Alkyl Halides. Name the following alkyl halides. How are alkyl halides prepared?. From alkanes Free radical halogenation From alkenes Hydrohalogenation Halogenation From alcohols. Free Radical Chlorination. Experimental Evidence Helps to Determine Mechanism.
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(1) Consider the free radical monochlorination of 2,2,5-trimethylhexane. Draw all of the unique products (Ignore stereoisomers). (2) Consider the free radical monochlorination of 1,4-dimethylcyclohexane. The reaction affords three different products (all C8H15Cl). Draw the three products (Ignore stereoisomers).
Reactions with HX, SOCl2, PBr3
Unimolecular Nucleophilic Substitution
7.25] Draw and name the monochlorination products of the reaction of 2-methylpentane with chlorine gas. Which are chiral?
7.36] How would you prepare the ff cpds, starting from cyclopentene and any other reagents needed?
Substitution and Elimination
Since the energy of the transition state is significant in determining the rate of the reaction, a primary substrate will react more rapidly than secondary (which is much more rapid than tertiary).