Stereochemistry Quiz

Isomers and Stereoisomers

• Compounds can be related to each other as identical, enantiomers, diastereomers, or constitutional isomers
• Enantiomers and diastereomers are types of stereoisomers

Stereoisomers and Chirality

• A compound can have multiple stereoisomers, and each stereoisomer can be assigned as R or S at the stereogenic center(s)
• Chiral molecules can be optically active, while achiral molecules cannot
• Molecules with a plane of symmetry are achiral

Conformers and Energy Diagrams

• Rotating a molecule around a bond can create different conformers
• Energy diagrams can be created to show the relative energy of each conformer

Newman Projections and Chair Conformers

• Newman projections can be converted to chair conformers
• Chair conformers can undergo ring flip to show equilibrium between conformers

Isomeric Compounds

• Isomeric compounds can be dimethylcyclopentanes, each with different properties
• Compounds can be compared based on their boiling points, chirality, and presence of a plane of symmetry

Strain in Molecules

• Strain can be present in molecules, which can be identified through Newman projections

NMR Spectroscopy

• NMR spectroscopy can be used to determine the number of 1H NMR signals a compound gives
• The number of 1H NMR signals can be used to determine the molecular structure

Molecular Formula

• A molecular formula can be used to determine the structure of a compound
• A hydrocarbon with two degrees of unsaturation can have a specific molecular formula

Aromatic Splitting Patterns

• Constitutional isomers can have different aromatic splitting patterns
• Matching a compound to its aromatic splitting pattern can be used to identify the structure

Mass Spectroscopy

• Mass spectra can be used to suggest properties of a molecule
• Mass spectra can be used to identify the structure of a compound

IR Spectroscopy

• IR spectroscopy can be used to match a compound to its IR spectrum
• IR spectroscopy can be used to identify the structure of a compound

Spectroscopic Data

• Spectroscopic data, including NMR, can be used to determine the structure of a compound
• A combination of spectroscopic data can be used to determine the structure of a compound

Test your knowledge of stereochemistry with this quiz covering the relationships between compounds, total stereoisomers, assigning R or S configurations, and drawing energy diagrams for conformers. Earn points by correctly identifying identical, enantiomers, diastereomers, constitutional isomers, or no relationship between compound pairs.