Chapter 8 Reactions

Question 1

Free Radical Halogenation

Reactants (including conditions/catalysts), Products, Intermediates, Regioselectivity, Stereoselectivity

Answer 1

Reactants: Alkane, X2
Catalysts/Conditions: light/heat

Products: Haloalkane
Intermediate: Initiation, Propagation, Termination
Regioselectivity: Br selective (more sub C), Cl not
Stereoselectivity: not stereospecific

Question 2

Initiation

Answer 2

Heterolytic bond cleavage. No radicals in reactant, radical in products

Question 3

Propagation

Answer 3

Radical in reactant and products

Question 4

Termination

Answer 4

Radical in reactants, no radical in products

Question 5

Free Radical Addition of HBr to Alkene

Reactants (including conditions/catalysts), Products, Intermediates, Regioselectivity, Stereoselectivity

Answer 5

Reactants: Alkene, HBr, ROOR (or H2O2)
Catalysts/Conditions: light/heat

Products: Haloalkane
Intermediate: Initiation, Propagation, Termination
Regioselectivity: Anti-Markovnikov (less sub C)
Stereoselectivity: not stereoselective

Question 6

Allylic Bromination
(Reactants (including conditions/catalysts), Products, Intermediates, Regioselectivity, Stereoselectivity)

Answer 6

Reactants: Alkene (allylic carbon), NBS
Catalysts/Conditions: light/heat

Products: Bromoalkene
Intermediate: Initiation, propagation, termination
Regioselectivity: Want alkene in most stable position, not radical
Stereoselectivity: not stereospecific