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17 Cards in this Set

  • Front
  • Back
  • 3rd side (hint)

What reagent involves a SN2 attack of an alkoxide ion (alcohol) and an alkyl halide?

Williamson Ether Synthesis



1.NaH (or NaNH2)/THF


2.Alkyl halide (or Tosylate)

What reagent changes an alkene to an ether?

Alkoxymercuration-Demercuration



1. (CF3CO2)2Hg/ whichever 1° alcohol you need


2.NaBH4 (demercuration, removes HgOC(O)F3)



Markovnikov's Rule

Alkoxymercuration-Demercuration

An ether undergoes SN1 acidic cleavage when it has what property?

A with a benzylic, allylic, or 3° carbon. The halide ends up on the more hindered side.

An epoxide becomes trans 1,2 alcohol ether due to what reagents?

ONa/an alcohol (solvent)



1. MgBr/ether


2. H2O/H3O+ (your call)



1.LiAlH4/THF


2. H2O



Bases, as they generate H- or have a loose Oxygen somewhere. Always SN2.

A thiol (SH-R) becomes a sulfide via what reagents?

1.NaNH2


2. An alkyl halide

A 1° alcohol becomes an aldehyde via what reagent?

PCC / CH2Cl2

A terminal alkene that goes through oxidative cleavage forms what two products?

Acetaldehyde (CCHO) and formaldehyde (O=CH2)

A terminal alkyne becomes an aldehyde via what process?

Hydroboration/oxidation



1.BH3/THF


2. H2O2/KOH

2° alcohols become ketones via what reagents?

CrO3/H+



PCC/CH2Cl2



KMnO4/H+



Na2Cr2O7/H+ (sodium dichromate)



Oxidizing reagents, essentially.

Ozonolysis of an alkene forms what?

Two ketones.

A terminal alkyne becomes a ketone via what reagent?

HgSO4


H2O/H2SO4



Hydration

A benzene gets a ketone added on to it by what reagent?

An acid chloride (CCO-Cl)


AlCl3

An acid chloride (CCO-Cl) become a ketone using what?

A gilman reagent [ ( /\)2 CuLi/ether ]

Aldehydes become carboxylic acids via what reagents?

CrO3/H+



PCC/CH2Cl2



KMnO4/H+



Na2Cr2O7/H+ (sodium dichromate)



Oxidizing reagents, essentially.

Ketones become carboxylic acids via what reagents?

Trick question, they don't. There's no hydrogen to interact with.

Both aldehydes and ketones can become a 1,1 diol (geminal diol) via what reagents?

H3O+/H2O



-or-



NaOH/H2O



Acid or base catalyzed, doesn't matter.

Are you amazing?

Man, hell yeah.