Question 1

For the following reaction sequence (it is not necessary to understand the chemistry)what significant overall change(s)would be expected by IR (ignoring C-H absorptions)?

Accepted Answer

A) A peak around 3300 cm-1 would disappear and nothing new would appear. 
B) A peak around 1710 cm-1 would disappear and a new peak around 3300 cm-1 would appear. 
C) A peak around 1650 cm-1 would disappear and nothing new would appear. 
D) No overall change would be observed. 
E) None of these choices. 
A) A peak around 3300 cm-1 would disappear and nothing new would appear. 
B) A peak around 1710 cm-1 would disappear and a new peak around 3300 cm-1 would appear. 
C) A peak around 1650 cm-1 would disappear and nothing new would appear. 
D) No overall change would be observed. 
E) None of these choices.

Question 2

Which compound would you expect to have the highest boiling point?

Accepted Answer

A) CH3OCH2CH2OCH3 
B) CH3OCH2OCH2CH3 
C) HOCH2CH2CH2CH2OH 
D) CH3OCH2CH2CH2OH 
E) (CH3O)2CHCH3 
A) CH3OCH2CH2OCH3 
B) CH3OCH2OCH2CH3 
C) HOCH2CH2CH2CH2OH 
D) CH3OCH2CH2CH2OH 
E) (CH3O)2CHCH3

Question 3

What functional group(s)is/are present in the following compound?

Accepted Answer

A) Ketone and 1o alcohol 
B) Ether and alcohol 
C) Ester and ether 
D) Ester and 1o alcohol 
E) 1o alcohol and aldehyde 
A) Ketone and 1o alcohol 
B) Ether and alcohol 
C) Ester and ether 
D) Ester and 1o alcohol 
E) 1o alcohol and aldehyde

Question 4

For a molecule to possess a dipole moment,which following condition is necessary but not sufficient?

Accepted Answer

A) three or more atoms in the molecule 
B) presence of one or more polar bonds 
C) a non-linear structure 
D) presence of oxygen or fluorine 
E) absence of a carbon-carbon double or triple bond 
A) three or more atoms in the molecule 
B) presence of one or more polar bonds 
C) a non-linear structure 
D) presence of oxygen or fluorine 
E) absence of a carbon-carbon double or triple bond

Question 5

What alkyl groups make up the following ether?

Accepted Answer

A) ethyl and phenyl 
B) propyl and benzyl 
C) ethyl and benzyl 
D) propyl and phenyl 
E) None of these choices. 
A) ethyl and phenyl 
B) propyl and benzyl 
C) ethyl and benzyl 
D) propyl and phenyl 
E) None of these choices.

Question 6

Which molecule does not have a dipole moment?

Accepted Answer

A)    
B)    
C)    
D)    
E) None of these choices. 
A)    
B)    
C)    
D)    
E) None of these choices.

Question 7

An example of a tertiary amine is:

Accepted Answer

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

Question 8

The compound aspartame is a dipeptide that is often used as a sugar substitute.Which functional groups are present in aspartame?

Accepted Answer

A) carboxylic acid,secondary amine,ketone,ester 
B) alcohol,secondary amine,ketone,ester 
C) carboxylic acid,ester,amide,secondary amine 
D) ester,amide,primary amine,carboxylic acid 
E) none of these choices 
A) carboxylic acid,secondary amine,ketone,ester 
B) alcohol,secondary amine,ketone,ester 
C) carboxylic acid,ester,amide,secondary amine 
D) ester,amide,primary amine,carboxylic acid 
E) none of these choices

Question 9

What group makes up the following aldehyde (benzaldehyde)?

Accepted Answer

A) benzyl 
B) phenyl 
C) heptyl 
D) ethyl 
E) None of these choices. 
A) benzyl 
B) phenyl 
C) heptyl 
D) ethyl 
E) None of these choices.

Question 10

Examine the following IR spectrum,for substance P (C3H5NO).Which oxygen containing functional group is most likely present in P?

Accepted Answer

Question 11

Which molecule has a zero dipole moment?

Accepted Answer

A) SO2 
B) CO2 
C) CO 
D) CHCl3 
E) None of these choices. 
A) SO2 
B) CO2 
C) CO 
D) CHCl3 
E) None of these choices.

Question 12

For the functional group(s)on the following molecule,what characteristic IR absorption(s)would be expected (ignoring C-H absorptions)?

Accepted Answer

A) peaks around 3300,2150,and 1650 cm-1 
B) peaks around 1710 and 1650 cm-1 
C) peaks around 1650 and 3300 cm-1 
D) a peak around 2250 and 3300 cm-1 
E) None of these choices. 
A) peaks around 3300,2150,and 1650 cm-1 
B) peaks around 1710 and 1650 cm-1 
C) peaks around 1650 and 3300 cm-1 
D) a peak around 2250 and 3300 cm-1 
E) None of these choices.

Question 13

Which compound would you expect to have the highest boiling point?

Accepted Answer

A) ethyl alcohol 
B) ethyl amine 
C) chloroethane 
D) water 
E) ethane 
A) ethyl alcohol 
B) ethyl amine 
C) chloroethane 
D) water 
E) ethane

Question 14

What functional groups are present in nicotine,an addictive substance found in tobacco?

Accepted Answer

A) two tertiary amines 
B) two secondary amines 
C) phenyl ring and tertiary amine 
D) secondary and tertiary anime 
E) none of these choices 
A) two tertiary amines 
B) two secondary amines 
C) phenyl ring and tertiary amine 
D) secondary and tertiary anime 
E) none of these choices

Question 15

An oxygen-containing compound shows strong IR absorption at 1630-1780 cm-1 and 3200-3550 cm-1.What type of compound is it likely to be?

Accepted Answer

A) an alcohol 
B) a carboxylic acid 
C) an ether 
D) a ketone 
E) an aldehyde 
A) an alcohol 
B) a carboxylic acid 
C) an ether 
D) a ketone 
E) an aldehyde

Question 16

What alkyl groups make up the following ketone?

Accepted Answer

A) Phenyl,pentyl 
B) Hexyl,phenyl 
C) Benzyl,hexyl 
D) Benzyl,heptyl 
E) None of these choices. 
A) Phenyl,pentyl 
B) Hexyl,phenyl 
C) Benzyl,hexyl 
D) Benzyl,heptyl 
E) None of these choices.

Question 17

The strongest of attractive forces is which type?

Accepted Answer

A) Dispersion forces 
B) Ion-dipole 
C) Dipole-dipole 
D) Cation-anion 
E) Hydrogen bonds 
A) Dispersion forces 
B) Ion-dipole 
C) Dipole-dipole 
D) Cation-anion 
E) Hydrogen bonds

Question 18

Many bacterial cells contain functional groups that are susceptible to antibiotic drugs,but may,over time,change their functional groups to become resistant to these drugs.What functional group change is occurring in the transition shown below?

Accepted Answer

A) Amine to ether 
B) Amine to ester 
C) Amide to ester 
D) Amide to ether 
E) None of these choices. 
A) Amine to ether 
B) Amine to ester 
C) Amide to ester 
D) Amide to ether 
E) None of these choices.

Question 19

Draw a structural formula for C8H18,in which there are two quaternary carbons.

Accepted Answer

Question 20

Which molecule has a dipole moment of zero?

Accepted Answer

A) CHCl3 
B) CH2Cl2 
C) ClHC=CH2 
D) trans-ClHC=CHCl 
E) None of these choices. 
A) CHCl3 
B) CH2Cl2 
C) ClHC=CH2 
D) trans-ClHC=CHCl 
E) None of these choices.

Exam 2: Families of Carbon

For the following reaction sequence (it is not necessary to understand the chemistry)what significant overall change(s)would be expected by IR (ignoring C-H absorptions)?

Which compound would you expect to have the highest boiling point?

What functional group(s)is/are present in the following compound?

For a molecule to possess a dipole moment,which following condition is necessary but not sufficient?

What alkyl groups make up the following ether?

Which molecule does not have a dipole moment?

An example of a tertiary amine is:

The compound aspartame is a dipeptide that is often used as a sugar substitute.Which functional groups are present in aspartame?

What group makes up the following aldehyde (benzaldehyde)?

Examine the following IR spectrum,for substance P (C3H5NO).Which oxygen containing functional group is most likely present in P?

Which molecule has a zero dipole moment?

For the functional group(s)on the following molecule,what characteristic IR absorption(s)would be expected (ignoring C-H absorptions)?

Which compound would you expect to have the highest boiling point?

What functional groups are present in nicotine,an addictive substance found in tobacco?

An oxygen-containing compound shows strong IR absorption at 1630-1780 cm-1 and 3200-3550 cm-1.What type of compound is it likely to be?

What alkyl groups make up the following ketone?

The strongest of attractive forces is which type?

Many bacterial cells contain functional groups that are susceptible to antibiotic drugs,but may,over time,change their functional groups to become resistant to these drugs.What functional group change is occurring in the transition shown below?

Draw a structural formula for C8H18,in which there are two quaternary carbons.

Which molecule has a dipole moment of zero?

The Basics

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Examine the following IR spectrum,for substance P (C₃H₅NO).Which oxygen containing functional group is most likely present in P?

An oxygen-containing compound shows strong IR absorption at 1630-1780 cm^-¹ and 3200-3550 cm^-¹.What type of compound is it likely to be?

Draw a structural formula for C₈H₁₈,in which there are two quaternary carbons.