hydrogen halide
formation)
Alkene:
CH 2 : CH 2 + Cl 2 = CICH 2CH 2CI

Alkyne:
C 2 H 2 + Cl 2 = CICH: CHCI

C 2H 2 + 2Cl 2 = CHCl 2CHCl 2
3.6.2. Hydrogen halide addition (H-X rupture)
Alkene:

CH 2 : CH 2 + HCI = CH 3CH 2CI
Alkyne:
C 2 H 2 + HCI = CH 2 : CHCI

Alkyl halide:
CH 2 :CHCI + HCI = CH 3CHCl 2
3.6.3. By halogen (X-X rupture with formation of hydrogen halide)
Alkane:
CH 4 + Cl l = CHCI + HCI
CH 4 + 2Cl 2 = CH 2C1 2 + 2HCI

CH 4 + 4Cl 2 = CCl 4 + 4HCI
Alkene:

Aromatic:
C6H6 + Cl l = C 6 HsCI + HCI
C6H6 + 6Cl 2 = C&CI 6 + 6HCI

3.6.4. By halogen halide (H-X rupture)
Aliphatic:

C 2HsOH + HCI = C 2 HsCI + H 20
Aromatic: