Ch. 20 - Carboxylic Acid Derivatives: NAS WorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

Esters can be tricky to name. Why? Because we won't see the word "ester" at all in the name. So how will we name them?

Well, we can name them using both the Common and IUPAC naming system and by breaking apart the functional group in 2. Let's take a look.

Concept #1: Ester Nomenclature

  • Name as an alkyl + carboxylate

Example #1: Name the structure

Example #2: Draw the molecule

Additional Problems
Draw a structural formula for the following molecule. Diethyl cis-1,2-cyclohexanedicarboxylate
The correct structure for ethyl 3-methylbutanoate is:  
Draw the structure of (E)-isopropyl 2,2-dimethylpent-3-enoate
Isoamyl acetate  is the common name of the substance most responsible for the characteristic odor of bananas. Write a structural formula for isoamyl acetate, given the information that it is an ester in which the carbonyl group bears a methyl substituent and there is a 3-methylbutyl group attached to one of the oxygens. 
In the space provided, draw the following molecule:
Give the IUPAC nomenclature of the following molecule. Include appropriate designations for geometric and chirality.
What is the IUPAC name for the following compound?  
Select the correct proper or common name for the following:a. benzyl ethanoateb. phenyl ethanoatec. ethyl benzoated. proply benzoate 
Name the following compound.
Enter the IUPAC name of the ester depicted below. 
Draw (E)-ethyl but-2-enoate. Be sure to clearly depict the correct isomer by drawing out all bonds at stereocenters.
Give the IUPAC name for the following molecule.  
Give the IUPAC name for the following molecule
Give an acceptable IUPAC name for the following compound. The IUPAC name of the compound is:
Give the systematic (IUPAC) names for these molecules.
Draw (Z)-ethyl but-2-enoate. Be sure to depict the correct isomer by drawing out all bonds at stereocenters.
Name the following compound using the IUPAC system. a. phenyl 2-methylpentanoate b. 2-methylpentyl benzanoate c. phenyl 2-methylpentanone d. benzyl 2-methylpentanoate e. 2-hexyl benzanoate
Enter the IUPAC name for the following compound. Be sure to answer all parts.
Extend the left chain as far as the simulation allows. What is the base name for an ester with a propyl group attached to the carbonyl carbon atom?