Question 1

Which cycloalkane has the greatest ring strain per-CH2-unit?

Accepted Answer

A) A seven-membered cycloalkane 
B) A six-membered cycloalkane 
C) A five-membered cycloalkane 
D) A four-membered cycloalkane 
E) A three-membered cycloalkane 
A) A seven-membered cycloalkane 
B) A six-membered cycloalkane 
C) A five-membered cycloalkane 
D) A four-membered cycloalkane 
E) A three-membered cycloalkane

Question 2

Dimethyl sulfoxide (DMSO)is a polar aprotic solvent that is frequently used for organic reactions.Rank the following sodium halide salts for decreasing solubility in DMSO.

Accepted Answer

A) NaBr > NaCl > NaI 
B) NaBr > NaI > NaCl 
C) NaCl > NaI > NaBr 
D) NaCl > NaBr > NaI 
E) None of these salts is soluble in DMSO. 
A) NaBr > NaCl > NaI 
B) NaBr > NaI > NaCl 
C) NaCl > NaI > NaBr 
D) NaCl > NaBr > NaI 
E) None of these salts is soluble in DMSO.

Question 3

What is the VSEPR geometry for the carbon atom of a carbonyl?

Accepted Answer

A) Linear 
B) Tetrahedral 
C) Trigonal pyramidal 
D) Trigonal planar 
E) Bent 
A) Linear 
B) Tetrahedral 
C) Trigonal pyramidal 
D) Trigonal planar 
E) Bent

Question 4

Rank 1,4-dimethylbenzene,phenol,and N,N-dimethylaniline in order of decreasing solubility in the organic solvent toluene.

Accepted Answer

The molecule 1,4-dimethylbenzene is the

Question 5

Which functional group will engage in dipole-dipole interactions,but will not serve as a hydrogen-bond acceptor?

Accepted Answer

A) Nitrile 
B) Ketone 
C) Alkyl bromide 
D) Carboxylic acid 
E) Amine 
A) Nitrile 
B) Ketone 
C) Alkyl bromide 
D) Carboxylic acid 
E) Amine

Question 6

Are any of the four 1,2-difluorocyclopropane isomers drawn below polar? Indicate the direction of the net molecular dipole,if one is present.

Accepted Answer

All molecules are polar.Compounds A and

Question 7

Consider the structure of sodium benzoate,NaOC(O)Ph,the sodium salt of benzoic acid.In which of the following solvents would you predict sodium benzoate to be soluble?
IWater,H2O
IIPentane,CH3(CH2)3CH3
IIIDiethyl ether,(CH3CH2)2O
IVMethanol,CH3OH
VAcetone,CH3C(O)CH3

Accepted Answer

A) I only 
B) I and III 
C) I and IV 
D) III and V 
E) III and IV 
A) I only 
B) I and III 
C) I and IV 
D) III and V 
E) III and IV

Question 8

When mixed,which of the following pairs of compounds will exhibit both ion-dipole and ion-ion intermolecular attractive forces?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 9

How does the presence of the lone pair affect the geometry of the central atom in the following molecule?  
I The lone pair is attracted to the nuclei of the three substituents,creating larger bond angles.
II The lone pair repels the three sets of covalently bonded electrons.
III The lone pair has no bearing whatsoever on the VSEPR geometry at the central atom.
IVThe bond angles are smaller than a traditional tetrahedral bond angle due to lone pair repulsion.

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) II and IV 
A) I 
B) II 
C) III 
D) IV 
E) II and IV

Question 10

Which of the following molecules contains a nitrogen atom that has bent molecular geometry?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 11

Which of the following molecules possesses at least one polar covalent bond but does not have an overall net molecular dipole?

Accepted Answer

A) CH4 
B) CHCl3 
C) CH2Cl2 
D) CCl4 
E) CH3CH3 
A) CH4 
B) CHCl3 
C) CH2Cl2 
D) CCl4 
E) CH3CH3

Question 12

How many hydrogen-bond donors and acceptors are present in the following molecule?

Accepted Answer

A) One donor and four acceptors 
B) Two donors and four acceptors 
C) Two donors and three acceptors 
D) One donor and three acceptors 
E) Two donors and two acceptors 
A) One donor and four acceptors 
B) Two donors and four acceptors 
C) Two donors and three acceptors 
D) One donor and three acceptors 
E) Two donors and two acceptors

Question 13

What is the strongest intermolecular attractive force between an alcohol and a ketone?

Accepted Answer

A) Hydrogen bond 
B) Ion-dipole 
C) Ion-ion 
D) Dipole-induced dipole 
E) Induced dipole-induced dipole 
A) Hydrogen bond 
B) Ion-dipole 
C) Ion-ion 
D) Dipole-induced dipole 
E) Induced dipole-induced dipole

Which cycloalkane has the greatest ring strain per-CH₂-unit?

Dimethyl sulfoxide (DMSO)is a polar aprotic solvent that is frequently used for organic reactions.Rank the following sodium halide salts for decreasing solubility in DMSO.

What is the VSEPR geometry for the carbon atom of a carbonyl?

Rank 1,4-dimethylbenzene,phenol,and N,N-dimethylaniline in order of decreasing solubility in the organic solvent toluene.

Which functional group will engage in dipole-dipole interactions,but will not serve as a hydrogen-bond acceptor?

Are any of the four 1,2-difluorocyclopropane isomers drawn below polar? Indicate the direction of the net molecular dipole,if one is present.

Consider the structure of sodium benzoate,NaOC(O)Ph,the sodium salt of benzoic acid.In which of the following solvents would you predict sodium benzoate to be soluble? IWater,H₂O IIPentane,CH₃(CH₂)₃CH₃ IIIDiethyl ether,(CH₃CH₂)₂O IVMethanol,CH₃OH VAcetone,CH₃C(O)CH₃

When mixed,which of the following pairs of compounds will exhibit both ion-dipole and ion-ion intermolecular attractive forces?

Which of the following molecules contains a nitrogen atom that has bent molecular geometry?

Which of the following molecules possesses at least one polar covalent bond but does not have an overall net molecular dipole?

How many hydrogen-bond donors and acceptors are present in the following molecule?

What is the strongest intermolecular attractive force between an alcohol and a ketone?

Atomic and Molecular Structure

Interchapter: Nomenclature 1-4

Interchapter 1molecular Orbital Theory and Chemical Reactions

Orbital Interactions 1: Hybridization and Two-Center Molecular Orbitals

Isomerism 1: Conformational and Constitutional Isomers

Isomerism 2: Chirality,enantiomers,and Diastereomers

The Proton Transfer Reaction: an Introduction to Mechanisms,thermodynamics,and Charge Stability

An Overview of the Most Common Elementary Steps

An Introduction to Multistep Mechanisms: Sn1 and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 1: Competition Among Sn2,sn1,e2,and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 2: Reactions That Are Useful for Synthesis

Electrophilic Addition to Nonpolar Π Bonds 1: Addition of a Brønsted Acid

Electrophilic Addition to Nonpolar Π Bonds 2: Reactions Involving Cyclic Transition States

Organic Synthesis 1: Beginning Concepts

Orbital Interactions 2: Extended Π Systems,conjugation,and Aromaticity

Structure Determination 1: Ultravioletvisible and Infrared Spectroscopies

Structure Determination 2: Nuclear Magnetic Resonance Spectroscopy and Mass Spectrometry

Nucleophilic Addition to Polar Π Bonds 1: Addition of Strong Nucleophiles

Nucleophilic Addition to Polar Π Bonds 2: Addition of Weak Nucleophiles and Acid and Base Catalysis

Organic Synthesis 2: Intermediate Topics in Synthesis Design,and Useful Reduction and Oxidation Reactions

Nucleophilic Additionelimination Reactions 1: the General Mechanism Involving Strong Nucleophiles

Nucleophilic Additionelimination Reactions 2: Weak Nucleophiles

Electrophilic Aromatic Substitution 1: Substitution on Benzene; Useful Accompanying Reactions

Electrophilic Aromatic Substitution 2: Substitution on Mono- and Disubstituted Benzene and Other Aromatic Rings

The Dielsalder Reaction and Other Pericyclic Reactions

Reactions Involving Free Radicals

Polymers

Filters

Exam 4: Three-Dimensional Geometry,intermolecular Interactions,and Physical Properties

Which cycloalkane has the greatest ring strain per-CH2-unit?

Dimethyl sulfoxide (DMSO)is a polar aprotic solvent that is frequently used for organic reactions.Rank the following sodium halide salts for decreasing solubility in DMSO.

What is the VSEPR geometry for the carbon atom of a carbonyl?

Rank 1,4-dimethylbenzene,phenol,and N,N-dimethylaniline in order of decreasing solubility in the organic solvent toluene.

Which functional group will engage in dipole-dipole interactions,but will not serve as a hydrogen-bond acceptor?

Are any of the four 1,2-difluorocyclopropane isomers drawn below polar? Indicate the direction of the net molecular dipole,if one is present.

Consider the structure of sodium benzoate,NaOC(O)Ph,the sodium salt of benzoic acid.In which of the following solvents would you predict sodium benzoate to be soluble? IWater,H2O IIPentane,CH3(CH2)3CH3 IIIDiethyl ether,(CH3CH2)2O IVMethanol,CH3OH VAcetone,CH3C(O)CH3

When mixed,which of the following pairs of compounds will exhibit both ion-dipole and ion-ion intermolecular attractive forces?

Which of the following molecules contains a nitrogen atom that has bent molecular geometry?

Which of the following molecules possesses at least one polar covalent bond but does not have an overall net molecular dipole?

How many hydrogen-bond donors and acceptors are present in the following molecule?

What is the strongest intermolecular attractive force between an alcohol and a ketone?

Atomic and Molecular Structure

Interchapter: Nomenclature 1-4

Interchapter 1molecular Orbital Theory and Chemical Reactions

Orbital Interactions 1: Hybridization and Two-Center Molecular Orbitals

Isomerism 1: Conformational and Constitutional Isomers

Isomerism 2: Chirality,enantiomers,and Diastereomers

The Proton Transfer Reaction: an Introduction to Mechanisms,thermodynamics,and Charge Stability

An Overview of the Most Common Elementary Steps

An Introduction to Multistep Mechanisms: Sn1 and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 1: Competition Among Sn2,sn1,e2,and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 2: Reactions That Are Useful for Synthesis

Electrophilic Addition to Nonpolar Π Bonds 1: Addition of a Brønsted Acid

Electrophilic Addition to Nonpolar Π Bonds 2: Reactions Involving Cyclic Transition States

Organic Synthesis 1: Beginning Concepts

Orbital Interactions 2: Extended Π Systems,conjugation,and Aromaticity

Structure Determination 1: Ultravioletvisible and Infrared Spectroscopies

Structure Determination 2: Nuclear Magnetic Resonance Spectroscopy and Mass Spectrometry

Nucleophilic Addition to Polar Π Bonds 1: Addition of Strong Nucleophiles

Nucleophilic Addition to Polar Π Bonds 2: Addition of Weak Nucleophiles and Acid and Base Catalysis

Organic Synthesis 2: Intermediate Topics in Synthesis Design,and Useful Reduction and Oxidation Reactions

Nucleophilic Additionelimination Reactions 1: the General Mechanism Involving Strong Nucleophiles

Nucleophilic Additionelimination Reactions 2: Weak Nucleophiles

Electrophilic Aromatic Substitution 1: Substitution on Benzene; Useful Accompanying Reactions

Electrophilic Aromatic Substitution 2: Substitution on Mono- and Disubstituted Benzene and Other Aromatic Rings

The Dielsalder Reaction and Other Pericyclic Reactions

Reactions Involving Free Radicals

Polymers

Filters

Which cycloalkane has the greatest ring strain per-CH₂-unit?

Consider the structure of sodium benzoate,NaOC(O)Ph,the sodium salt of benzoic acid.In which of the following solvents would you predict sodium benzoate to be soluble? IWater,H₂O IIPentane,CH₃(CH₂)₃CH₃ IIIDiethyl ether,(CH₃CH₂)₂O IVMethanol,CH₃OH VAcetone,CH₃C(O)CH₃