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Br2
→
light
adds Br to the more substituted position on an alkane
Cl2
→
Light
adds Cl to an alkane
HBr
→
Replaces Alkene with Br; no stereochem preference
HBr
→
ROOR
Replaces Alkene with Br; Anti-markovnikov
H2SO4
→
H2O
Replaces Alkene with OH; no stereochem preference
Br2
→
Ch2Cl2
Replaces Alkene with Br on both ends of the former Alkene.
Cl2
→
H2O
Replaces an alkene with an OH and a Cl on the ends of the alkene.
Hg(OBc)2,H2O
→
NBH4
Replaces an alkene with an OH on the more substituted carbon
BH#, THF
→
H2O2, NaOH
Replaces an alkene with an OH on the less substituted carbon
OsO4
→
H2O2,NaOH
Replaces alkene with 2 OHs on the ends of the alkene
1.O3
→
2. (CH3)2S
Splits alkene into 2 ketones; forms 2 molecules
H2
→
Pt/Pd/Ni Catalyst
removes alkene
Trace Br2
→
Light (NBS)
Adds Br while maintaining alkene
ROH
→
H catalyst
Replaces alkene with OR group
X2,H2O
→
NaH,H2O
Replaces alkene with 2 bonds extending from both sides of the former alkene to the same O atom.
mCPBA
→
Ch2Cl2
Replaces alkene with 2 bonds extending from both sides of the former alkene to the same O atom
NaNH2
→
Replaces H with Na
NaNH2
→
Ch3X
Replaces H with CH3
HgSO4,H2SO4
→
H2O
Transforms alkyne to a ketone
Sia2BH
→
H2O2,HO
Replaces alkyne with a carbonyl group on the less substituted side.
Br2, CCl4
→
1 eq.
Replaces alkyne with an alkene with 1 Br on each end
Br2, CCl4
→
2 eq.
Replaces alkyne with an alkene with 2 Brs on each end
H-X
→
1 eq.
Break alkyne into alkene and adds X onto more substitituted end
H-X
→
2 eq.
Breaks alkyne into alkane and adds 2Xs onto more substituted carbon.
H2SO4(Cat.)
→
Hv
Replaces OH with Alkene
H2, Cat.
→
turns alkyne into alkane
H2, Lindlar
→
turns alkyne into alkene with Z configuration
Na, NH3(liq)
→
CH3OH
turns alkyne into an alkene with E configuration
PBr3
→
Converts Primary and Secondary OHs into Br
SoCl2
→
Pyridine
Converts Primary and Secondary OHs to Cl
H2SO4 (Cat.)
→
hv (working on a diol)
Converts diols to a double bonded Oxygen
HIO4
→
Splits Diols at a C-C bond and replaces OH with double bonded oxygen