adds two halogens, alkane or alkene
- anti stereo
- optional inert solvent
- first br makes bridged ion
alkene + x2 + h2o
adds oh and x + en
- oh on more stable, x on first
- anti stereo
alkene + 1. hg(OAc)2, h2o 2. nabh4
adds oh
- no rearrangement
- mark
- anti stereo
- hgoac bridged ion
alkene/alkyne + 1. bh3 2. h2o2, naoh
adds oh (becomes enol --> ketone or aldehyde)
- anti mark
- syn stereo
- no rearrangement
alkene + 1. OsO4 + h2o2 2. NaHSo3, h2o OR hio4 OR cold mno4-, h2o, ph 8>, hio4
adds 2 oh
- syn stereo
- nasho3 disconnects the os from the two o that got added to form oh
alkene + 1. o3, 2. Me2S
cleaves and oxidizes
- not stereo
alkene/alkyne + h2 + tr metal catalyst
makes alkane
- not regiosel
- syn stereo
alkene + 1. o3, 2. h2o2 OR kmno4/warm
cleaves and fully oxidizes
alkyne + nanh2
alkyne with one free end (c-)
dibromo/chloroalkane + 1. 3NaNH3 2. H2O
alkyne (also allene)
alkene/alkyne + hx
add x
- mark (or on the one w an x already)
alkyne + h2o + acid (h2so4) + hg(ii) salt
add oh (tautomer)
- mark
alkyne + 1. bh3 2. acetic acid
adds 2h
- cis alkene (syn stereo)
- 3 moles of reactants for each bh3
alkyne + h2 + na/li + nh3(l)
trans alkene
tr alkene + 1. mcpba 2. h+/h20
add 2 oh
- both r groups are on same side
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