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24 Cards in this Set

  • Front
  • Back

H2CrO4

Oxidizing agent, for secondary alcohols

PCC

Oxidizing agent for primary OH. Stops the oxidation at aldehyde

KMnO4

Oxidizing agent, oxidizes alkenes and alkynes also

When O-H bond breaks

O is nucleophile

When C-O bond breaks

Carbon acts like electrophile

OTs behaves like

A halogen

OTs is used to

Make OH into a good leaving group

TsCl can be used to

Change OH to OTs

LiAH4 can be used to

Make OTs a leaving group and replace it with an H, aka reducing

With primary alcohols, the 2nd step reaction is

SN2

With secondary and tertiary alcohols, the second step is

SN1

SN2 mechs do not work when

Alcohol is tertiary

PBr3

Turns OH into Br, opposite stereochem

SOCl2

Changes OH to Cl, stereochemistry does NOT change

PBr3 can not be used on

A tertiary OH

PCl3 can not be used on a

Tertiary OH

HCl and HBr can only be used on a

Tertiary OH

Unimolecular product of H2SO4

Alkene

Bimolecular product of H2SO4

Uses two alcohols, makes an ether

Bimolecular dehydration takes place only on

Primary alcohols

What is the alkoxide ion

RO:-

NaNH2

A strong base to create the alkoxide ion with h2

Na°

Can create alkoxide ion with H2

When using an alkoxide and a alkylhalide, you get

An ether