The following is an example of what kind of reaction?

[image]

The following is an example of what kind of reaction?

[image]

The following is an example of what kind of reaction?

[image]

The following is an example of what kind of reaction?

[image]

The following is an example of what kind of reaction?

[image]

The following is an example of what kind of reaction?

[image]

The following is an example of what kind of reaction?

[image]

The following is an example of what kind of reaction?

[image]

Catalytic hydrogenation is an example of a(n) _________ reaction.

a) substitution

b) elimination

c) addition

d) subtraction

Catalytic hydrogenation over platnium metal qualifies as:

a) heterogeneous catalysis

b) homogeneous catalysis

c) endergonic catalysis

d) exergonic catalysis

What is the stereochemistry associated with catalytic hydrogenation?

a) cis

b) trans

c) syn

d) anti

Catalytic hydrogenation of an alkene will yield an:

a) alkene

b) alkane

c) alkyne

d) alcohol

Draw the product that results when the following compound undergoes catalytic

hydrogenation over platinum metal:

[image]

Hydrohalogenation is an example of a _________ addition.

a) syn

b) anti

c) Markovnikov

d) anti-Markovnikov

When performing hydrohalogenation, the halogen always goes to the _______ of

the two carbons participating in the double bond.

a) more substituted

b) less substituted

c) more oxidized

d) less oxidized

Which term describes the stereochemistry of hydrohalogenation?

a) stereospecific

b) stereoselective

c) stereoisomeric

d) none of the above

d) none of the above

Regiospecificity not sterospecificity

Hydrohalogenation proceeds via a _______ intermediate.

a) alkene

b) carbocation

'c) tetrahedral

d) carbanion

Draw the product of the following hydrohalogenation:

[image]

Acid-catalyzed hydration can be described as:

a) regiospecific and stereospecific

b) regiospecific but not stereospecific

c) stereospecific but not regiospecific

d) neither regiospecific norstereospecific

The products of acid-catalyzed hydration can constitute a:

a) racemic mixture

b) pair of enantiomers

c) pair of diastereomers

d) all of the above

The second step of acid-catalyzed hydration is identical to the second step of:

a) SN1

b) SN2

c) E1

d) E2

Acid-catalyzed hydration is an example of a _______ addition.

a) cis

b) trans

c) Markovnikov

d) anti-Markovnikov

Draw the product(s) of the following acid-catalyzed hydration:

[image]

1) In dihalogenation, ________ are added across a double bond.

a) a halogen and a hydrogen

b) a hydrogen and a hydroxyl

c) a halogen and a hydroxyl

d) two halogens

The first step of dibromination produces a:

a) alkyl halide

b) carbocation

c) bromonium ion

d) alkane

 The second step of dibromination qualifies as a(n) ________ reaction.

a) SN1

b) SN2

c) E1

d) E2

One of the steps in dihalogenation exhibits _________ chemistry.

a) syn

b) anti

c) Markovnikov

d) anti-Markovnikov

Draw the product(s) of the following dihalogenation:

[image]

Oxymercuration-demercuration involves adding _______ across a double bond.

a) hydrogen and hydroxyl

b) two hydrogen atoms

c) two hydroxyls

d) hydrogen and halogen

a) hydrogen and hydroxyl

Oxymercuration-demercuration proceeds via a(n) ____________ intermediate.

a) oxonium

b) bromonium

c) mercurinium

d) carbocation

3) Oxymercuration-demercuration is an example of a(n) ____________ addition.

a) syn

b) anti

c) Nucleophilic

d) anti-Markovnikov

 The second step in oxymercuration-demercuration qualifies as a(n):

a)oxidation

b) reduction

c) synthesis

d) decomposition

 Draw the product(s) of the following oxymercuration-demercuration:

[image]

Hydroboration-oxidation involves adding _______ across a double bond.

a) hydrogen and hydroxyl

b) two hydrogen atoms

c) two hydroxyls

d) hydrogen and halogen

a) hydrogen and hydroxyl

Hydroboration-oxidation is an example of a(n) ____________ addition.

a) concerted

b) stepwise

c) Markovnikov

d) anti-Markovnikov

The regiochemistry of hydroboration-oxidation comes from the ____ step. The

stereochemistry comes from the ____ step.

a) first; first

b) first; second

c) second; first

d) second; second

Hydroboration-oxidation is an example of a(n) ____________ addition.

a) cis

b) trans

c) syn

d) anti

Draw the product(s) of the following hydroboration-oxidation:

[image]

Dihydroxylation involves adding _______ across a double bond.

a) hydrogen and hydroxyl

b) two hydrogen atoms

c) two hydroxyls

d) hydrogen and halogen

Dihydroxylation with OsO4 is an example of a(n) ____________ addition.

a) cis

b) trans

c) syn

d) anti

Dihydroxylation will yield a(n):

a) vicinal diol

b) geminal diol

c) alkene

d) alkane

Which reagent does NOT promote dihydroxylation?

a) OsO4

b) hot KMnO4

c) cold, dilute KMnO4

d) these all promote dihydroxylation

Draw the products of the following dihydroxylation:

[image]

Hydrogenation of an alkyne using Lindlar’s catalyst will produce the _____ alkene.

a) Z

b) E

c) more substituted

d) less substituted

Hydrogenation of an alkyne using sodium will produce the _____ alkene.

a) Z

b) E

c) more substituted

d) less substituted

Lindlar’s catalyst involves “poisoning” palladium metal with:

a) platnium

b) hydrogen

c) zinc sulfide

d) calcium carbonate

Performing dihalogenation on an alkyne in the presence of excess halogen will

produce a _______ product.

a) monohalogenated

b) dihalogenated

c) trihalogenated

d) tetrahalogenated

Draw the product of the following transformation:

[image]

 Polyunsaturated systems involve:

a) no double bonds

b) one double bond

c) multiple double bonds

d) none of the above

Conjugated pi systems must involve:

a) consecutive sigma bonds

b) consecutive pi bonds

c) alternating single and double bonds

d) none of the above

Conjugated polyunsaturated systems can yield many addition products due to:

a) resonance

b) steric hindrance

c) acidity

d) basicity

Which substrate would yield the greatest number of hydrohalogenation

products?

a) 1,4-pentadiene

b) 1,3-pentadiene

c) 1,3-butadiene

d) 1-pentene

Hydrohalogenation on a conjugated polyunsaturated system yields a mixture of:

a) structural isomers

b) stereoisomers

c) structural isomers and stereoisomers

d) none of the above