HBr di-tert-butyl peroxide hv or A

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d.
HBr
di-tert-butyl peroxide
hv or A
ndations of Organic Chemistry (Volume 1
Transcribed Image Text:d. HBr di-tert-butyl peroxide hv or A ndations of Organic Chemistry (Volume 1
Methodology Free Radical Addition of H-Br to an Alkene
Prelude: Generate a radical from a peroxide (see Model 2)
Step 1:
Generating a bromine radical from H-Br and a peroxide radical (see question 10)
Radical propagation step that results in formation of a stable radical intermediate by anti-
Markovnikov addition of bromine to an alkene (see question 11)
Step 2:
Radical propagation step that leads to the formation of a non-radical anti-Markovnikov alkyl
halide product and produces more bromine radical (react radical intermediate of step 2 with
H-Br)
Step 3:
Termination step to eliminate further radical propagation steps (two radicals collide to form a
stable species)
Step 4:
325
Foundations of Organic Chemistry (Volume 1)
Transcribed Image Text:Methodology Free Radical Addition of H-Br to an Alkene Prelude: Generate a radical from a peroxide (see Model 2) Step 1: Generating a bromine radical from H-Br and a peroxide radical (see question 10) Radical propagation step that results in formation of a stable radical intermediate by anti- Markovnikov addition of bromine to an alkene (see question 11) Step 2: Radical propagation step that leads to the formation of a non-radical anti-Markovnikov alkyl halide product and produces more bromine radical (react radical intermediate of step 2 with H-Br) Step 3: Termination step to eliminate further radical propagation steps (two radicals collide to form a stable species) Step 4: 325 Foundations of Organic Chemistry (Volume 1)
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