Question 1

Describe the source of angle strain and torsional strain present in cyclopropane.

Accepted Answer

The angle strain arises from the compression of the ideal tetrahedral bond angle of 109.5° to 60°. The large torsional strain occurs since all C-H bonds on adjacent carbons are eclipsed.

Question 2

Draw all possible constitutional isomers for C2H6O and give common names for each structure.

Accepted Answer

Question 3

Identify the compound where the groups are axial and equatorial.

Accepted Answer

A) trans-1,4-dibromocyclohexane 
B) cis-1,4-dibromocyclohexane 
C) cis-1,3-dibromocyclohexane 
D) trans-1,2-dibromocyclohexane 
E) none of them 
A) trans-1,4-dibromocyclohexane 
B) cis-1,4-dibromocyclohexane 
C) cis-1,3-dibromocyclohexane 
D) trans-1,2-dibromocyclohexane 
E) none of them B

Question 4

Give the systematic name of the cycloalkane shown below.

Accepted Answer

4-butyl-1,

Question 5

Among the butane conformers, which occur at energy minima on a graph of potential energy versus dihedral angle?

Accepted Answer

A) gauche only 
B) eclipsed and totally eclipsed 
C) gauche and anti 
D) eclipsed only 
E) anti only 
A) gauche only 
B) eclipsed and totally eclipsed 
C) gauche and anti 
D) eclipsed only 
E) anti only

Question 6

Draw the most stable conformer of cis-1-ethyl-2-methylcyclohexane.

Accepted Answer

The answer of Draw the most stable conformer of cis-1-ethyl-2-methylcyclohexane....

Question 7

How many constitutional isomers are possible for C6H14?

Accepted Answer

A) 4 
B) 5 
C) 6 
D) 7 
E) 8 
A) 4 
B) 5 
C) 6 
D) 7 
E) 8

Question 8

Provide the IUPAC name of the compound.

Accepted Answer

A) 2-methylheptane 
B) 1-chloro-5-methylhexane 
C) 6-chloro-2-methylhexane 
D) 1,1-dimethyl-5-chloropentane 
A) 2-methylheptane 
B) 1-chloro-5-methylhexane 
C) 6-chloro-2-methylhexane 
D) 1,1-dimethyl-5-chloropentane

Question 9

Draw the most stable conformation of trans-1-tert-butyl-3-methylcyclohexane.

Accepted Answer

@#IMG-DLM&_TB1830_00

Question 10

Give the IUPAC name for the following structure:

Accepted Answer

A) 2-methyl-3-ethylheptane 
B) 3-ethyl-2-methylheptane 
C) 5-Isopropyloctane 
D) 4-Isopropyloctane 
E) 2-methyl-3-propylheptane 
A) 2-methyl-3-ethylheptane 
B) 3-ethyl-2-methylheptane 
C) 5-Isopropyloctane 
D) 4-Isopropyloctane 
E) 2-methyl-3-propylheptane

Question 11

Classify the following amines as primary, secondary, or tertiary.

Accepted Answer

primary, s

Question 12

Arrange the following amines in order of increasing boiling point, lowest bp to highest bp: (CH3)2CHCH2CH2NH2, (CH3)2CHN(CH3)2, and (CH3)2CHCH2NHCH3.

Accepted Answer

(CH₃)₂CHN(CH

Question 13

What aspect of the fused ring systems present in cholesterol make it an ideal compound to lend rigidity to cell membranes?

Accepted Answer

The trans-fused ring systems p

Question 14

Primary and secondary amines exhibit hydrogen bonding; tertiary amines do not. Explain.

Accepted Answer

The nitrogen in a tertiary amine is not

Question 15

Provide the common name of the compound.

Accepted Answer

A) neoheptyl chloride 
B) sec-heptyl chloride 
C) isoheptyl chloride 
D) tert-heptyl chloride 
E) n-heptyl chloride 
A) neoheptyl chloride 
B) sec-heptyl chloride 
C) isoheptyl chloride 
D) tert-heptyl chloride 
E) n-heptyl chloride

Question 16

Draw the chair conformer of cyclohexane. Label the axial hydrogens (Ha)and the equatorial hydrogens (He).

Accepted Answer

Question 17

Draw the Newman structure for the most stable conformation of 1-bromopropane considering rotation about the C1-C2 bond.

Accepted Answer

Question 18

View a butane molecule along the C2-C3 bond and provide a Newman projection of the lowest energy conformer.

Accepted Answer

Question 19

Provide an acceptable name for the alkane shown below.

Accepted Answer

4-isopropy

Question 20

Provide an acceptable name for the alkane shown below.

Accepted Answer

The answer of Provide an acceptable name for the alkane...

Exam 3: An Introduction to Organic Compounds

Describe the source of angle strain and torsional strain present in cyclopropane.

Draw all possible constitutional isomers for C2H6O and give common names for each structure.

Identify the compound where the groups are axial and equatorial.

Give the systematic name of the cycloalkane shown below.

Among the butane conformers, which occur at energy minima on a graph of potential energy versus dihedral angle?

Draw the most stable conformer of cis-1-ethyl-2-methylcyclohexane.

How many constitutional isomers are possible for C6H14?

Provide the IUPAC name of the compound.

Draw the most stable conformation of trans-1-tert-butyl-3-methylcyclohexane.

Give the IUPAC name for the following structure:

Classify the following amines as primary, secondary, or tertiary.

Arrange the following amines in order of increasing boiling point, lowest bp to highest bp: (CH3)2CHCH2CH2NH2, (CH3)2CHN(CH3)2, and (CH3)2CHCH2NHCH3.

What aspect of the fused ring systems present in cholesterol make it an ideal compound to lend rigidity to cell membranes?

Primary and secondary amines exhibit hydrogen bonding; tertiary amines do not. Explain.

Provide the common name of the compound.

Draw the chair conformer of cyclohexane. Label the axial hydrogens (Ha)and the equatorial hydrogens (He).

Draw the Newman structure for the most stable conformation of 1-bromopropane considering rotation about the C1-C2 bond.

View a butane molecule along the C2-C3 bond and provide a Newman projection of the lowest energy conformer.

Provide an acceptable name for the alkane shown below.

Provide an acceptable name for the alkane shown below.

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

Isomers: the Arrangement of Atoms in Space

Alkenes Thermodynamics and Kinetics

Reactions of Alkenes

Reactions of Alkynes Introduction to Multistep Synthesis

Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

Substitution Reactions of Alkyl Halides

Elimination Reactions of Alkyl Halides Competition Between Substitution and Elimination

Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds

Organometallic Compounds

Reactions of Alkanes, Radicals

Mass Spectrometry, Infrared Spectroscopy, and Uvvis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Alpha Carbon of Carbonyl Compounds

Reactions of Benzene and Substituted Benzenes

More About Amines Heterocylic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis

The Organic Mechanisms of the Coenzymes

The Chemistry of Metabolism

Nucleosides, Nucleotides, and Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Draw all possible constitutional isomers for C₂H₆O and give common names for each structure.

How many constitutional isomers are possible for C₆H₁₄?

Arrange the following amines in order of increasing boiling point, lowest bp to highest bp: (CH₃)₂CHCH₂CH₂NH₂, (CH₃)₂CHN(CH₃)₂, and (CH₃)₂CHCH₂NHCH₃.

Draw the chair conformer of cyclohexane. Label the axial hydrogens (H_a)and the equatorial hydrogens (H_e).

Draw the Newman structure for the most stable conformation of 1-bromopropane considering rotation about the C₁-C₂ bond.

View a butane molecule along the C₂-C₃ bond and provide a Newman projection of the lowest energy conformer.