Chem 118A - Summary of reactions
The following list is most of the reactions you should know for the final exam. Know this
list well! Success with synthesis problems relies on knowing a) what reagents are used
for a particular reaction, and b) what those reagents do to a given starting
material/intermediate.
1.
Radical halogenation
Cl
Cl
Cl
Cl
Br
Cl
2
light
Br
2
light
Notes: 1. Radical chlorination gives a mixture of products (remember 1 : 4 : 5
reactivities of primary : secondary : tertiary hydrogen) i.e.
it is useless for
synthesis because it is very difficult to control what products you
want
to
form!
2. Radical bromination always gives a product where a most highly
substituted hydrogen
is replaced (remember 1 : 160 : 1700 reactivities of primary
: secondary : tertiary hydrogen.) 3. Radical fluorination has even worse selectivity
than chlorination (1 : 1.2 : 1.4) i.e.
it is just as useless for synthesis as
chlorination!
4. Radical iodination occurs too slowly, if at all.
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- Winter '09
- Lievens
- secondary alcohol, primary alcohol, R O R, Cl Cl Br, OH Primary alcohol
-
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