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xs HX
geminal dihalide
HX
H, X, Markovnikov
H2SO4, HgSO4
=O, H, Markovnikov, ketone
R2BH/9-BBN/disiamylborane
=O, H, anti-Markovnikov, aldehyde
X2, CCl4 (major)
X, X, anti alkene
X2, CCl4 (minor)
X, X, syn alkene
xs X2, CCl4
XXXX syn and anti alkane
O3 (terminal)
carboxylic acid + CO2
O3 (internal)
2 carboxylic acids
NaNH2, RX
internal alkyne
H2, Lindlar’s catalyst/Ni2B
cis alkene
H2, Pt
alkane
Na, NH3 (l)
trans alkene
dihalide + xs NaNH2
terminal alkyne