IUPAC Nomenclature Quiz

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16 Questions

What is the IUPAC substitutive name of glutamine?

2-amino-4-carbamoylbutanoic acid

What is the substitutive IUPAC name of malic acid?

2-hydroxy-1,4-butanedioic acid

Which of the following compounds does not contain pyridinic heteroatoms?

4-nitrophenol

Which family of organic compounds contains pyrrolic heteroatoms?

arylamines

Which compound exhibits π-π conjugation in its structure?

pentadiene-1,3

What is the IUPAC substitutive name of the compound ethyl 4-aminobenzoate?

ethyl 4-aminobenzoate

Which of the following is an example of a carbocyclic compound?

2-isopropyl-5-methylcyclohexanol

Which compound exhibits p-π conjugation in its structure?

2-hydroxypropanoic acid

What type of bond is formed by end-on overlap of two sp3 hybrid orbitals?

σ-bond

What is the functional group classification of epinephrine (2-methylamino-1-(3,4-dihydroxyphenyl)ethanol)?

phenol, secondary alcohol and secondary amine

What is the functional group classification of 4-hydroxy-3-ethoxybenzaldehyde?

aldehyde, phenol and ether

What type of bond is formed by side-by-side overlap of p-orbitals?

π-bond

What is the classification of the main chain structure of pyrimidine?

heterocyclic compound

What is the classification of glycerol (1,2,3-propanetriol)?

polyfunctional compound

What is the IUPAC substitutive name of the compound 3-carboxy-3-hydroxy-1,5-pentanedioic acid?

3-carboxy-3-hydroxy-1,5-pentanedioic acid

What is one of the functional groups in the structure of procaine (2-(diethylamino)ethyl 4-aminobenzoate)?

an ester group

Study Notes

Organic Chemistry

IUPAC Nomenclature

  • The IUPAC name of the compound 4-aminobenzoic acid is 4-aminobenzoate.
  • The IUPAC name of the compound 3-carboxy-3-hydroxy-1,5-pentanedioic acid is citric acid.
  • The IUPAC name of threonine is 2-amino-3-hydroxybutanoic acid.
  • The IUPAC name of malic acid is 2-hydroxy-1,4-butanedioic acid.
  • The IUPAC name of glutamine is 2-amino-4-carbamoylbutanoic acid.

Functional Groups

  • 4-hydroxy-3-ethoxybenzaldehyde has aldehyde, phenol, and ether functional groups.
  • 2-isopropyl-5-methylcyclohexanol is a carbocyclic compound.
  • Epinephrine (2-methylamino-1-(3,4-dihydroxyphenyl)ethanol) has phenol, secondary alcohol, and secondary amine functional groups.
  • Procaine (2-(diethylamino)ethyl 4-aminobenzoate) has an ester functional group.

Electronic Structure

  • Pyridinic heteroatoms are found in ethanal.
  • Pyrrolic heteroatoms are found in arylamines and carboxylic acids.
  • π - π conjugation is found in pentadiene-1,3, benzene, and 2-hydroxypropanoic acid.
  • p-π conjugation is found in 2-hydroxypropanoic acid.

Bonding

  • A covalent sigma bond is formed by end-on overlap of two sp3 hybrid orbitals.
  • A covalent π-bond is formed by side-by-side overlap of p-orbitals and can be easily polarized.

Test your knowledge of IUPAC substitutive names of organic compounds with these multiple-choice questions. Identify the correct IUPAC names for various compounds.

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