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CHEM 238 Reactions! Questions with 100% Correct Answers

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CHEM 238 Reactions! Questions with 100% Correct Answers

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CHEM 238 Reactions! Questions with 100%
Correct Answers
NaH (Na+/H-)

Alcohol into an alkoxide (O-)

H2SO4 or H3PO4

Alcohol Dehydration

Sn1 Alkylhalide

Tertiary or Secondary Alcohol and HX

Sn2 Alkylhalide

Primary Alcohol and HX

TsCl + Pyridine + X- + DMSO

Sulfonate Esters into Alkyl Halides

SOCl2 + Pyridine

Chlorination of Alcohols

Ph3PBR2 + DMF

Bromination of Alcohols

Na2Cr2O7 + H2SO4

Secondary Alcohol = Ketone

Primary Alcohol = Carboxylic Acid

PCC + CH2Cl2

, Primary Alcohol = Aldehyde

1) BH3, THF

2) H2O2, NaOH

Alcohol added to less substituted carbon

Hydroboration Oxidation of Alkenes

1) Hg(OAc)2, H2O

2) NaBH4

alcohol added to more substituted carbon

Oxymercuration Reduction of Alkenes

NAD+, Alcohol Dehydrogenase/H2O

Oxidation of Ethanol, forms acetaldehyde and NADH

HNO3 or KMnO4

Oxidation of Thiols; forms sulfonic acid functional group (SO3H)

ROH, TsCL, Pyridine, CH2Cl2

Sulfonate Ester Formation (R-OTs)

ROH + NaH + Alkyl Halide

Williamson Ether Synthesis

Alkene + ROH + Hg(OAc)2 + NaBH4

Alkoxymercuration Reduction; forms an ether

Primary alcohol (1' alc)+ H2SO4 + Heat

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