10/4/2018 Assignment 4 Task 6
Assignment 4 Task 6
Due: 11:59pm on Friday, October 5, 2018
You will receive no credit for items you complete after the assignment is due. Grading Policy
Naming Esters
Esters are generally formed by the reaction of a carboxylic acid and an alcohol. The IUPAC name of an ester consists of an
alkyl group and a carboxylate, separated by a space. The alkyl portion comes from the alcohol and the carboxylate name
from the carboxylic acid.
Part A
Enter the IUPAC name of the ester depicted below.
Hint 1. How to name an ester
First, identify the alcohol portion of the ester and name it as an alkyl group. Next, identify the carboxylic acid
portion of the ester, and name it as a carboxylate.
Hint 2. Identify the alcohol portion of the ester
Identify the carbon atoms that come from the original alcohol and that will make up the alkyl portion of the name.
Identify the carbon atoms by selecting each atom and assigning it a map number of 1 until all atoms are
mapped. To do this, right-click on an atom and choose Atom Properties. (Mac users: Use an equivalent
for right-clicking.) Then, clear the check mark to enable the Map field before entering a value.
ANSWER:
https://session.masteringchemistry.com/myct/assignmentPrintView?assignmentID=6602987 1/9
10/4/2018 Assignment 4 Task 6
Hint 3. Determine the name of the carboxylate
Select the name of the carboxylic acid portion of the ester, written as a carboxylate.
ANSWER:
ethanoate
ethanoic acid
butanoate
butanoic acid
ANSWER:
ethyl butanoate
Correct
The common name for this ester is ethyl butyrate.
Part B
https://session.masteringchemistry.com/myct/assignmentPrintView?assignmentID=6602987 2/9
10/4/2018 Assignment 4 Task 6
Enter the IUPAC name of the ester depicted below.
Hint 1. How to approach the problem
First, identify the alcohol portion of the ester, and name it as an alkyl group. Next, identify the carboxylic acid
portion of the ester, and name it as a carboxylate, including the substituent. To number either of the carbon
chains, start with the carbon atom nearest to the ester group, and continue out toward the ends.
Hint 2. Determine the name of the alcohol portion
Enter the correct name for the alcohol portion of the ester.
ANSWER:
propyl
Hint 3. Determine the name of the carboxylic acid portion
Choose the correct name for the carboxylic acid portion of the ester, including the substituent.
ANSWER:
3-methylpropanoate
1-methylpropanoate
3-methylpropyl
1-methylpropyl
2-methylbutanoate
3-methylbutanoate
2-methylbutyl
3-methylbutyl
ANSWER:
propyl 2-methylbutanoate
Correct
The common name of this ester is propyl 2-methylbutyrate.
Chapter 21 Reading Quiz Question 2
https://session.masteringchemistry.com/myct/assignmentPrintView?assignmentID=6602987 3/9
10/4/2018 Assignment 4 Task 6
Part A
Which compound has the highest boiling point?
Hint 1. Boiling points of carboxylic acid derivatives
Hydrogen bonding and dipolar forces have significant impacts on the physical properties of carboxylic acid
derivatives of similar molecular weight. See 21-3.
ANSWER:
Correct
Chapter 21 Reading Quiz Question 3
Part A
Which type of carboxylic acid derivative undergoes hydrolysis the fastest?
Hint 1. Reactivity of carboxylic acid derivatives
There is a well-established order of reactivity for carboxylic acid derivatives toward nucleophilic acyl substitution.
This order may be understood either in terms of the leaving group that is lost upon reaction, or by considering
resonance stabilization of the starting material. See 21-5.
ANSWER:
Amide
Acid chloride
Ester
Acid anhydride
Correct
https://session.masteringchemistry.com/myct/assignmentPrintView?assignmentID=6602987 4/9
10/4/2018 Assignment 4 Task 6
Problem 21-43
Give appropriate names for the following compounds.
Part A
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
2,3-dimethylbutanoyl chloride
Correct
Part B
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
benzoic ethanoic anhydride
Correct
Part C
Interactive 3D display mode
https://session.masteringchemistry.com/myct/assignmentPrintView?assignmentID=6602987 5/9
10/4/2018 Assignment 4 Task 6
Spell out the full name of the compound.
ANSWER:
N-methylpropanamide
Correct
Part D
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
N-propylbenzamide
Correct
Part E
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
phenyl methanoate
Correct
Part F
https://session.masteringchemistry.com/myct/assignmentPrintView?assignmentID=6602987 6/9
10/4/2018 Assignment 4 Task 6
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
methyl benzoate
Answer Requested
Part G
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
benzonitrile
Correct
Part H
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
https://session.masteringchemistry.com/myct/assignmentPrintView?assignmentID=6602987 7/9
10/4/2018 Assignment 4 Task 6
4-chlorobenzonitrile
Correct
Part I
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
dimethyl terephthalate
Correct
Part J
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
N,2,3-trimethylbenzamide
Correct
Part K
https://session.masteringchemistry.com/myct/assignmentPrintView?assignmentID=6602987 8/9
10/4/2018 Assignment 4 Task 6
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
4-hydroxyhexanoic acid lactone
Correct
Part L
Interactive 3D display mode
Spell out the full name of the compound.
ANSWER:
3-aminopentanoic acid lactam
Answer Requested
Score Summary:
Your score on this assignment is 95.5%.
You received 3.82 out of a possible total of 4 points.
https://session.masteringchemistry.com/myct/assignmentPrintView?assignmentID=6602987 9/9
