Question 1

Which sequence of reagents will accomplish the following synthesis?

Accepted Answer

A)  1. KOtBu; 2. 1-bromopropane 
B)  1. NaNH2; 2. 1-bromopropane 
C)  1. NaNH2; 2. 2-bromopropane 
D)  1. O3; 2. DMS 
E)  1. O3; 2. 1-bromopropane 
A)  1. KOtBu; 2. 1-bromopropane 
B)  1. NaNH2; 2. 1-bromopropane 
C)  1. NaNH2; 2. 2-bromopropane 
D)  1. O3; 2. DMS 
E)  1. O3; 2. 1-bromopropane

Question 2

Select the best reagents for the reaction below.

Accepted Answer

A)  1. OsO4; 2. NaHSO3, H2O 
B)  1. Hg(OAc)2, H2O; 2. NaBH4 
C)  1. RCO3H; 2. H3O+ 
D)  H2SO4, H2O 
E)  1. O3; 2. DMS 
A)  1. OsO4; 2. NaHSO3, H2O 
B)  1. Hg(OAc)2, H2O; 2. NaBH4 
C)  1. RCO3H; 2. H3O+ 
D)  H2SO4, H2O 
E)  1. O3; 2. DMS

Question 3

Select the best reagents for the reaction below.

Accepted Answer

A)  1. OsO4; 2. NaHSO3, H2O 
B)  H2SO4, H2O, HgSO4 
C)  H2, Pt 
D)  1. 9-BBN; 2. H2O2, NaOH 
E)  1. O3; 2. DMS 
A)  1. OsO4; 2. NaHSO3, H2O 
B)  H2SO4, H2O, HgSO4 
C)  H2, Pt 
D)  1. 9-BBN; 2. H2O2, NaOH 
E)  1. O3; 2. DMS

Question 4

Perform a retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that can lead to the alkyne (C).

Accepted Answer

A)  B = I and A = VI 
B)  B = VI and A = I 
C)  B = III and A = VII 
D)  B = IV and A = VII 
E)  B = VI and A = VIII 
A)  B = I and A = VI 
B)  B = VI and A = I 
C)  B = III and A = VII 
D)  B = IV and A = VII 
E)  B = VI and A = VIII

Question 5

Which of the following sequences of reagents will move the alcohol functional group from the tertiary position of 1-methylcyclohexanol to a secondary position?

Accepted Answer

A)  1. KOtBu; 2. Hg(OAc)2, H2O; 3. NaBH4 
B)  1. TsCl, pyr; 2. KOtBu; 3. BH3-THF; 4. H2O2, NaOH 
C)  1. H2SO4, heat; 2. BH3∙THF; 3. H2O2, NaOH 
D)  1. TsCl, pyr; 2. NaOH; 3. BH3∙THF; 4. H2O2, NaOH 
E)  C and D will both work 
A)  1. KOtBu; 2. Hg(OAc)2, H2O; 3. NaBH4 
B)  1. TsCl, pyr; 2. KOtBu; 3. BH3-THF; 4. H2O2, NaOH 
C)  1. H2SO4, heat; 2. BH3∙THF; 3. H2O2, NaOH 
D)  1. TsCl, pyr; 2. NaOH; 3. BH3∙THF; 4. H2O2, NaOH 
E)  C and D will both work

Question 6

Devise a synthetic route to convert 5-methyl-1-hexene into 5-methylhexanal.

Accepted Answer

The answer of Devise a synthetic route to convert 5-methyl-1-hexene...

Which sequence of reagents will accomplish the following synthesis?

Select the best reagents for the reaction below.

Select the best reagents for the reaction below.

Perform a retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that can lead to the alkyne (C).

Which of the following sequences of reagents will move the alcohol functional group from the tertiary position of 1-methylcyclohexanol to a secondary position?

Devise a synthetic route to convert 5-methyl-1-hexene into 5-methylhexanal.

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

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Exam 11: Synthesis

Which sequence of reagents will accomplish the following synthesis?

Select the best reagents for the reaction below.

Select the best reagents for the reaction below.

Perform a retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that can lead to the alkyne (C).

Which of the following sequences of reagents will move the alcohol functional group from the tertiary position of 1-methylcyclohexanol to a secondary position?

Devise a synthetic route to convert 5-methyl-1-hexene into 5-methylhexanal.

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters