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18 Cards in this Set
- Front
- Back
Hydroboration of a terminal alkyne gives.... |
Hydroboration of a terminal alkyne gives an aldehyde. |
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Sodium amide is used for what type of reactions? |
Sodium amide is used for elimination reactions, or where a weak acid is deprotonated. |
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What is eliminated in an elimination reaction? |
In an elimination reaction, two substituents are removed |
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What is mCPBA, and for what type of reaction is it used? |
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. |
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When is the Lindlar catalyst used instead of Pd/C or Na/NH3? |
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. |
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This reducing agent always gives the cis-alkene |
Lindlar's catalyst always gives the cis-alkene. |
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This reducing agent always gives the trans-alkene. |
Na/NH3 always gives the trans-alkene. |
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Hydrohalogenation of an alkyne gives... |
Hydrohalogenation of an alkyne gives a geminal dihalide (alkane). |
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For what purpose is p-toluenesulfonyl chloride often used? |
p-toluenesulfonyl chloride is often used to remove a hydroxyl group by creating a good leaving group. |
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Oxymercuration of a terminal alkyne gives... |
Oxymercuration of a terminal alkyne gives a ketone. |
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H20 and H2SO4 and HgSO4 are at the party. What's probably happening here? |
When the reagents are water, sulfuric acid, and mercury (II) sulfate, expect a terminal alkyne to become a ketone. |
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What reagents accompany borane in the hydroboration of an alkyne? |
In hydroboration of an alkyne, borane is accompanied by hydrogen peroxide and a strong base such as sodium hydroxide. |
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This reagent gives 1,2 cis-diols from alkenes |
Osmium tetroxide (OsO4) gives 1,2 cis-diols from alkenes. |
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This reagent, when used with dimethyl sulfide, will cleave an alkane. |
Ozone, when used with dimethyl sulfide, will cleave an alkane. |
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When an alkene is treated with osmium tetroxide (OsO4) this results: |
When osmium tetroxide and an alkane get together, a 1,2 diol results. |
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Does Lindlar give cis, trans, or both? |
Lindlar always gives the cis-alkene. |
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When mCPBA expoxidizes, what determines the stereochemistry? |
The trans-alkene gives a trans-substituted ring. The cis-alkene gives a cis-substituted ring. |
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To get a ketone from an alcohol, what can I use? |
Potassium dichromate in acidic conditions will oxidize an alcohol into a ketone. PCC will also work. |