Question 1

In trans-hept-4-en-2-yne the shortest carbon-carbon bond is between carbons ________.

Accepted Answer

A)  1 and 2 
B)  2 and 3 
C)  3 and 4 
D)  4 and 5 
E)  6 and 7 
A)  1 and 2 
B)  2 and 3 
C)  3 and 4 
D)  4 and 5 
E)  6 and 7

Question 2

Describe a sequence of reactions by which meso-2,3-dibromobutane can be straightforwardly prepared from propyne.

Accepted Answer

1. NaNH₂ 2.

Question 3

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 4

Draw an acceptable structure for hepta-3,6-dien-1-yne.

Accepted Answer

The answer of Draw an acceptable structure for hepta-3,6-dien-1-yne....

Question 5

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 6

Complete the following reaction by filling in the necessary reagents.

Accepted Answer

1) NaNH₂,

Question 7

Provide the structure of the major organic product(s) in the reaction below.
Ph-C≡C-Ph   →

Accepted Answer

The answer of Provide the structure of the major organic...

Question 8

Give the IUPAC name for BrCH2CH2C=CCH2CH3.

Accepted Answer

The answer of Give the IUPAC name for BrCH2CH2C=CCH2CH3....

Question 9

Provide the major organic product of the reaction below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 10

Provide the structure of the major organic product(s) in the reaction below.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 11

How many distinct alkynes exist with a molecular formula of C4H6?

Accepted Answer

A)  0 
B)  1 
C)  2 
D)  3 
E)  4 
A)  0 
B)  1 
C)  2 
D)  3 
E)  4

Question 12

Provide the IUPAC name for Cl3C(CH2)3C≡CH.

Accepted Answer

6,6,6-trichloro-1-he

Question 13

Draw an acceptable structure for 3-sec-butylhept-1-yne.

Accepted Answer

The answer of Draw an acceptable structure for 3-sec-butylhept-1-yne....

Question 14

What's the problem with the synthetic approach shown below?

Accepted Answer

The bromide is tertiary and th

Question 15

Provide the structure of the major organic product(s) in the reaction sequence below.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 16

What is the correct IUPAC name for the following compound?

Accepted Answer

A)  4-(1-bromopropyl)-1-hexen-5-yne 
B)  4-allyl-5-bromo-1-hexyne 
C)  3-(1-bromopropyl)-5-hexen-1-yne 
D)  5-bromo-4-ethynyl-1-heptene 
A)  4-(1-bromopropyl)-1-hexen-5-yne 
B)  4-allyl-5-bromo-1-hexyne 
C)  3-(1-bromopropyl)-5-hexen-1-yne 
D)  5-bromo-4-ethynyl-1-heptene

Question 17

Explain why the synthetic route shown below would be unsuccessful.
H-C≡C:- Na+   H3CH2C-C≡C-CH2CH3
3. CH3CH2I

Accepted Answer

Sodium methoxide is

Question 18

Describe a sequence of reactions by which the compound shown below can be straightforwardly prepared from acetylene.

Accepted Answer

1. NaNH₂ 2. CH₃CH₂Br 3.

Question 19

Name the compound which results when pent-1-yne is treated with sodium in liquid ammonia.

Accepted Answer

The answer of Name the compound which results when pent-1-yne...

Question 20

Complete the transformation below by indicating the necessary sequence of reagents.

Accepted Answer

A)  1) DBr 2) BD3 3) H2O2 / NaOH 
B)  1) D2 / Pd, BaSO4, quinoline 2) Br2 / H2O 
C)  1) Na / ND3 2) Br2 3) H2O 
D)  1) Na / ND3 2) Br2 / H2O 
E)  1) Br2 / H2O 2) D2  / Pd, BaSO4, quinoline 
A)  1) DBr 2) BD3 3) H2O2 / NaOH 
B)  1) D2 / Pd, BaSO4, quinoline 2) Br2 / H2O 
C)  1) Na / ND3 2) Br2 3) H2O 
D)  1) Na / ND3 2) Br2 / H2O 
E)  1) Br2 / H2O 2) D2  / Pd, BaSO4, quinoline

Exam 9: Alkynes

In trans-hept-4-en-2-yne the shortest carbon-carbon bond is between carbons ________.

Describe a sequence of reactions by which meso-2,3-dibromobutane can be straightforwardly prepared from propyne.

Provide the major organic product of the reaction shown below.

Draw an acceptable structure for hepta-3,6-dien-1-yne.

Provide the major organic product of the reaction shown below.

Complete the following reaction by filling in the necessary reagents.

Provide the structure of the major organic product(s) in the reaction below. Ph-C≡C-Ph →

Give the IUPAC name for BrCH2CH2C=CCH2CH3.

Provide the major organic product of the reaction below.

Provide the structure of the major organic product(s) in the reaction below.

How many distinct alkynes exist with a molecular formula of C4H6?

Provide the IUPAC name for Cl3C(CH2)3C≡CH.

Draw an acceptable structure for 3-sec-butylhept-1-yne.

What's the problem with the synthetic approach shown below?

Provide the structure of the major organic product(s) in the reaction sequence below.

What is the correct IUPAC name for the following compound?

Explain why the synthetic route shown below would be unsuccessful. H-C≡C:- Na+ H3CH2C-C≡C-CH2CH3 3. CH3CH2I

Describe a sequence of reactions by which the compound shown below can be straightforwardly prepared from acetylene.

Name the compound which results when pent-1-yne is treated with sodium in liquid ammonia.

Complete the transformation below by indicating the necessary sequence of reagents.

Introduction and Review

Structure and Properties of Organic Molecules

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides: Nucleophilic Substitution and Elimination

Structure and Synthesis of Alkenes

Reactions of Alkenes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Give the IUPAC name for BrCH₂CH₂C=CCH₂CH₃.

How many distinct alkynes exist with a molecular formula of C₄H₆?

Provide the IUPAC name for Cl₃C(CH₂)₃C≡CH.

Explain why the synthetic route shown below would be unsuccessful. H-C≡C:^- Na⁺ H₃CH₂C-C≡C-CH₂CH₃ 3. CH₃CH₂I