2. In a halogenation reaction, a radical intermediate is formed at a saturated carbon. Draw all possible radical intermediates for the reaction shown. Br2 hv a) Label all saturated carbons in the starting material as 1°, 2° or 3° as appropriate. Rank these intermediates by stability. b) Since bromination occurs exclusively through the most stable intermediate, draw the monobrominated product for this reaction. c) Draw the monochlorinated products obtained if a chlorination was performed instead of a bromination.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter15: Radical Reactions
Section: Chapter Questions
Problem 12E
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2. In a halogenation reaction, a radical intermediate is formed at a saturated carbon. Draw
all possible radical intermediates for the reaction shown.
Br2
hv
a) Label all saturated carbons in the starting material as 1°, 2° or 3º as appropriate.
Rank these intermediates by stability.
b) Since bromination occurs exclusively through the most stable intermediate, draw the
monobrominated product for this reaction.
c) Draw the monochlorinated products obtained if a chlorination was performed instead
of a bromination.
Transcribed Image Text:2. In a halogenation reaction, a radical intermediate is formed at a saturated carbon. Draw all possible radical intermediates for the reaction shown. Br2 hv a) Label all saturated carbons in the starting material as 1°, 2° or 3º as appropriate. Rank these intermediates by stability. b) Since bromination occurs exclusively through the most stable intermediate, draw the monobrominated product for this reaction. c) Draw the monochlorinated products obtained if a chlorination was performed instead of a bromination.
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