Chem 334 - Fall 1999
Organic Chemistry I

Dr. Carl C. Wamser

Chapter 7 Skills

Knowledge - Level 1

know the terminology:

chain reaction
initiation, propagation, termination
van der Waals forces
bond dissociation energy
allylic, vinylic, aryl positions
single-headed (fishhook) arrows
Grignard reagents (RMgX)
Gilman reagents (R2CuLi)

Concepts - Level 2

recognize the various factors that contribute to molecular polarity

recognize the differences between polarity and polarizability

recognize the various physical properties that depend on polarity and intermolecular interactions:

e.g., boiling point, melting point, solubility

understand how van der Waals forces affect intermolecular interactions

understand the steps of a chain reaction mechanism

recognize the stability order for alkyl radicals

understand the reasons for regioselectivity in halogenation

understand the reasons for greater regioselectivity in bromination compared to chlorination

understand the special stability of an allylic radical

understand the consequences of the polarity of a carbon-metal bond

recognize the standard reagents used to create organometallic compounds

Applications - Level 3

use bond dissociation energy data to calculate delta H for reactions

write chain reaction mechanisms, showing all steps

use the Hammond Postulate to estimate the structure of a transition state

identify reaction products from halogenation of alkanes

identify reaction products from typical reactions of organometallic compounds

Analytical Skills - Level 4

determine the relative amounts of halogenation products from a given alkane, knowing relative reactivities

Synthetic Skills - Level 5

use an appropriate reaction or sequence of reactions to create a target molecule