Question 1

Determine the product of the following reaction:

Accepted Answer

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

Question 2

What is a hemiacetal?

Accepted Answer

A) A hemiacetal,prepared from an alcohol and an aldehyde,is a compound that contains both OH and OR groups on the same carbon. 
B) Compounds prepared from ketones and alcohols and with OH and OR groups on the same carbon are known as hemiacetals. 
C) A hemiacetal is a product of acetyl group hydrolysis; it contains a COOH group. 
D) A hemiacetal is formed from alcohols and acetic acid; a hemiacetal has both acetyl and OH groups on the same carbon atom. 
E) A hemiacetal,formed from an aldehyde and an alcohol,has OH and aldehyde groups on adjacent carbon atoms in its structure. 
A) A hemiacetal,prepared from an alcohol and an aldehyde,is a compound that contains both OH and OR groups on the same carbon. 
B) Compounds prepared from ketones and alcohols and with OH and OR groups on the same carbon are known as hemiacetals. 
C) A hemiacetal is a product of acetyl group hydrolysis; it contains a COOH group. 
D) A hemiacetal is formed from alcohols and acetic acid; a hemiacetal has both acetyl and OH groups on the same carbon atom. 
E) A hemiacetal,formed from an aldehyde and an alcohol,has OH and aldehyde groups on adjacent carbon atoms in its structure. A

Question 3

Find the suitable reagent for the transformation:

Accepted Answer

A) CrO3,H3O+ 
B) pyridinium chlorochromate (PC
C)  
C) K2Cr2O7,H2SO4 
D) KMnO4,H2SO4 
E) K2Cr2O7,HNO3 
A) CrO3,H3O+ 
B) pyridinium chlorochromate (PC
C)  
C) K2Cr2O7,H2SO4 
D) KMnO4,H2SO4 
E) K2Cr2O7,HNO3 C

Question 4

Identify the organic product for the following reaction. 
$\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { COOH } + \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { NH } _ { 2 } \stackrel { \text { with } \mathrm { SOCl } _ { 2 } } { \longrightarrow }$

Accepted Answer

A) CH3CH2NHCH2CH2CH3 
B) CH3CH2CON(CH2CH2CH3)2 
C) CH3CH2CH2CONHCH2CH3 
D) CH3CH2CONHCH2CH2CH3 
E) CH3CH2N(CH2CH2CH3)2 
A) CH3CH2NHCH2CH2CH3 
B) CH3CH2CON(CH2CH2CH3)2 
C) CH3CH2CH2CONHCH2CH3 
D) CH3CH2CONHCH2CH2CH3 
E) CH3CH2N(CH2CH2CH3)2

Question 5

Which of the following is the balanced chemical equation for the catalytic hydrogenation (addition of H2)to CH3C≡CH?

Accepted Answer

A) CH3C≡CH + H2 → CH3CH=CH2 
B) CH3C≡CH + 2H2 → CH3CH=CH2 
C) CH3C≡CH + H2 → CH3CH2CH3 
D) CH3C≡CH + 2H2 → CH3CH2CH3 
E) CH3C≡CH + H2 → CH2=C=CH2 
A) CH3C≡CH + H2 → CH3CH=CH2 
B) CH3C≡CH + 2H2 → CH3CH=CH2 
C) CH3C≡CH + H2 → CH3CH2CH3 
D) CH3C≡CH + 2H2 → CH3CH2CH3 
E) CH3C≡CH + H2 → CH2=C=CH2

Question 6

What is the product obtained after a reaction between a ketone and Grignard reagent is worked-up with dilute acid?

Accepted Answer

A) an aldehyde 
B) a primary alcohol 
C) a secondary alcohol 
D) a tertiary alcohol 
E) a carboxylic acid 
A) an aldehyde 
B) a primary alcohol 
C) a secondary alcohol 
D) a tertiary alcohol 
E) a carboxylic acid

Question 7

Determine the products of the following reaction: 
$\text { Benzene } + \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { Cl } \stackrel { \mathrm { AlCl } _ { 3 } } { \longrightarrow } ?$

Accepted Answer

A) ethylbenzene and HCl 
B) 1,2-dimethylbenzene and H2 
C) chlorobenzene and CH3CH2Al 
D) chlorobenzene and CH3CH3 
E) 1,4-diethylbenzene and Cl2 
A) ethylbenzene and HCl 
B) 1,2-dimethylbenzene and H2 
C) chlorobenzene and CH3CH2Al 
D) chlorobenzene and CH3CH3 
E) 1,4-diethylbenzene and Cl2

Question 8

Which of the following is a balanced chemical equation that represents the reaction of 3-ethyl-2-methylhexane with Br2?

Accepted Answer

A) C7H14 + Br2 → C7H12Br + HBr 
B) C9H20 + Br2 → C9H19Br + HBr 
C) C6H12 + Br2 → C6H10Br2 + H2 
D) C9H18 + Br2 → C9H16Br2 + H2 
E) C6H12 + Br2 → C6H11Br + HBr 
A) C7H14 + Br2 → C7H12Br + HBr 
B) C9H20 + Br2 → C9H19Br + HBr 
C) C6H12 + Br2 → C6H10Br2 + H2 
D) C9H18 + Br2 → C9H16Br2 + H2 
E) C6H12 + Br2 → C6H11Br + HBr

Question 9

Identify the step-growth polymer.

Accepted Answer

A) nylon 6,6 
B) polyvinyl chloride 
C) polyethylene 
D) polypropylene 
E) polystyrene 
A) nylon 6,6 
B) polyvinyl chloride 
C) polyethylene 
D) polypropylene 
E) polystyrene

Question 10

Which of the following statements is TRUE?

Accepted Answer

A) Alkenes are as unreactive as alkanes. 
B) Electrophilic addition reactions proceed via either an E1 or E2 mechanism. 
C) The first step of an H-X electrophilic addition is the formation of a carbanion. 
D) Carbon-carbon double bonds are electron rich and are nucleophilic. 
E) During the addition of an H-X molecule,the H atom behaves as a nucleophile while the X atom behaves as an electrophile. 
A) Alkenes are as unreactive as alkanes. 
B) Electrophilic addition reactions proceed via either an E1 or E2 mechanism. 
C) The first step of an H-X electrophilic addition is the formation of a carbanion. 
D) Carbon-carbon double bonds are electron rich and are nucleophilic. 
E) During the addition of an H-X molecule,the H atom behaves as a nucleophile while the X atom behaves as an electrophile.

Question 11

What type of polymers are polyesters?

Accepted Answer

A) Polyesters,formed via step-growth polymerization of diacids and diols,have the monomers connected through ester groups. 
B) Polyesters,formed via step-growth polymerization of acids and diols,have the monomers connected through ester groups. 
C) Polyesters,formed via step-growth polymerization of acids and alcohols,have the monomers connected through ester groups. 
D) Polyesters,formed via addition polymerization of diacids and diols,have the monomers connected through ester groups. 
E) Polyesters,formed via step-growth polymerization of diacids and diols,have the monomers connected via hydrogen bonds. 
A) Polyesters,formed via step-growth polymerization of diacids and diols,have the monomers connected through ester groups. 
B) Polyesters,formed via step-growth polymerization of acids and diols,have the monomers connected through ester groups. 
C) Polyesters,formed via step-growth polymerization of acids and alcohols,have the monomers connected through ester groups. 
D) Polyesters,formed via addition polymerization of diacids and diols,have the monomers connected through ester groups. 
E) Polyesters,formed via step-growth polymerization of diacids and diols,have the monomers connected via hydrogen bonds.

Question 12

Arrange the following in order from most oxidized to least oxidized. I. $\mathrm { CH } _ { 3 } \mathrm { CH } _ { 3 }$
II. $\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } - \mathrm { OH }$
III.

Accepted Answer

A) II > I > III 
B) III > II > I 
C) III > I > II 
D) I > II > III 
E) II > III > I 
A) II > I > III 
B) III > II > I 
C) III > I > II 
D) I > II > III 
E) II > III > I

Question 13

Which of the following properties is typical for most polymers?

Accepted Answer

A) high reactivity 
B) durability 
C) softness 
D) soluble in water 
E) high toxicity 
A) high reactivity 
B) durability 
C) softness 
D) soluble in water 
E) high toxicity

Question 14

Determine the products of the following reaction: 
$\text { Benzene } + \mathrm { Br } 2 \stackrel { \mathrm { FeBr } _ { 3 } } { \longrightarrow } ?$

Accepted Answer

A) 1,2-dibromobenzene and H2 
B) 1,4-dibromobenzene and HBr 
C) ferrobenzene and H2 
D) perbromobenzene and HBr 
E) bromobenzene and HBr 
A) 1,2-dibromobenzene and H2 
B) 1,4-dibromobenzene and HBr 
C) ferrobenzene and H2 
D) perbromobenzene and HBr 
E) bromobenzene and HBr

Question 15

Which of the following is the balanced chemical equation for the addition of two equivalents of Br2 to CH3C≡CH?

Accepted Answer

A) CH3C≡CH + 2Br2 → CH3CBr2CHBr2 
B) CH3C≡CH + 2Br2 → CH3CBr=CHBr 
C) CH3C≡CH + 2Br2 → CH3CH2CHBr2 
D) CH3C≡CH + 2Br2 → CH3CBr2CH3 
E) CH3C≡CH + 2Br2 → CH3CHBrCH2Br 
A) CH3C≡CH + 2Br2 → CH3CBr2CHBr2 
B) CH3C≡CH + 2Br2 → CH3CBr=CHBr 
C) CH3C≡CH + 2Br2 → CH3CH2CHBr2 
D) CH3C≡CH + 2Br2 → CH3CBr2CH3 
E) CH3C≡CH + 2Br2 → CH3CHBrCH2Br

Question 16

Choose the weak base from the compounds below.

Accepted Answer

A) (CH3)2NH 
B) CH3CO2H 
C) CH3COCH3 
D) CH3CH3 
E) CH3CH2F 
A) (CH3)2NH 
B) CH3CO2H 
C) CH3COCH3 
D) CH3CH3 
E) CH3CH2F

Question 17

What is the product obtained from the reaction between an aldehyde and a primary alcohol?

Accepted Answer

A) a secondary alcohol 
B) a tertiary alcohol 
C) a hemiacetal 
D) a hemiketal 
E) a carboxylic acid 
A) a secondary alcohol 
B) a tertiary alcohol 
C) a hemiacetal 
D) a hemiketal 
E) a carboxylic acid

Question 18

Complete and balance the following complete hydrogenation reaction: CH3CH2C ≡ CCH3 + 2H2 → ?

Accepted Answer

A) CH3CH2C ≡ CCH3 + 3H2 → CH3CH2CH3 + CH3CH3 
B) CH3CH2C ≡ CCH3 + 2H2 → CH3CH2CH2CH2CH3 
C) CH3CH2C ≡ CCH3 + 6H2 → 5CH4 
D) 2CH3CH2C ≡ CCH3 + 2H2 →CH3CH2CH2CH2CH2CH2CH2CH2CH2CH3 
E) CH3CH2C ≡ CCH3 + 2H2 → CH3CH2CH2 ≡CH2CH3 
A) CH3CH2C ≡ CCH3 + 3H2 → CH3CH2CH3 + CH3CH3 
B) CH3CH2C ≡ CCH3 + 2H2 → CH3CH2CH2CH2CH3 
C) CH3CH2C ≡ CCH3 + 6H2 → 5CH4 
D) 2CH3CH2C ≡ CCH3 + 2H2 →CH3CH2CH2CH2CH2CH2CH2CH2CH2CH3 
E) CH3CH2C ≡ CCH3 + 2H2 → CH3CH2CH2 ≡CH2CH3

Question 19

Which of the following five substrates is the most likely to be the substrate in an SN1 reaction?

Accepted Answer

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

Question 20

Which of the following is a compound that is acid anhydride?

Accepted Answer

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

Exam 21: Organic Chemistry II: Reactions

Determine the product of the following reaction:

What is a hemiacetal?

Find the suitable reagent for the transformation:

Which of the following is the balanced chemical equation for the catalytic hydrogenation (addition of H2)to CH3C≡CH?

What is the product obtained after a reaction between a ketone and Grignard reagent is worked-up with dilute acid?

Determine the products of the following reaction: Benzene +CH3CH2Cl⟶AlCl3?\text { Benzene } + \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { Cl } \stackrel { \mathrm { AlCl } _ { 3 } } { \longrightarrow } ? Benzene +CH3​CH2​Cl⟶AlCl3​​?

Which of the following is a balanced chemical equation that represents the reaction of 3-ethyl-2-methylhexane with Br2?

Identify the step-growth polymer.

Which of the following statements is TRUE?

What type of polymers are polyesters?

Arrange the following in order from most oxidized to least oxidized. I. CH3CH3\mathrm { CH } _ { 3 } \mathrm { CH } _ { 3 }CH3​CH3​ II. CH3CH2−OH\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } - \mathrm { OH }CH3​CH2​−OH III.

Which of the following properties is typical for most polymers?

Determine the products of the following reaction: Benzene +Br2⟶FeBr3?\text { Benzene } + \mathrm { Br } 2 \stackrel { \mathrm { FeBr } _ { 3 } } { \longrightarrow } ? Benzene +Br2⟶FeBr3​​?

Which of the following is the balanced chemical equation for the addition of two equivalents of Br2 to CH3C≡CH?

Choose the weak base from the compounds below.

What is the product obtained from the reaction between an aldehyde and a primary alcohol?

Complete and balance the following complete hydrogenation reaction: CH3CH2C ≡ CCH3 + 2H2 → ?

Which of the following five substrates is the most likely to be the substrate in an SN1 reaction?

Which of the following is a compound that is acid anhydride?

Units of Measurement for Physical and Chemical Change

Atoms and Elements

Molecules,compounds,and Nomenclature

Chemical Reactions and Stoichiometry

Gases

Thermochemistry

The Quantum-Mechanical Model of the Atom

Periodic Properties of the Elements

Chemical Bonding I: Lewis Theory

Chemical Bonding II: Molecular Shapes, valence Bond Theory, and Molecular Orbital Theory

Liquids, solids, and Intermolecular Forces

Solutions

Chemical Kinetics

Chemical Equilibrium

Acids and Bases

Aqueous Ionic Equilibrium

Gibbs Energy and Thermodynamics

Electrochemistry

Radioactivity and Nuclear Chemistry

Organic Chemistry I: Structures

Biochemistry

Chemistry of the Nonmetals

Metals and Metallurgy

Transition Metals and Coordination Compounds

Filters

Which of the following is the balanced chemical equation for the catalytic hydrogenation (addition of H₂)to CH₃C≡CH?

Determine the products of the following reaction: $\text { Benzene } + \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { Cl } \stackrel { \mathrm { AlCl } _ { 3 } } { \longrightarrow } ?$

Which of the following is a balanced chemical equation that represents the reaction of 3-ethyl-2-methylhexane with Br₂?

Determine the products of the following reaction: $\text { Benzene } + \mathrm { Br } 2 \stackrel { \mathrm { FeBr } _ { 3 } } { \longrightarrow } ?$

Which of the following is the balanced chemical equation for the addition of two equivalents of Br₂ to CH₃C≡CH?

Complete and balance the following complete hydrogenation reaction: CH₃CH₂C ≡ CCH₃ + 2H₂ → ?

Which of the following five substrates is the most likely to be the substrate in an S_N1 reaction?