H3C ОН H3C. H3CO OH CH3 OCH3 Ph H., Ph Ph H* Ph 1 meso-hydrobenzoin mp 57-59 °C H3C CH3 OH H3C. CH3 OH H3CO OCH3 Ph H. H* 'Ph Ph H. Ph 2 racemic mp 44-46 °C (±)-hydrobenzoin

Chemistry by OpenStax (2015-05-04)
1st Edition
ISBN:9781938168390
Author:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Publisher:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Chapter11: Solutions And Colloids
Section: Chapter Questions
Problem 51E: A 1.0 m solution of HCI in benzene has a freezing point of 0.4 C. Is HCI an electrolyte in benzene?...
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Synthesis of hydrobenzoin acetonide:

Sketch the proton NMR spectrum you would expect from a racemic mixture of the product. Identify all peaks and label the structure accordingly. HINT: Make sure to show appropriate chemical shift, splitting and integration.

H3C
„CH3
OH
OH
H3C.
CH3
H3CO
OCH3
Ph
Ph
H*
Ph
1
Ph
meso-hydrobenzoin
mp 57-59 °C
H3C
CH3
ОН
OH
H3C.
CH3
H3CO
OCH3
H
Ph
Ph
H.
H*
H
Ph
Ph
2
racemic
(±)-hydrobenzoin
mp 44-46 °C
Transcribed Image Text:H3C „CH3 OH OH H3C. CH3 H3CO OCH3 Ph Ph H* Ph 1 Ph meso-hydrobenzoin mp 57-59 °C H3C CH3 ОН OH H3C. CH3 H3CO OCH3 H Ph Ph H. H* H Ph Ph 2 racemic (±)-hydrobenzoin mp 44-46 °C
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