Starting from (R)-3-methylhex-1-yne as the substrate at the center of your page, draw a reaction map showing the regiochemical and stereochemical outcome or outcomes for each of the following series of reagents. (Draw the products.) Name each of your products (skip A, B, and H), including stereochemical designations for any chirality centers that are generated. A. HgSO4, H2SO4, H2O B. 1. 9-BBN; 2. H202, NaOH C. Br2, CC14 D. HBr E. F. HBr, ROOR G. xs HBr, ROOR H. 1. 03; 2. H2O I. H2, Lindlar's catalyst xs HBr

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
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Problem 46AP: A hydrocarbon of unknown structure has the formula C8H10. On catalytic hydrogenation over the...
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10:24
Starting from (R)-3-methylhex-1-yne as the substrate at the center of
your page, draw a reaction map showing the regiochemical and
stereochemical outcome or outcomes for each of the following
series of reagents. (Draw the products.)
Name each of your products (skip A, B, and H), including
stereochemical designations for any chirality centers that are
generated.
A. HgSO4, H2SO4, H2O
B. 1. 9-BBN; 2. H2O2, NaOH
C. Br2, CC14
D. HBr
E. xs HBr
F.HBr, ROOR
G. xs HBr, ROOR
H. 1. 03; 2. H2O
I. H2, Lindlar's catalyst
X
Transcribed Image Text:10:24 Starting from (R)-3-methylhex-1-yne as the substrate at the center of your page, draw a reaction map showing the regiochemical and stereochemical outcome or outcomes for each of the following series of reagents. (Draw the products.) Name each of your products (skip A, B, and H), including stereochemical designations for any chirality centers that are generated. A. HgSO4, H2SO4, H2O B. 1. 9-BBN; 2. H2O2, NaOH C. Br2, CC14 D. HBr E. xs HBr F.HBr, ROOR G. xs HBr, ROOR H. 1. 03; 2. H2O I. H2, Lindlar's catalyst X
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