[Ben] Exam 2 Alcohols Review

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61 Terms

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NABH4

weak reducing agent

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LAH

strong reducing agent

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LAH and NABH4 are associated with

reduction runs

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<p>X=</p>

X=

-Cl, -OH, -OR

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LAH

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<p>If -X = -OH, the second product is&nbsp;</p>

If -X = -OH, the second product is 

H2O

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<p>If -X = -OR, the second product is&nbsp;</p>

If -X = -OR, the second product is 

ROH

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To add an R group, react with

R-Li or R-MgCl

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<p>X=</p>

X=

-Cl or -OR

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H2SO4, E1

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HBr, SN1

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HI, SN2

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no rxn

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<p>oxidation rxn</p>

oxidation rxn

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<p>oxidation</p>

oxidation

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<p>oxidation</p>

oxidation

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weak oxidation rxn reagents 

PCC, swern, DMP

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strong oxidation reagents

CrO3, H2SO4, K2Cr2O7, NaOCl

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TsCl

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Lucas Reagant

ZnCl2/HCl

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Rate of rxns

3rd degree > 2nd » 1st

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no rxn

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PX3 where X = Cl, Br, I [SN2]

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SOCl2

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ester formation

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h+

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ester formation mech

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protecting groups

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R-OH

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TBAF provides the

F: -

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F: - provided by

TBAF

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R-OH

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R-OTMS

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TMSCl

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F: -

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TMSF

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R-O: -

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W.V.

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R-OH