This site requires Javascript to be turned on. Please enable Javascript and reload the page.

Organic Chemistry Main Menu Lecture 1: Introduction to Molecular Orbitals Lecture 10: Intermolecular Forces and Intro to Reactivity Lecture 11: Alkenes as Nucleophiles I Lectures 12 and 13: Alkenes II & III Lecture 14: Benzenes as Nucleophiles I Lecture 15 objectives and skills Lecture 2: Molecular Orbitals in Organic Structures Lecture 3: Molecular Orbitals and Resonance Lecture 4: Molecular Orbitals and Aromaticity Lecture 5: Nomenclature and IR Spectroscopy Lecture 6: Stereochemistry I Lecture 7: Stereochemistry II Lecture 8: Newman and Fisher Projections Lecture 9: Conformations and Cyclohexane Rings

SOLUTION 6.1b

35992

Enantiomers – mirror image stereoisomers, same connectivity (same IUPAC name)
Diastereomers – non-mirror image stereoisomers, same connectivity (same IUPAC name)
Structural isomers – same formula, but different connectivity (different IUPAC name)
Resonance structures – same structure, different localization/view of pi electrons

This page is referenced by:

Lecture 6: Stereochemistry I 4 image_header 2020-08-28T08:08:57-07:00
Objectives and skills

KEY INFORMATION SUMMARY

PROBLEMS

Problem 6.1: Isomers
1. Label each of the following pairs of structures as enantiomers, diastereomers, structural isomers, or resonance structures. SOLUTION
2. Explain the differences between the terms listed above. SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the problem below ;)

Problem 6.2: Mirror images and enantiomers

Draw the mirror image of each structure below and determine if the images are superimposable (and represent the same compound) or non-superimposable (and represent enantiomers). SOLUTION

If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the problem below ;)

Problem 6.3: Stereoisomer notations
1. Rank the following substituents in terms of chirality priority: -OH, -SH, -Br, -C(CH₃)₃, -CH₂OH. SOLUTION
2. Circle all the chiral centers in the structures below and label with R/S notation. SOLUTION
3. Circle all the alkenes (ignore benzene rings) in the structures below and label with E/Z notation. SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the problem below ;)

Problem 6.4: Stereochemistry and nomenclature
1. Draw accurate structures (using wedges/dashes) to represent (2R,3S)-2,3-dichloropentane, (2S,3S)-2,3-dichloropentane, (2E,4S)-4-chloro-3-phenyl-2-penten-2-ol. SOLUTION
2. Determine the IUPAC name of each structure below. SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the next lecture ;)