Question 1

Predict the product for the following reaction.

Accepted Answer

A)  (CH3)2CHCH2COOH 
B)  (CH3)2CHCH2CH2COOH 
C)  (CH3)2CHCH2CN 
D)  (CH3)2CHCH2CH2CN 
E)  (CH3)2CHCH2OH 
A)  (CH3)2CHCH2COOH 
B)  (CH3)2CHCH2CH2COOH 
C)  (CH3)2CHCH2CN 
D)  (CH3)2CHCH2CH2CN 
E)  (CH3)2CHCH2OH

Question 2

Predict the product for the following reaction.

Accepted Answer

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

Question 3

Propose a stepwise synthesis for N-propylbutanamide, using 1-proanol and/or carbon dioxide as your only source of carbon and any other reagents necessary.

Accepted Answer

@#IMG-DLM&_TB4454_00 @#IMG-DLM&_TB4454_0

Question 4

Predict the product(s) for the following reaction.

Accepted Answer

The answer of Predict the product(s) for the following reaction....

Question 5

What is the IUPAC name for the following compound?

Accepted Answer

A)  2,4-dimethylheptanedioic acid 
B)  3,5-dimethylheptanedioic acid 
C)  2,4-dimethylpentanedioic acid 
D)  3,5-dimethylpentanedioic acid 
E)  2,4-dimethylheptanoyl acid 
A)  2,4-dimethylheptanedioic acid 
B)  3,5-dimethylheptanedioic acid 
C)  2,4-dimethylpentanedioic acid 
D)  3,5-dimethylpentanedioic acid 
E)  2,4-dimethylheptanoyl acid

Question 6

Predict the product for the following reaction.

Accepted Answer

A)  3-methyl-2-pentanone 
B)  3-methyl -1-propanol 
C)  2-methyl-1-butanol 
D)  3-methyl-2-pentanol 
E)  none of these 
A)  3-methyl-2-pentanone 
B)  3-methyl -1-propanol 
C)  2-methyl-1-butanol 
D)  3-methyl-2-pentanol 
E)  none of these

Question 7

Predict the product for the following reaction and provide a stepwise, curved arrow, mechanism for the formation of the product.

Accepted Answer

@#IMG-DLM&_TB4454_00 Mechanism

Question 8

Predict the product for the following reaction.

Accepted Answer

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

Question 9

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. (CH₃)₂NH

Question 10

What is the IUPAC name for the following compound?

Accepted Answer

A)  ($\alpha$-bromobutyryl chloride) 
B)  ($\beta$-bromobutyryl chloride) 
C)  1-bromobutanoyl chloride 
D)  2-bromobutanoyl chloride 
E)  2-bromopropanoyl chloride 
A)  ($\alpha$-bromobutyryl chloride) 
B)  ($\beta$-bromobutyryl chloride) 
C)  1-bromobutanoyl chloride 
D)  2-bromobutanoyl chloride 
E)  2-bromopropanoyl chloride

Question 11

What is the IUPAC name for the following compound?

Accepted Answer

A)  bromoacetyl bromide 
B)  ($\beta$-bromoacetyl bromide) 
C)  1-bromoethanoyl bromide 
D)  bromoethanoyl bromide 
E)  1,2-dibromoacetic acid 
A)  bromoacetyl bromide 
B)  ($\beta$-bromoacetyl bromide) 
C)  1-bromoethanoyl bromide 
D)  bromoethanoyl bromide 
E)  1,2-dibromoacetic acid

Question 12

What is the IUPAC name for the following compound?

Accepted Answer

A)  ($\gamma$-methylvaleryl chloride) 
B)  2-methylpentanoyl chloride 
C)  3-methylhexanoyl chloride 
D)  3-methylpentanoyl chloride 
E)  2-methylhexanoyl chloride 
A)  ($\gamma$-methylvaleryl chloride) 
B)  2-methylpentanoyl chloride 
C)  3-methylhexanoyl chloride 
D)  3-methylpentanoyl chloride 
E)  2-methylhexanoyl chloride

Question 13

A compound with molecular formula C9H10O2 exhibits a triplet at $\delta$ 1.2 (3H), a quartet at $\delta$ 2.6 (2H), a doublet at $\delta$ 7.3 (2H), a doublet at $\delta$ 8.0 (2H) and a singlet at $\delta$ 11 (1H) in its 1H NMR spectrum. What is the structure for this compound?

Accepted Answer

The answer of A compound with molecular formula C9H10O2 exhibits...

Question 14

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

A)  1. Mg/ether
2) CO2
3) H3O+ 
B)  1. NaOH
2) KMnO4/NaOH/H2O
3) H3O+ 
C)  1. NaCN 
D)  A and C 
E)  all of these 
A)  1. Mg/ether
2) CO2
3) H3O+ 
B)  1. NaOH
2) KMnO4/NaOH/H2O
3) H3O+ 
C)  1. NaCN 
D)  A and C 
E)  all of these

Question 15

Predict the product for the following reaction.

Accepted Answer

The answer of Predict the product for the following reaction....

Question 16

Which of the following reactions would not yield propyl butanoate as major product?

Accepted Answer

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

Question 17

What is the common name for the following compound?

Accepted Answer

A)  2-methylbutyl acetate 
B)  3-methylbutyl acetate 
C)  2-methylbutyl methanoate 
D)  3-methylbutyl methanoate 
E)  isopentyl formate 
A)  2-methylbutyl acetate 
B)  3-methylbutyl acetate 
C)  2-methylbutyl methanoate 
D)  3-methylbutyl methanoate 
E)  isopentyl formate

Question 18

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

A)  1. (CH3)2CuLi
2) H2O 
B)  1. excess DIBAH
2) H2O 
C)  1. excess CH3MgBr
2) H2O 
D)  Both A and C 
A)  1. (CH3)2CuLi
2) H2O 
B)  1. excess DIBAH
2) H2O 
C)  1. excess CH3MgBr
2) H2O 
D)  Both A and C

Question 19

What is the IUPAC name for the following compound?

Accepted Answer

A)  2-methylpentanoic acid 
B)  3-methylpentanoic acid 
C)  2-methylhexanoic acid 
D)  3-methylhexanoic acid 
E)  None of these 
A)  2-methylpentanoic acid 
B)  3-methylpentanoic acid 
C)  2-methylhexanoic acid 
D)  3-methylhexanoic acid 
E)  None of these

Question 20

What is the IUPAC name for the following compound?

Accepted Answer

A)  3-ethyl-2,4-dimethylpentanoyl chloride 
B)  4-ethyl-3,5-dimethylpentanoyl chloride 
C)  3-ethyl-2,4-dimethylhexanoyl chloride 
D)  4-ethyl-3,5-dimethylhexanoyl chloride 
E)  3,4,5-trimethylhexanoyl chloride 
A)  3-ethyl-2,4-dimethylpentanoyl chloride 
B)  4-ethyl-3,5-dimethylpentanoyl chloride 
C)  3-ethyl-2,4-dimethylhexanoyl chloride 
D)  4-ethyl-3,5-dimethylhexanoyl chloride 
E)  3,4,5-trimethylhexanoyl chloride

Exam 20: Carboxylic Acids and Their Derivatives

Predict the product for the following reaction.

Predict the product for the following reaction.

Propose a stepwise synthesis for N-propylbutanamide, using 1-proanol and/or carbon dioxide as your only source of carbon and any other reagents necessary.

Predict the product(s) for the following reaction.

What is the IUPAC name for the following compound?

Predict the product for the following reaction.

Predict the product for the following reaction and provide a stepwise, curved arrow, mechanism for the formation of the product.

Predict the product for the following reaction.

Provide the reagents necessary to carry out the following conversion.

What is the IUPAC name for the following compound?

What is the IUPAC name for the following compound?

What is the IUPAC name for the following compound?

A compound with molecular formula C9H10O2 exhibits a triplet at δ\deltaδ 1.2 (3H), a quartet at δ\deltaδ 2.6 (2H), a doublet at δ\deltaδ 7.3 (2H), a doublet at δ\deltaδ 8.0 (2H) and a singlet at δ\deltaδ 11 (1H) in its 1H NMR spectrum. What is the structure for this compound?

Provide the reagents necessary to carry out the following conversion.

Predict the product for the following reaction.

Which of the following reactions would not yield propyl butanoate as major product?

What is the common name for the following compound?

Provide the reagents necessary to carry out the following conversion.

What is the IUPAC name for the following compound?

What is the IUPAC name for the following compound?

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

Synthesis

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

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

A compound with molecular formula C₉H₁₀O₂ exhibits a triplet at $\delta$ 1.2 (3H), a quartet at $\delta$ 2.6 (2H), a doublet at $\delta$ 7.3 (2H), a doublet at $\delta$ 8.0 (2H) and a singlet at $\delta$ 11 (1H) in its ¹H NMR spectrum. What is the structure for this compound?