Question 1

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  (
E)  1,2-dibromobutene 
B)  (Z) 1,2-dibromobutene 
C)  (
E)  2,3-dibromobutene 
D)  (Z) 2,3-dibromobutene 
A)  (
E)  1,2-dibromobutene 
B)  (Z) 1,2-dibromobutene 
C)  (
E)  2,3-dibromobutene 
D)  (Z) 2,3-dibromobutene

Question 2

H2 and Ni would be the required reagents for the following conversion.

Accepted Answer

A) True 
 B)False

Question 3

What is the correct assignment of the acid, base, conjugate acid and conjugate base in the following equilibrium?

Accepted Answer

A)  1 = acid; 2 = base; 3 = conjugate acid; 4 = conjugate base 
B)  1 = acid; 2 = base; 3 = conjugate base; 4 = conjugate acid 
C)  1 = base; 2 = acid; 3 = conjugate acid; 4 = conjugate base 
D)  1 = base; 2 = acid; 3 = conjugate base; 4 = conjugate acid 
A)  1 = acid; 2 = base; 3 = conjugate acid; 4 = conjugate base 
B)  1 = acid; 2 = base; 3 = conjugate base; 4 = conjugate acid 
C)  1 = base; 2 = acid; 3 = conjugate acid; 4 = conjugate base 
D)  1 = base; 2 = acid; 3 = conjugate base; 4 = conjugate acid

Question 4

Consider the following,   the product formed is shown below.

Accepted Answer

A) True 
 B)False

Question 5

What is the major organic product obtained from the following series of reactions?

Accepted Answer

A)  (Z)-2-heptene 
B)  (
E) -2-heptene 
C)  1-heptene 
D)  heptane 
A)  (Z)-2-heptene 
B)  (
E) -2-heptene 
C)  1-heptene 
D)  heptane

Question 6

Which of the following has the lowest pKa?

Accepted Answer

A)  butane 
B)  1-butene 
C)  1-butyne 
D)  2-butyne 
A)  butane 
B)  1-butene 
C)  1-butyne 
D)  2-butyne

Question 7

What is the major organic product obtained from the following reaction?  $\text { 1. } \underset{\mathrm{NaNH}_{2}}{\stackrel{\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br}}{\longrightarrow}}$

Accepted Answer

A)  2-methyl-3-hexene 
B)  2-methyl-3-heptyne 
C)  2-bromo-3-methylbutane 
D)  2-methyl-2-butene 
A)  2-methyl-3-hexene 
B)  2-methyl-3-heptyne 
C)  2-bromo-3-methylbutane 
D)  2-methyl-2-butene

Question 8

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 9

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  1-methyl-4-nonyne 
B)  2-methyl-4-nonyne 
C)  2-methyl-3-nonyne 
D)  3-methyl-4-nonyne 
A)  1-methyl-4-nonyne 
B)  2-methyl-4-nonyne 
C)  2-methyl-3-nonyne 
D)  3-methyl-4-nonyne

Question 10

Outline how one might achieve the following transformation, showing reagents and the isolated intermediates in the synthetic scheme.

Accepted Answer

The answer of Outline how one might achieve the following...

Question 11

Which atomic orbitals overlap to form the carbon-carbon single bond of 1-propyne?

Accepted Answer

A)  2s + sp 
B)  sp + sp2 
C)  sp + sp3 
D)  sp2 + sp3 
A)  2s + sp 
B)  sp + sp2 
C)  sp + sp3 
D)  sp2 + sp3

Question 12

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  butanal 
B)  cis-2-butene 
C)  2-butanol 
D)  butanone 
A)  butanal 
B)  cis-2-butene 
C)  2-butanol 
D)  butanone

Question 13

_____ is a commonly used sterically hindered disubstituted borane to prevent the second hydroboration step, in terminal alkyne hydroboration.

Accepted Answer

Di-sec-iso

Question 14

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 15

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  butanal 
B)  cis-2-butene 
C)  2-butanol 
D)  butanone 
A)  butanal 
B)  cis-2-butene 
C)  2-butanol 
D)  butanone

Question 16

The compound shown below is a natural pesticide found in carrots. What is the IUPAC name of the compound? ​

Accepted Answer

A)  (3R, 9Z)-heptadeca-1,9-diene-4,6-diyn-3-ol 
B)  (3S, 9
E) -heptadeca-1,9-diene-4,6-diyn-3-ol 
C)  3-hydroxy-heptadeca-1,9-diene-4,6-diyn 
D)  8,16-heptadecadiene-11,13-diyn-15-ol 
A)  (3R, 9Z)-heptadeca-1,9-diene-4,6-diyn-3-ol 
B)  (3S, 9
E) -heptadeca-1,9-diene-4,6-diyn-3-ol 
C)  3-hydroxy-heptadeca-1,9-diene-4,6-diyn 
D)  8,16-heptadecadiene-11,13-diyn-15-ol

Question 17

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 18

Outline how one might achieve the following transformation, showing reagents and the isolated intermediates in the synthetic scheme.

Accepted Answer

The answer of Outline how one might achieve the following...

Question 19

Which sequence of reactions can be used to convert (Z) 2-pentene to 2-pentyne

Accepted Answer

A)  Treatment with Br2; followed by treatment with NaNH2 
B)  Treatment with Br2, H2O; followed by treatment with NaOH 
C)  Treatment with Br2; followed by treatment with H2SO4 
D)  Treatment with HBr; followed by treatment with NaOH 
A)  Treatment with Br2; followed by treatment with NaNH2 
B)  Treatment with Br2, H2O; followed by treatment with NaOH 
C)  Treatment with Br2; followed by treatment with H2SO4 
D)  Treatment with HBr; followed by treatment with NaOH

Question 20

What type of intermediate is formed in the Hg2+ catalyzed hydration of an alkyne??

Accepted Answer

A)  an alcohol 
B)  an enol 
C)  a 1,2-diene 
D)  an epoxide 
A)  an alcohol 
B)  an enol 
C)  a 1,2-diene 
D)  an epoxide

Exam 7: Alkynes

What is the major organic product obtained from the following reaction?

H2 and Ni would be the required reagents for the following conversion.

What is the correct assignment of the acid, base, conjugate acid and conjugate base in the following equilibrium?

Consider the following, the product formed is shown below.

What is the major organic product obtained from the following series of reactions?

Which of the following has the lowest pKa?

What is the major organic product obtained from the following reaction? 1. ⟶CH3CH2CH2BrNaNH2\text { 1. } \underset{\mathrm{NaNH}_{2}}{\stackrel{\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br}}{\longrightarrow}} 1. NaNH2​⟶CH3​CH2​CH2​Br​​

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

Outline how one might achieve the following transformation, showing reagents and the isolated intermediates in the synthetic scheme.

Which atomic orbitals overlap to form the carbon-carbon single bond of 1-propyne?

What is the major organic product obtained from the following reaction?

_____ is a commonly used sterically hindered disubstituted borane to prevent the second hydroboration step, in terminal alkyne hydroboration.

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

The compound shown below is a natural pesticide found in carrots. What is the IUPAC name of the compound? ​

What is the major organic product obtained from the following reaction?

Outline how one might achieve the following transformation, showing reagents and the isolated intermediates in the synthetic scheme.

Which sequence of reactions can be used to convert (Z) 2-pentene to 2-pentyne

What type of intermediate is formed in the Hg2+ catalyzed hydration of an alkyne??

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Reactions of Benzene and Its Derivatives

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

H₂ and Ni would be the required reagents for the following conversion.

Which of the following has the lowest pK_a?

The compound shown below is a natural pesticide found in carrots. What is the IUPAC name of the compound?

What type of intermediate is formed in the Hg²⁺ catalyzed hydration of an alkyne??