10.7 The Geometry of Alkyl Radicals 10.8 Reactions That Generate Tetrahedral Stereocenters 10.9 Radical Addition to Alkenes: TheAnti-Markovnikov Addition ofHydrogen Bromide

10.3 The Reactions of Alkanes with Halogens 10.3 A Multiple Substitution Reactions Versus Selectivity 10.4 Chlorination of Methane:Mechanism of Reaction

First order overall (一级反应) The reaction is a unimolecular nucleophilic substitution（单分子亲核取代反应）

In the addition of HX to an unsymmetrically substituted alkene, the hydrogen atom adds to the carbon atom of the double bond that already has the greater number of hydrogen atoms and that the X group adds to the carbon having more alkyl substituents. Markovnikov’s rule can be restated by saying that, in the addition of HX to an alkene, the more stable carbocation intermediate is formed

1. The experimental conditions — temperature and acid concentration — that are required to being about dehydration are closely related to the structure of the individual alcohol. The relative ease with which alcohols undergo dehydration is in the following order:

SN2 reactions are highly useful in organic synthesis because they enable use to convert one functional group into another —— functional group transformation (functional group interconversion)

The C—X bond of alkyl halides is polarized. The carbon atom bears a partial positive charge, The halogen atom a partial negative charge

Energy and the Relative Stability Kinetic energy is the energy an object has because of its motion. Potential energy is stored energy. It exists only when an attractive or repulsive force exists between objects

Cycloalkanes with only one ring are named by attaching the prefix cyclo- to the names of the alkanes possessing the same number of carbon atoms

The different arrangements of atoms caused by rotation about a single bond are called conformations (构象)of the molecule, and a specific conformation is called a conformer (构象异构体, conformation isomer). An analysis of the energy changes that a molecule undergoes as groups rotate about single bonds is called a conformational analysis (构象分析)