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organic chemistry: alcohols
oxidation of alcohols / reduction to form alcohols
oxidizing agents
chromium trioxide:
CrO3, H3O+
potassium dichromate:
K2Cr2O7, H3O+
pyridinium chlorochromate:
PCC
1
sources of Hsodium borohydride:
NaBH4, ROH
lithium aluminum hydride
(LAH):
1. LiAlH4
2. H3O+
sources of RGrignard reagent:
1. RMgX
2. H3O+
alkyllithium reagant:
1. RLi
2. H3O+
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organic chemistry: alcohols
reactions involving H- and Rreaction:
mechanism:
The mechanisms for LiAlH4, RLi, and RMgX are similar, except that the final protonation comes from H3O+ that must be added in a
separate step.
stereochemistry: racemic mixture of products (because the H- can attack either face of the trigonal planar carbonyl group)
2
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