Question 1

Behold the structure of vanillin, which is the main ingredient in vanilla extract.
​
  ​
The functional groups in vanillin are best described as

Accepted Answer

A)  a ketone, a phenol, and an ether. 
B)  an alcohol, an aldehyde, and an ether. 
C)  a ketone, an alcohol, and an ether. 
D)  a phenol, an aldehyde, and an ether. 
E)  an aldehyde, a phenol, and an alcohol. 
A)  a ketone, a phenol, and an ether. 
B)  an alcohol, an aldehyde, and an ether. 
C)  a ketone, an alcohol, and an ether. 
D)  a phenol, an aldehyde, and an ether. 
E)  an aldehyde, a phenol, and an alcohol. D

Question 2

Which is a correct Newman projection of 3-methylpentane?

Accepted Answer

A)  
   
B)  
   
C)  
   
A)  
   
B)  
   
C)  
   A

Question 3

Consider the compound:
  The largest substituent group mentioned (cited) explicitly in the name of this compound is

Accepted Answer

A)  tert-butyl. 
B)  methyl. 
C)  ethyl. 
D)  propyl. 
E)  octyl.f. 
some other group. 
A)  tert-butyl. 
B)  methyl. 
C)  ethyl. 
D)  propyl. 
E)  octyl.f. 
some other group. C

Question 4

How many hydrogens are there in a noncyclic alkane containing 10 carbons?

Accepted Answer

Noncyclic alkanes have the mol

Question 5

Identify the correct name for the compound.
​
  ​

Accepted Answer

A)  1,1,1,4,4,4-hexamethylbutane 
B)  1,2-di-tert-butylethane 
C)  2,2,5,5-tetramethylhexane 
D)  some other name 
A)  1,1,1,4,4,4-hexamethylbutane 
B)  1,2-di-tert-butylethane 
C)  2,2,5,5-tetramethylhexane 
D)  some other name

Question 6

Complete a Newman projection of the most stable conformation of this compound about the bond marked with the arrow. The carbon with the asterisk should be in front. You can use group abbreviations for large groups.
​

Accepted Answer

The most stable conformation i

Question 7

Behold the molecule hydroxyproline, drawn in its un-ionized form. Hydroxyproline is an important constituent (in combined form) of collagen. Which correctly describes the functional groups in hydroxyproline?
​

Accepted Answer

A)  alcohol, amine, carboxylic acid 
B)  alcohol, amide, carboxylic acid 
C)  amide, amine, carboxylic acid 
D)  ester, carboxylic acid, amine 
E)  None of these lists all of the functional groups correctly. 
A)  alcohol, amine, carboxylic acid 
B)  alcohol, amide, carboxylic acid 
C)  amide, amine, carboxylic acid 
D)  ester, carboxylic acid, amine 
E)  None of these lists all of the functional groups correctly.

Question 8

Given the structure, classify each of the hydrogens as primary, secondary, or tertiary.
​

Accepted Answer

The primary hydrogens are labe

Question 9

Consider the structure of methyl acetate. Draw an alcohol that is a constitutional isomer. It may contain other functional groups.
​
   ​

Accepted Answer

A constitutional isomer has the same mol

Question 10

Consider the compound. This compound is a constitutional isomer of which unbranched alkane?

Accepted Answer

The compound has nin

Question 11

Which one of the Newman projections is correct for the projected bond indicated by the arrow in 2,2,4-trimethylpentane?
​
  ​

Accepted Answer

A)  
   
B)  
   
C)  
   
A)  
   
B)  
   
C)

Question 12

Name the alkane using an IUPAC systematic name.

Accepted Answer

The correc

Question 13

Provide an IUPAC systematic name for this compound.
   ​

Accepted Answer

The IUPAC

Question 14

Consider the following alkane, shown in a skeletal structure. What is the IUPAC name of this compound?
​

Accepted Answer

The IUPAC

Question 15

Complete the Newman projection on the right for the compound on the left, with the projection taken about the C3-C4 bond. The Newman projection should show the least stable staggered conformation.

Accepted Answer

The three staggered conformati

Question 16

Which compound has the highest boiling point?

Accepted Answer

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

Question 17

Give the systematic (IUPAC) name of this alkane.
​

Accepted Answer

The alkane should be

Question 18

Select all Newman projections that are valid Newman projections for stable conformations of butane. ("Stable" means located at any energy minimum in a plot of energy vs. dihedral angle.)
​

Accepted Answer

A, B, and D. Projection B is a projectio

Question 19

The compound with the greatest boiling point is

Accepted Answer

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

Question 20

Draw the structure of 2-butyl-1,1-dimethylcyclohexane.

Accepted Answer

Start by drawing the parent na

Exam 2: Alkanes and Organic Nomenclature

Behold the structure of vanillin, which is the main ingredient in vanilla extract. ​ ​ The functional groups in vanillin are best described as

Which is a correct Newman projection of 3-methylpentane?

Consider the compound: The largest substituent group mentioned (cited) explicitly in the name of this compound is

How many hydrogens are there in a noncyclic alkane containing 10 carbons?

Identify the correct name for the compound. ​ ​

Complete a Newman projection of the most stable conformation of this compound about the bond marked with the arrow. The carbon with the asterisk should be in front. You can use group abbreviations for large groups. ​

Behold the molecule hydroxyproline, drawn in its un-ionized form. Hydroxyproline is an important constituent (in combined form) of collagen. Which correctly describes the functional groups in hydroxyproline? ​

Given the structure, classify each of the hydrogens as primary, secondary, or tertiary. ​

Consider the structure of methyl acetate. Draw an alcohol that is a constitutional isomer. It may contain other functional groups. ​ ​

Consider the compound. This compound is a constitutional isomer of which unbranched alkane?

Which one of the Newman projections is correct for the projected bond indicated by the arrow in 2,2,4-trimethylpentane? ​ ​

Name the alkane using an IUPAC systematic name.

Provide an IUPAC systematic name for this compound. ​

Consider the following alkane, shown in a skeletal structure. What is the IUPAC name of this compound? ​

Complete the Newman projection on the right for the compound on the left, with the projection taken about the C3-C4 bond. The Newman projection should show the least stable staggered conformation.

Which compound has the highest boiling point?

Give the systematic (IUPAC) name of this alkane. ​

Select all Newman projections that are valid Newman projections for stable conformations of butane. ("Stable" means located at any energy minimum in a plot of energy vs. dihedral angle.) ​

The compound with the greatest boiling point is

Draw the structure of 2-butyl-1,1-dimethylcyclohexane.

Chemical Bonding and Chemical Structure

The Curved-Arrow Notation, Resonance, Acids and Bases, and Chemical Equilibrium

Introduction to Alkenes and Alkynes

Addition Reactions of Alkenes and Alkynes

Principles of Stereochemistry

Cyclic Compounds and Reaction Stereochemistry

Nomenclature and Noncovalent Intermolecular Interactions

The Chemistry of Alkyl Halides

Free-Radical Reactions, Main-Group Organometallic Compounds, and Carbenes

The Chemistry of Alcohols and Thiols

The Chemistry of Ethers, Epoxides, Glycols, and Sulfides

Introduction to Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Dienes and Aromaticity

The Chemistry of Benzene and Its Derivatives

Allylic and Benzylic Reactivity

The Chemistry of Aryl Halides, Vinylic Halides, and Phenols

The Chemistry of Aldehydes and Ketones

The Chemistry of Carboxylic Acids

The Chemistry of Carboxylic Acid Derivatives

The Chemistry of Enolate Ions, Enols, and Α,β-Unsaturated Carbonyl Compounds

The Chemistry of Amines

Carbohydrates

The Chemistry of Thioesters, Phosphate Esters, and Phosphate Anhydrides

The Chemistry of the Aromatic Heterocycles and Nucleic Acids

Amino Acids, Peptides, and Proteins

Pericyclic Reactions

Filters

Behold the structure of vanillin, which is the main ingredient in vanilla extract. The functional groups in vanillin are best described as

Identify the correct name for the compound.

Complete a Newman projection of the most stable conformation of this compound about the bond marked with the arrow. The carbon with the asterisk should be in front. You can use group abbreviations for large groups.

Behold the molecule hydroxyproline, drawn in its un-ionized form. Hydroxyproline is an important constituent (in combined form) of collagen. Which correctly describes the functional groups in hydroxyproline?

Given the structure, classify each of the hydrogens as primary, secondary, or tertiary.

Consider the structure of methyl acetate. Draw an alcohol that is a constitutional isomer. It may contain other functional groups.

Which one of the Newman projections is correct for the projected bond indicated by the arrow in 2,2,4-trimethylpentane?

Provide an IUPAC systematic name for this compound.

Consider the following alkane, shown in a skeletal structure. What is the IUPAC name of this compound?

Give the systematic (IUPAC) name of this alkane.

Select all Newman projections that are valid Newman projections for stable conformations of butane. ("Stable" means located at any energy minimum in a plot of energy vs. dihedral angle.)