Question 1

Provide the proper IUPAC name for the alkene shown below.
CH2=CHCH2CH2CH2CH3

Accepted Answer

Question 2

Draw and name the six alkenes which have the molecular formula C5H10.

Accepted Answer

Question 3

Circle the alkene below which has the smallest heat of hydrogenation.

Accepted Answer

The answer of Circle the alkene below which has the...

Question 4

Provide the structure of the major organic product of the reaction below.

Accepted Answer

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

Question 5

Dehydrohalogenation of an alkyl halide by treating it with a strong base to yield an alkene product typically occurs by what reaction mechanism?

Accepted Answer

A)  SN1 
B)  SN2 
C)  E1 
D)  E2 
E)  free radical 
A)  SN1 
B)  SN2 
C)  E1 
D)  E2 
E)  free radical

Question 6

Draw all likely alkene products in the following reaction and circle the product you expect to predominate.

Accepted Answer

The answer of Draw all likely alkene products in the...

Question 7

Draw the structure of poly(tetrafluoroethylene) or Teflon.

Accepted Answer

The answer of Draw the structure of poly(tetrafluoroethylene) or Teflon....

Question 8

Carbon-carbon single bonds tend to be ________ and ________ than carbon-carbon double bonds.

Accepted Answer

A)  shorter, stronger 
B)  longer, stronger 
C)  shorter, weaker 
D)  longer, weaker 
A)  shorter, stronger 
B)  longer, stronger 
C)  shorter, weaker 
D)  longer, weaker

Question 9

Draw all likely alkene products in the following reaction and circle the product you expect to predominate.

Accepted Answer

The answer of Draw all likely alkene products in the...

Question 10

In the group shown below, which of the following alcohols is (are) likely to yield a product where skeletal rearrangement has occurred when treated with sulfuric acid?
 3-methyl-3-pentanol, 3,3-dimethyl-2-butanol, 2,2-dimethylcyclohexanol

Accepted Answer

A)  3-methyl-3-pentanol only 
B)  3,3-dimethyl-2-butanol only 
C)  2,2-dimethylcyclohexanol only 
D)  both 3,3-dimethyl-2-butanol and 2,2-dimethylcyclohexanol 
E)  None of these three alcohols is prone to rearrangement. 
A)  3-methyl-3-pentanol only 
B)  3,3-dimethyl-2-butanol only 
C)  2,2-dimethylcyclohexanol only 
D)  both 3,3-dimethyl-2-butanol and 2,2-dimethylcyclohexanol 
E)  None of these three alcohols is prone to rearrangement.

Question 11

Consider molecules with the formula C10H16. Which of the following structural features are not possible within this set of molecules?

Accepted Answer

A)  2 triple bonds 
B)  1 ring and 1 triple bond 
C)  2 rings and 1 double bond 
D)  2 double bonds and 1 ring 
E)  3 double bonds 
A)  2 triple bonds 
B)  1 ring and 1 triple bond 
C)  2 rings and 1 double bond 
D)  2 double bonds and 1 ring 
E)  3 double bonds

Question 12

Provide a series of steps through which 2-methylbutane is converted into 2-methylbut-1-ene?

Accepted Answer

The answer of Provide a series of steps through which...

Question 13

Provide the reagents necessary for carrying out the transformation of 2-methylheptane to 2-methylhept-2-ene.

Accepted Answer

1. Br₂, hν

Question 14

Provide the structure of the major organic product of the reaction below.

Accepted Answer

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

Question 15

Which has the smaller heat of hydrogenation, (E)-2-pentene or (Z)-2-pentene? What is the structural origin of this difference?

Accepted Answer

(E)-2-pentene has the smaller

Question 16

Provide the proper IUPAC name for the alkene shown below.

Accepted Answer

The answer of Provide the proper IUPAC name for the...

Question 17

Draw the structure of polyethylene.

Accepted Answer

The answer of Draw the structure of polyethylene....

Question 18

What two atomic orbitals or hybrid atomic orbitals overlap to form the C­C π bond in ethylene?

Accepted Answer

A)  C sp3 + C sp3 
B)  C sp3 + C sp2 
C)  C sp2 + C sp2 
D)  C sp2 + C p 
E)  C p + C p 
A)  C sp3 + C sp3 
B)  C sp3 + C sp2 
C)  C sp2 + C sp2 
D)  C sp2 + C p 
E)  C p + C p

Question 19

Consider the constitutional isomers 2-methylbut-1-ene, 2-methylbut-2-ene, and 3-methylbut-1-ene. When each of these alkenes is subjected to catalytic hydrogenation (H2, Pt), a single product results. Which of the following best describes the structural relationship among these products?

Accepted Answer

A)  The products are cis-trans isomers. 
B)  The products are identical. 
C)  The products are constitutional isomers. 
D)  The products are enantiomers. 
E)  The products are diastereomers. 
A)  The products are cis-trans isomers. 
B)  The products are identical. 
C)  The products are constitutional isomers. 
D)  The products are enantiomers. 
E)  The products are diastereomers.

Question 20

Does the alkene shown below violate Bredt's rule?

Accepted Answer

The answer of Does the alkene shown below violate Bredt's...

Exam 7: Structure and Synthesis of Alkenes

Provide the proper IUPAC name for the alkene shown below. CH2=CHCH2CH2CH2CH3

Draw and name the six alkenes which have the molecular formula C5H10.

Circle the alkene below which has the smallest heat of hydrogenation.

Provide the structure of the major organic product of the reaction below.

Dehydrohalogenation of an alkyl halide by treating it with a strong base to yield an alkene product typically occurs by what reaction mechanism?

Draw all likely alkene products in the following reaction and circle the product you expect to predominate.

Draw the structure of poly(tetrafluoroethylene) or Teflon.

Carbon-carbon single bonds tend to be ________ and ________ than carbon-carbon double bonds.

Draw all likely alkene products in the following reaction and circle the product you expect to predominate.

In the group shown below, which of the following alcohols is (are) likely to yield a product where skeletal rearrangement has occurred when treated with sulfuric acid? 3-methyl-3-pentanol, 3,3-dimethyl-2-butanol, 2,2-dimethylcyclohexanol

Consider molecules with the formula C10H16. Which of the following structural features are not possible within this set of molecules?

Provide a series of steps through which 2-methylbutane is converted into 2-methylbut-1-ene?

Provide the reagents necessary for carrying out the transformation of 2-methylheptane to 2-methylhept-2-ene.

Provide the structure of the major organic product of the reaction below.

Which has the smaller heat of hydrogenation, (E)-2-pentene or (Z)-2-pentene? What is the structural origin of this difference?

Provide the proper IUPAC name for the alkene shown below.

Draw the structure of polyethylene.

What two atomic orbitals or hybrid atomic orbitals overlap to form the C­C π bond in ethylene?

Consider the constitutional isomers 2-methylbut-1-ene, 2-methylbut-2-ene, and 3-methylbut-1-ene. When each of these alkenes is subjected to catalytic hydrogenation (H2, Pt), a single product results. Which of the following best describes the structural relationship among these products?

Does the alkene shown below violate Bredt's rule?

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

Reactions of Alkenes

Alkynes

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

Provide the proper IUPAC name for the alkene shown below. CH₂=CHCH₂CH₂CH₂CH₃

Draw and name the six alkenes which have the molecular formula C₅H₁₀.

Carbon-carbon single bonds tend to be and than carbon-carbon double bonds.

Consider molecules with the formula C₁₀H₁₆. Which of the following structural features are not possible within this set of molecules?

What two atomic orbitals or hybrid atomic orbitals overlap to form the CC π bond in ethylene?

Consider the constitutional isomers 2-methylbut-1-ene, 2-methylbut-2-ene, and 3-methylbut-1-ene. When each of these alkenes is subjected to catalytic hydrogenation (H₂, Pt), a single product results. Which of the following best describes the structural relationship among these products?