Question 1

What is the IUPAC name of the following compound?

Accepted Answer

A)  (R)-4-amino-2-methylhexane 
B)  (S)-4-amino-2-methylhexane 
C)  N-ethyl N-(3-methylpropyl) amine 
D)  (R)-3-amino-5-methylhexane 
A)  (R)-4-amino-2-methylhexane 
B)  (S)-4-amino-2-methylhexane 
C)  N-ethyl N-(3-methylpropyl) amine 
D)  (R)-3-amino-5-methylhexane A

Question 2

Propose a structure that is consistent with the following spectral data:
MS:
M+ at m/z = 77
IR:
3350 cm−1 (weak, single band)
1H NMR:
δ1.05 (br s, 1H), δ1.15 (t, 6H), δ2.65 (q, 4H)

Accepted Answer

diethylamine, (CH₃CH₂)₂NH

Question 3

Give the major organic product(s) of each of the following reaction or sequence of reactions. Show all relevant stereochemistry.
-Give major product(s):

Accepted Answer

The answer of Give the major organic product(s) of each...

Question 4

Based on the following structures, name the compound.
-Name:

Accepted Answer

methyl-2-a

Question 5

Circle any of the following that would be classified as a heterocyclic amine.

Accepted Answer

The answer of Circle any of the following that would...

Question 6

What is the m/z for the α-cleavage of the following amine?

Accepted Answer

The answer of What is the m/z for the α-cleavage...

Question 7

Consider the reaction below to answer the following question(s).
Methamphetamine can be synthesized by reacting phenyl-2-propanone with methylamine in the presence of HS1U1B12S1U1B0/Ni.  
-Refer to instructions. Identify the nucleophile in the initial reaction of phenyl-2-propanone to yield intermediate A and classify the type of reaction that produces the final product from A.

Accepted Answer

The nucleophile is m

Question 8

Classify each of the nitrogen atoms in the compound shown below as primary, secondary, tertiary, or quaternary.
-Classify:

Accepted Answer

The nitrog

Question 9

Predict the major organic product obtained from the following sequence of reactions.

Accepted Answer

The answer of Predict the major organic product obtained from...

Question 10

The pKa of aniline is 6.15. What percent exists in the neutral and protonated forms in a 0.00100 M solution of aniline at pH 5.75?

Accepted Answer

Neutral: 7

Question 11

Give the major organic product(s) of each of the following reaction or sequence of reactions. Show all relevant stereochemistry.
-Give major product(s):

Accepted Answer

The answer of Give the major organic product(s) of each...

Question 12

Based on the following structures, name the compound.
-Name:

Accepted Answer

The answer of Based on the following structures, name the...

Question 13

In the following series of compounds, which is the most basic and the least basic? Explain your choices.

Accepted Answer

CH₃CH₂CH₂NH₂ Strongest base becaus

Question 14

Circle any of the following compounds, that when used as the starting material and treated as shown below, would produce a single product.

Accepted Answer

The answer of Circle any of the following compounds, that...

Question 15

Rank the following compounds in order of increasing basicity. Label the least basic compound "1" and the most basic compound "4". Place the number corresponding to the compound's rank in the blank below the compound.

Accepted Answer

The answer of Rank the following compounds in order of...

Question 16

Draw structures corresponding to each of the IUPAC names given in the following question(s).
-Draw:
hexane-1,6-diamine

Accepted Answer

The answer of Draw structures corresponding to each of the...

Question 17

Give the major organic product(s) of each of the following reaction or sequence of reactions. Show all relevant stereochemistry.
-Give major product(s):

Accepted Answer

The answer of Give the major organic product(s) of each...

Question 18

Refer to the table of pKS1U1B1aS1U1B0s below to answer the following question.pKS1U1B1aS1U1B0s of Some Arylammonium Ions    
-Refer to instructions. Based on the pKas for their corresponding ammonium ions, which arylamine above is the strongest base?

Accepted Answer

Question 19

Spectral analysis of the following compound included an IR and 1H NMR. Which of the following would be evident in this analysis?

Accepted Answer

A)  Lack of defining features in the 1H NMR 
B)  Strong singlet in the 1H NMR at about δ 2.2 
C)  Pair of bands in the IR between 3350 and 3450 cm−1 
D)  Single band in the IR between 3350 and 3450 cm−1 
E)  Both b and d 
A)  Lack of defining features in the 1H NMR 
B)  Strong singlet in the 1H NMR at about δ 2.2 
C)  Pair of bands in the IR between 3350 and 3450 cm−1 
D)  Single band in the IR between 3350 and 3450 cm−1 
E)  Both b and d

Question 20

The IR spectrum below was obtained for an unknown compound known to be an amine. How would this compound be classified based on the IR spectrum?

Accepted Answer

A)  primary amine 
B)  secondary amine 
C)  tertiary amine 
D)  quaternary ammonium salt 
A)  primary amine 
B)  secondary amine 
C)  tertiary amine 
D)  quaternary ammonium salt

Exam 18: Amines and Heterocycles

What is the IUPAC name of the following compound?

Propose a structure that is consistent with the following spectral data: MS: M+ at m/z = 77 IR: 3350 cm−1 (weak, single band) 1H NMR: δ1.05 (br s, 1H), δ1.15 (t, 6H), δ2.65 (q, 4H)

Give the major organic product(s) of each of the following reaction or sequence of reactions. Show all relevant stereochemistry. -Give major product(s):

Based on the following structures, name the compound. -Name:

Circle any of the following that would be classified as a heterocyclic amine.

What is the m/z for the α-cleavage of the following amine?

Classify each of the nitrogen atoms in the compound shown below as primary, secondary, tertiary, or quaternary. -Classify:

Predict the major organic product obtained from the following sequence of reactions.

The pKa of aniline is 6.15. What percent exists in the neutral and protonated forms in a 0.00100 M solution of aniline at pH 5.75?

Give the major organic product(s) of each of the following reaction or sequence of reactions. Show all relevant stereochemistry. -Give major product(s):

Based on the following structures, name the compound. -Name:

In the following series of compounds, which is the most basic and the least basic? Explain your choices.

Circle any of the following compounds, that when used as the starting material and treated as shown below, would produce a single product.

Rank the following compounds in order of increasing basicity. Label the least basic compound "1" and the most basic compound "4". Place the number corresponding to the compound's rank in the blank below the compound.

Draw structures corresponding to each of the IUPAC names given in the following question(s). -Draw: hexane-1,6-diamine

Give the major organic product(s) of each of the following reaction or sequence of reactions. Show all relevant stereochemistry. -Give major product(s):

Refer to the table of pKas below to answer the following question.pKas of Some Arylammonium Ions -Refer to instructions. Based on the pKas for their corresponding ammonium ions, which arylamine above is the strongest base?

Spectral analysis of the following compound included an IR and 1H NMR. Which of the following would be evident in this analysis?

The IR spectrum below was obtained for an unknown compound known to be an amine. How would this compound be classified based on the IR spectrum?

Structure and Bonding

Polar Covalent Bonds; Acids and Bases

Organic Compounds: Alkanes and Their Stereochemistry

Organic Compounds: Cycloalkanes and Their Stereochemistry

Stereochemistry at Tetrahedral Centers

An Overview of Organic Reactions

Alkenes and Alkynes

Reactions of Alkenes and Alkynes

Aromatic Compounds

Structure Determination: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet Spectroscopy

Structure Determination: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet Spectroscopy

Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols, Phenols, and Thiols; Ethers and Sulfides

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acids and Nitriles

Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Carbonyl Alpha-Substitution and Condensation Reactions

Biomolecules: Amino Acids, Peptides, and Proteins

Amino Acid Metabolism

Biomolecules: Carbohydrates

Carbohydrate Metabolism

Biomolecules: Lipids and Their Metabolism

Biomolecules: Nucleic Acids and Their Metabolism

Orbitals and Organic Chemistry: Pericyclic Reactionse

Synthetic Polymerse

Filters

Propose a structure that is consistent with the following spectral data: MS: M⁺ at m/z = 77 IR: 3350 cm−¹ (weak, single band) ¹H NMR: δ1.05 (br s, 1H), δ1.15 (t, 6H), δ2.65 (q, 4H)

The pK_a of aniline is 6.15. What percent exists in the neutral and protonated forms in a 0.00100 M solution of aniline at pH 5.75?

Refer to the table of pK_as below to answer the following question.pK_as of Some Arylammonium Ions -Refer to instructions. Based on the pK_as for their corresponding ammonium ions, which arylamine above is the strongest base?

Spectral analysis of the following compound included an IR and ¹H NMR. Which of the following would be evident in this analysis?