Question 1

Which of the following statements are true of sp orbitals?

Accepted Answer

A)  Orbitals of the sp type are 50% s and 50% p character. 
B)  They are hybrid orbitals. 
C)  They are linear. 
D)  They result when one s orbital and one p orbital are mixed. 
E)  All are correct. 
A)  Orbitals of the sp type are 50% s and 50% p character. 
B)  They are hybrid orbitals. 
C)  They are linear. 
D)  They result when one s orbital and one p orbital are mixed. 
E)  All are correct. E

Question 2

What is the hybridization of the each of the labeled atoms for the potent neurotoxin (-)-gephyrotoxin?

Accepted Answer

A)  A = sp2,B = sp,C = sp2,D = sp3,E = sp3 
B)  A = sp2,B = sp,C = sp3,D = sp3,E = sp2 
C)  A = sp2,B = sp,C = sp2,D = sp3,E = sp2 
D)  A = sp2,B = sp,C = sp3,D = sp3,E = sp3 
E)  A = sp,B = sp,C = sp3,D = sp3,E = sp3 
A)  A = sp2,B = sp,C = sp2,D = sp3,E = sp3 
B)  A = sp2,B = sp,C = sp3,D = sp3,E = sp2 
C)  A = sp2,B = sp,C = sp2,D = sp3,E = sp2 
D)  A = sp2,B = sp,C = sp3,D = sp3,E = sp3 
E)  A = sp,B = sp,C = sp3,D = sp3,E = sp3 D

Question 3

Which of the following represent resonance contributing Lewis structures for CH2N2?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  both A and B are correct 
A) 
  
B) 
  
C) 
  
D) 
  
E)  both A and B are correct E

Question 4

A hydrocarbon with a double bond and a ring will have the general formula?

Accepted Answer

A)  CnH2n+2 
B)  CnH2n 
C)  CnH2n-2 
D)  CnH2n-4 
E)  C2nH2n 
A)  CnH2n+2 
B)  CnH2n 
C)  CnH2n-2 
D)  CnH2n-4 
E)  C2nH2n

Question 5

Which structure is different from the others?

Accepted Answer

A) 
  
B)  CH3CHClCH(CH3)2 
C) 
  
D) 
  
E)  All are identical. 
A) 
  
B)  CH3CHClCH(CH3)2 
C) 
  
D) 
  
E)  All are identical.

Question 6

The nitrogen of trimethylamine [(CH3)3N] contains how many lone pairs of electrons?

Accepted Answer

A)  none 
B)  one 
C)  two 
D)  three 
E)  there is no nitrogen in this molecule 
A)  none 
B)  one 
C)  two 
D)  three 
E)  there is no nitrogen in this molecule

Question 7

In the following molecule,how many carbon atoms are in the sp3 hybridization state?

Accepted Answer

A)  2 
B)  4 
C)  5 
D)  6 
E)  11 
A)  2 
B)  4 
C)  5 
D)  6 
E)  11

Question 8

Which of the following molecules are most likely to be held together by a purely covalent bond?

Accepted Answer

A)  NaCl 
B)  H2 
C)  HF 
D)  BH3 
E)  KI 
A)  NaCl 
B)  H2 
C)  HF 
D)  BH3 
E)  KI

Question 9

The lone-pair of electrons on nitrogen in the following molecule reside in what type of orbital?

Accepted Answer

A)  sp3 
B)  sp2 
C)  sp 
D)  2p 
E)  2s 
A)  sp3 
B)  sp2 
C)  sp 
D)  2p 
E)  2s

Question 10

Of those indicated,which would be the shortest carbon-carbon bond in F1F1F1S1F1F1F10-cadinene?

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  D 
E)  E 
A)  A 
B)  B 
C)  C 
D)  D 
E)  E

Question 11

Camptothecin is an important anticancer compound; how many carbons are in the sp hybridization state?

Accepted Answer

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

Question 12

In the following molecule,how many carbon atoms are in the sp2 hybridization state?

Accepted Answer

A)  0 
B)  1 
C)  2 
D)  4 
E)  6 
A)  0 
B)  1 
C)  2 
D)  4 
E)  6

Question 13

In the following molecule,how many carbon atoms are in the sp hybridization state?

Accepted Answer

A)  2 
B)  4 
C)  6 
D)  12 
E)  None of the above. 
A)  2 
B)  4 
C)  6 
D)  12 
E)  None of the above.

Question 14

Which of the following pairs are not resonance structures of each other?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  All are pairs of resonance structures. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  All are pairs of resonance structures.

Question 15

Which of the following most correctly defines "structural isomers"?

Accepted Answer

A)  molecules with different molecular formulas but the same connectivity 
B)  compounds that are not constitutional isomers 
C)  molecules with the same molecular formula but different connectivity 
D)  Anti and gauche conformers 
E)  both B and C 
A)  molecules with different molecular formulas but the same connectivity 
B)  compounds that are not constitutional isomers 
C)  molecules with the same molecular formula but different connectivity 
D)  Anti and gauche conformers 
E)  both B and C

Question 16

The following molecule has what molecular formula?

Accepted Answer

A)  C39H58O 
B)  C40H58O 
C)  C39H60O 
D)  C44H44O 
E)  None of the above. 
A)  C39H58O 
B)  C40H58O 
C)  C39H60O 
D)  C44H44O 
E)  None of the above.

Question 17

What is the molecular formula of carvone,the major volatile compound in caraway oil?

Accepted Answer

A)  C10H18O 
B)  C10H17O 
C)  C10H16O 
D)  C10H14O 
E)  C10H15O 
A)  C10H18O 
B)  C10H17O 
C)  C10H16O 
D)  C10H14O 
E)  C10H15O

Question 18

Which one of the following structures must be incorrect?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 19

In the following molecule,how many carbon atoms are in the sp3 hybridization state?

Accepted Answer

A)  2 
B)  4 
C)  5 
D)  6 
E)  9 
A)  2 
B)  4 
C)  5 
D)  6 
E)  9

Question 20

How many sp2 hybridized carbon atoms are in the potent anticancer compound hydroxymethylacylfulvene?

Accepted Answer

A)  2 
B)  4 
C)  6 
D)  8 
E)  None of the above. 
A)  2 
B)  4 
C)  6 
D)  8 
E)  None of the above.

Exam 1: Structure and Bonding in Organic Molecules

Which of the following statements are true of sp orbitals?

What is the hybridization of the each of the labeled atoms for the potent neurotoxin (-)-gephyrotoxin?

Which of the following represent resonance contributing Lewis structures for CH2N2?

A hydrocarbon with a double bond and a ring will have the general formula?

Which structure is different from the others?

The nitrogen of trimethylamine [(CH3)3N] contains how many lone pairs of electrons?

In the following molecule,how many carbon atoms are in the sp3 hybridization state?

Which of the following molecules are most likely to be held together by a purely covalent bond?

The lone-pair of electrons on nitrogen in the following molecule reside in what type of orbital?

Of those indicated,which would be the shortest carbon-carbon bond in -cadinene?

Camptothecin is an important anticancer compound; how many carbons are in the sp hybridization state?

In the following molecule,how many carbon atoms are in the sp2 hybridization state?

In the following molecule,how many carbon atoms are in the sp hybridization state?

Which of the following pairs are not resonance structures of each other?

Which of the following most correctly defines "structural isomers"?

The following molecule has what molecular formula?

What is the molecular formula of carvone,the major volatile compound in caraway oil?

Which one of the following structures must be incorrect?

In the following molecule,how many carbon atoms are in the sp3 hybridization state?

How many sp2 hybridized carbon atoms are in the potent anticancer compound hydroxymethylacylfulvene?

Structure and Reactivity: Acids and Bases,polar and Nonpolar Molecules

Reactions of Alkanes: Bond-Dissociation Energies,radical Halogenation,and Relative Reactivity

Cycloalkanes

Stereoisomers

Properties and Reactions of Haloalkanes: Bimolecular Nucleophilic Substitution

Further Reactions of Haloalkanes: Unimolecular Substitution and Pathways of Elimination

Hydroxy of Functional Group: Alcohols: Properties,preparation,and Strategy of Synthesis

Further Reactions of Alcohols and the Chemistry of Ethers

Using Nuclear Magnetic Resonance Spectroscopy to Deduce Structure

Alkenes: Infrared Spectroscopy and Mass Spectrometry

Reactions to Alkenes

Alkynes: the Carbon

Delocalized Pi Systems: Investigation by Ultraviolet and Visible Spectroscopy Interlude

Benzene and Aromaticity: Electrophilic Aromatic Substitution

Electrophilic Attack on Derivatives of Benzene: Substituents Control Regioselectivity

Aldehydes and Ketones: the Carbonyl Group

Enols,enolates,and the Aldol Condensation: A,b-Unsaturated Aldehydes and Ketones

Carboxylic Acids

Carboxylic Acid Derivatives

Amines and Their Derivatives: Functional Groups Containing Nitrogen

Chemistry of the Benzene Substituents: Alkylbenzenes,phenols,and Benzenamines

Ester Enolates and the Claisen Condensation: Synthesis of B-Dicarbonyl Compounds; Acyl Anion Equivalents

Carbohydrates: Polyfunctional Compounds in Nature

Heterocycles: Heteroatoms in Cyclic Organic Compounds

Amino Acids,peptides,proteins,and Nucleic Acids: Nitrogen-Containing Polymers in Nature

Filters

Which of the following represent resonance contributing Lewis structures for CH₂N₂?

The nitrogen of trimethylamine [(CH₃)₃N] contains how many lone pairs of electrons?

In the following molecule,how many carbon atoms are in the sp³ hybridization state?

In the following molecule,how many carbon atoms are in the sp² hybridization state?

In the following molecule,how many carbon atoms are in the sp³ hybridization state?

How many sp² hybridized carbon atoms are in the potent anticancer compound hydroxymethylacylfulvene?