Reactions
Reactants Reagents Products Help
C/C=C\C Magnify
C[C@@H]([C@H](C)Br)Br Magnify

Note: Stereospecific reaction with anti addition based on bromonium ion intermediate
C[C@H]([C@@H](C)Br)Br Magnify

Note: Stereospecific reaction, but both enantiomer products possible since the initial addition could have occured against either face of the π bond


C/C=C/C Magnify
C[C@H]([C@H](C)Br)Br Magnify

Note: Stereospecific reaction with anti addition based on bromonium ion intermediate
C[C@H]([C@H](C)Br)Br Magnify

Note: Addition to the other face of the π bond could yield an enantiomer except, in this case, the result is a meso compound


COc1ccccc1 Magnify
COc1c(cc(cc1Br)Br)Br Magnify

Note: Alkoxy groups are such strong activators that multiple bromination will occur, even without a Lewis acid catalyst!


c1ccc2ccccc2c1 Magnify
c1ccc2c(c1)cccc2Br Magnify

Note: Naphthalene is more reactive to EAS reactions than benzene which can result in halide substitutions even in the absence of any Lewis acid catalyst.


CC#C Magnify
C/C(=C\Br)/Br Magnify

Note: Br2 adds to alkyne π bonds similar to alkene addition with respective anti-addition stereospecificity


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