Organic Chemistry Ii Final

Front 1

Hydroboration of a terminal alkyne gives....

Back 1

Hydroboration of a terminal alkyne gives an aldehyde.

Front 2

Sodium amide is used for what type of reactions?

Back 2

Sodium amide is used for elimination reactions, or where a weak acid is deprotonated.

Front 3

What is eliminated in an elimination reaction?

Back 3

In an elimination reaction, two substituents are removed

Front 4

What is mCPBA, and for what type of reaction is it used?

Back 4

mCPBA is meta-chloroperoxybenzoic acid. It is a peroxycarboxylic acid, and as such, is a strong oxidizer. When added to an alkene, the reaction yields an epoxide.

Front 5

When is the Lindlar catalyst used instead of Pd/C or Na/NH3?

Back 5

The Lindlar catalyst will reduce an alkyne to a cis-alkene. Na/NH3 will reduce an alkyne to a trans-alkene. Palladium-on-carbon will continue the reduction to alkane.

Front 6

This reducing agent always gives the cis-alkene

Back 6

Lindlar's catalyst always gives the cis-alkene.

Front 7

This reducing agent always gives the trans-alkene.

Back 7

Na/NH3 always gives the trans-alkene.

Front 8

Hydrohalogenation of an alkyne gives...

Back 8

Hydrohalogenation of an alkyne gives a geminal dihalide (alkane).

Front 9

For what purpose is p-toluenesulfonyl chloride often used?

Back 9

p-toluenesulfonyl chloride is often used to remove a hydroxyl group by creating a good leaving group.

Front 10

Oxymercuration of a terminal alkyne gives...

Back 10

Oxymercuration of a terminal alkyne gives a ketone.

Front 11

H20 and H2SO4 and HgSO4 are at the party. What's probably happening here?

Back 11

When the reagents are water, sulfuric acid, and mercury (II) sulfate, expect a terminal alkyne to become a ketone.

Front 12

What reagents accompany borane in the hydroboration of an alkyne?

Back 12

In hydroboration of an alkyne, borane is accompanied by hydrogen peroxide and a strong base such as sodium hydroxide.

Front 13

This reagent gives 1,2 cis-diols from alkenes

Back 13

Osmium tetroxide (OsO4) gives 1,2 cis-diols from alkenes.

Front 14

This reagent, when used with dimethyl sulfide, will cleave an alkane.

Back 14

Ozone, when used with dimethyl sulfide, will cleave an alkane.

Front 15

When an alkene is treated with osmium tetroxide (OsO4) this results:

Back 15

When osmium tetroxide and an alkane get together, a 1,2 diol results.

Front 16

Does Lindlar give cis, trans, or both?

Back 16

Lindlar always gives the cis-alkene.

Front 17

When mCPBA expoxidizes, what determines the stereochemistry?

Back 17

The trans-alkene gives a trans-substituted ring. The cis-alkene gives a cis-substituted ring.

Front 18

To get a ketone from an alcohol, what can I use?

Back 18

Potassium dichromate in acidic conditions will oxidize an alcohol into a ketone. PCC will also work.