Exam 3 Organic Chemistry Reactions- alkene, alkyne, alcohol and oxirane, ethers

Alcohol formation from grignard reagents: mechanisms for producing primary, secondary, tertiatry (2) alcohols and carboxylic acid.

Producing deuterated alkanes with Mg: mechanism

Producing deuterated alkanes with Mg: steps

Reduction of carbonyl compounds to form alcohols w/ LiAlH4 and NaBH4: mechanisms

Reduction of carbonyl compounds to form alcohols w/ LiAlH4 and NaBH4: steps

Ring opening of oxiranes to produce alcohols- Halohydrogenation: mechanism

Ring opening of oxiranes to produce alcohols- Halohydrogenation: steps

Ring opening of oxiranes to produce alcohols- acid-catalyzed: mechanism

Ring opening of oxiranes to produce alcohols- acid-catalyzed: steps

Ring opening of oxiranes to produce alcohols- Sn2: mechanism

Ring opening of oxiranes to produce alcohols- Sn2: steps

Chromate ester from primary alcohol to form carboxylic acid: mechanism

Chromate ester from primary alcohol to form carboxylic acid: steps

Chromate ester from secondary alcohol to form ketone: mechanism

Chromate ester from secondary alcohol to form ketone: steps

Oxidation of alcohols using DMP: steps

Converting primary and secondary alcohols using phosphorous halides: mechanism

Converting primary and secondary alcohols using phosphorous halides: steps

Converting primary alcohol to an alkyl halide using lucas reagent: mechanism

Converting primary alcohol to an alkyl halide using lucas reagent: steps

Oxidation of alcohols to aldehyde- TEMPO catalyst: mechanism

Oxidation of alcohols to aldehyde- TEMPO catalyst: steps

Alcohols are converted to sulfonates using....?

Tosylate (OTs), Mesylate (OMs), Triflate (OTf)

Acetylide ion to form C-C bonds: mechanism

Acetylide ion to form C-C bonds: steps

Acetylide ion to form alcohol: mechanism

Acetylide ion to form alcohol: steps

Dialkylation: steps

Dialkylation: mechanism

Reduction of alkynes- dissolving metals: mechanism

Reduction of alkynes- dissolving metals: steps

Reduction of alkynes- hydrogenation: mechanism

Reduction of alkynes- hydrogenation: steps

Addition of hydrogen halides to alkynes: mechanism

Addition of hydrogen halides to alkynes: steps

Hydration of alkynes: mechanism

Hydration of alkynes: steps

Oxidative cleavage- ozonolysis of alkynes: mechanism

Oxidative cleavage- ozonolysis of alkynes: steps

Hydrohalogenation of alkenes: steps

Hydrohalogenation of alkenes: mechanism

Acid-catalyzed hydration of alkenes: mechanism

Acid-catalyzed hydration of alkenes: steps

Hydroboration-oxidation to form alcohols: mechanism

Hydroboration-oxidation to form alcohols: steps

Bromination and chlorination (F2 & I2) w/ a nucleophilic solvent: mechanism

Bromination and chlorination (F2 & I2) w/ a nucleophilic solvent: steps

Bromination and chlorination (F2 & I2) w/ a halogenated solvent: mechanism

Bromination and chlorination (F2 & I2) w/ a halogenated solvent: steps

Oxymercuration-demercuration to produce alcohols: mechanism

Oxymercuration-demercuration to produce alcohols: steps

Oxaycyclopropane (epoxide/oxirane) formation: mechanism

Oxaycyclopropane (epoxide/oxirane) formation: steps

Hydrogenation: steps

Hydrogenation: mechanism

Addition of HBr w/ peroxide: mechanism

Addition of HBr w/ peroxide: steps

Oxidative cleavage- ozonolysis: mechanism

Oxidative cleavage- ozonolysis: steps

What reactions are anti-markovnikov?

-Hydroboration-oxidation to form alcohols

-Addition of HBr w/ Peroxide

-Ring opening of oxiranes to produce alcohols- Sn2

What reactions form syn/cis-enantiomers?

-Hydroboration-oxidation to form alcohols

-Dihydroxylation

-Hydrogenation of alkenes

-Hydrogenation of alkynes

Which reactions allow for rearrangement?

-Hydrohalogenation

-Acid-catalyzed hydration