Question 1

What two atomic orbitals or hybrid atomic orbitals overlap to form the C-H bond in ethylene?

Accepted Answer

A)  C sp3 + H s 
B)  C sp2 + H s 
C)  C sp + H s 
D)  C p + H s 
A)  C sp3 + H s 
B)  C sp2 + H s 
C)  C sp + H s 
D)  C p + H s

Question 2

Provide the proper IUPAC name for the alkene shown below.

Accepted Answer

(E)-2-ethy

Question 3

Which of the following alkenes is the major product when 2-bromo-2-methylpentane is treated with sodium ethoxide in ethanol?

Accepted Answer

A)  2-methylpent-1-ene 
B)  2-methylpent-2-ene 
C)  (
E) -4-methylpent-2-ene 
D)  (Z)-4-methylpent-2-ene 
E)  4-methylpent-1-ene 
A)  2-methylpent-1-ene 
B)  2-methylpent-2-ene 
C)  (
E) -4-methylpent-2-ene 
D)  (Z)-4-methylpent-2-ene 
E)  4-methylpent-1-ene

Question 4

Propose a synthesis to convert 2-butanol to butane.

Accepted Answer

1) H₃PO₄, he

Question 5

Which has the higher boiling point, cis- or trans-hex-3-ene? Briefly explain your choice.

Accepted Answer

cis-Hex-3-ene has the higher boiling poi

Question 6

Provide the proper IUPAC name for the alkene shown below.

Accepted Answer

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

Question 7

Draw the major product of the following reaction.

Accepted Answer

The answer of Draw the major product of the following...

Question 8

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

Accepted Answer

Question 9

Draw the alkene product which results when 1-bromopentane is heated in acetone containing NaOH. Give a detailed, step-by-step mechanism for the production of this compound.

Accepted Answer

The answer of Draw the alkene product which results when...

Question 10

How many elements of unsaturation are implied by the molecular formula   ?

Accepted Answer

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

Question 11

What two atomic orbitals or hybrid atomic orbitals overlap to form the C-C σ bond in ethylene?

Accepted Answer

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

Question 12

Provide the reagents necessary for carrying out the transformation of 2-methylheptane to 2-methylhept-1-ene.

Accepted Answer

1) Br₂, hν

Question 13

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 14

Does the alkene shown below violate Bredt's rule?

Accepted Answer

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

Question 15

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

Accepted Answer

The answer of Draw all likely products of the following...

Question 16

For which of the following alkenes will cis- and trans- isomers not exist?

Accepted Answer

A)  a) only 
B)  b) only 
C)  both a) and c) 
D)  d) only 
E)  both c) and d) 
A)  a) only 
B)  b) only 
C)  both a) and c) 
D)  d) only 
E)  both c) and d)

Question 17

Which of the following statements applies to the E2 mechanism?

Accepted Answer

A)  It occurs with inversion of stereochemistry. 
B)  It occurs with racemization of stereochemistry. 
C)  It proceeds through the more stable carbocation intermediate. 
D)  The C-H and C-X bonds that break must be anti. 
E)  Use of a bulky base gives the more highly substituted alkene product. 
A)  It occurs with inversion of stereochemistry. 
B)  It occurs with racemization of stereochemistry. 
C)  It proceeds through the more stable carbocation intermediate. 
D)  The C-H and C-X bonds that break must be anti. 
E)  Use of a bulky base gives the more highly substituted alkene product.

Question 18

Why doesn't cyclohexene have cis/trans isomers?

Accepted Answer

The ring strain for

Question 19

Which of the following molecular formulas corresponds to a monocyclic saturated compound?

Accepted Answer

A)  C6H6 
B)  C3H7Br 
C)  C3H7N 
D)  C3H8O 
A)  C6H6 
B)  C3H7Br 
C)  C3H7N 
D)  C3H8O

Question 20

How many elements of unsaturation do molecules with a molecular formula of C8H4N2 have?

Accepted Answer

A)  2 
B)  4 
C)  6 
D)  8 
E)  10 
A)  2 
B)  4 
C)  6 
D)  8 
E)  10

Exam 7: Structure and Synthesis of Alkenes; Elimination

What two atomic orbitals or hybrid atomic orbitals overlap to form the C-H bond in ethylene?

Provide the proper IUPAC name for the alkene shown below.

Which of the following alkenes is the major product when 2-bromo-2-methylpentane is treated with sodium ethoxide in ethanol?

Propose a synthesis to convert 2-butanol to butane.

Which has the higher boiling point, cis- or trans-hex-3-ene? Briefly explain your choice.

Provide the proper IUPAC name for the alkene shown below.

Draw the major product of the following reaction.

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

Draw the alkene product which results when 1-bromopentane is heated in acetone containing NaOH. Give a detailed, step-by-step mechanism for the production of this compound.

How many elements of unsaturation are implied by the molecular formula ?

What two atomic orbitals or hybrid atomic orbitals overlap to form the C-C σ bond in ethylene?

Provide the reagents necessary for carrying out the transformation of 2-methylheptane to 2-methylhept-1-ene.

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

Does the alkene shown below violate Bredt's rule?

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

For which of the following alkenes will cis- and trans- isomers not exist?

Which of the following statements applies to the E2 mechanism?

Why doesn't cyclohexene have cis/trans isomers?

Which of the following molecular formulas corresponds to a monocyclic saturated compound?

How many elements of unsaturation do molecules with a molecular formula of C8H4N2 have?

Structure and Bonding

Acids and Bases; Functional Groups

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides; Nucleophilic Substitution

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

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

How many elements of unsaturation do molecules with a molecular formula of C₈H₄N₂ have?