Chapter 5 Types of problems
Know the vocabulary of stereochemistry:
chirality, plane of symmetry, chirality center, stereoisomer, enantiomer,
dextrorotatory, levorotatory, optically active, specific rotation, diastereomer, meso, racemic mixture, resolution, pro-
chirality,
pro-R, pro-S, Re, Si
.
See list of terms in page 173 and 174 (Summary and Key words) and definitions in Appendix C (Glossary).
Identify chirality centers and apply the sequence rules to designate R or S configurations; predict the number of
stereoisomers, Identify meso compounds (Problems 5.37 to 5.55)
Perform calculations involving
“
Optical rotation
”
.
[
]
D
=
/l*c
(see worked example 5.2 in the textbook)
Understand the logic of resolution of enantiomers (See figure 5.13)
Identify prochiral centers, assign
pro-R
and
pro-S
atoms (or groups) and
Re
and
Si
faces (Problems 5.56 to 5.61).
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Chapter 6 Types of problems
Classify reactions as addition, elimination, substitution or rearrangement and identify
“
kinds of steps
”
within a radical
reaction as initiation, propagation, termination. (problem 6.1, 6.20)
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- Fall '13
- relative stability, different halogenated products, Bond Dissociation Energies., Draw Energy Diagrams
