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Classifying Mechanis CHEM 311 Name: Organic Chemistry In this activity, you will

ID: 932189 • Letter: C

Question

Classifying Mechanis CHEM 311 Name: Organic Chemistry In this activity, you will classify re outcomes. These reactions categories. As a bon mechanism the exame reactions with check marks are those for which you should be able to draw mechanisms you should consider are mes. These reactions come from c siy reactions into certain categories based on their mechanisms or ories. A ese reactions Ases eacts The The reactions/mechanisms you s Chapter 7: Sw2 substitutions (including of alcohols) Sy1 substitutions (including of alcohols) Conversion of an alcohol to the tosylate ester Chapter 8: E1 eliminations (including of alcohols) E2 eliminations (including of alcohols) Chapter 9: Hydrohalogenation of alkenes with HX Hydrohalogenation of alkenes with HBr and peroxides Hydration of alkenes with aqueous acid Hydration of alkenes by oxymercuriation-demercuriation Hydration of alkenes by hydroboration-oxidation Halogenation of alkenes and formation of halohydrins Dihydroxylation of alkenes with OsO Dihydroxylation of alkenes by con Ozonolysis of alkenes Reduction of alkenes with H2 and metal catalysts n of alkenes by conversion to the epoxide with RCO,H followed by hydrolysis

Explanation / Answer

Category 1 : stereospecific reaction are those which yield a speific product only when started with a specific starting material.

SN2 substitution

Conversion of an alcohol to the tosylate ester

E2 elimination

Hydration of alkene by hydroboration-oxidation

Hydration of alkene by oxymercuration-demercuration

Dihydroxylation with OsO4

Reduction of alkene with H2 and metal catalyst

Category 1a : Enantiospecific reaction : Which yields a particular enantiomer rather than a mixture

Dihydroxylation of alkene by epoxidation followed by hydrolysis

Reduction of alkene with hydrogen and metal catalyst

Category 1b : Diastereospecific reaction : Which yields a particular diastereomer rater than a mixture.

Dihydroxylation of alkene by epoxidation followed by hydrolysis

Reduction of alkene with hydrogen and metal catalyst

Dihydroxylation by OsO4

Category 2 : Stereoselective reaction : Which yields one steroisomer of many possible stereoisomers.

Dihydroxylation of alkene with epoxidation followed by hydration

hydrohalogenation of alkene with HX

hydrohalogenation of alkene with HX and peroxide

hydration of alkene by aqueous acid

Category 3 : Regioselective reaction : Addition or elimination at particular position.

SN1 substitution

E2 elimination

Hydrohalogenation of alkene with HBr

Hydrohalogenation of alkene with HBr and peroxide

Hydration with hydroboration-oxidation

Hydration with oxymercuration-demercuration

Hydration with aqueous acid

Halogenation and formation of halohydrin

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