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KOH
----->
EtOH

Dehyrdohalogentation
H2SO4 ,  H2O
--------------->
THF    50C

Dehydration
HIO4
-------->
H2O

Cleavage of 1,2 diol
RCOOOH
----------->


Epoxidation with peroxyacid
Cl2
------>
CH2Cl2

Halogenation
Anti addition in straight chain
Br2
-------->
H20

Halohydrin Formation
Markovnikov
Br2
-------->
H2O

Halohydrin Formation
Markovnikov
H2SO4 ,  H2O
---------------->
250C

Hydration  Acid Catalyzed
More sub. alcohol major
BH3 , THF
----------->
H2O2 OH-

Hydration  Hydroboration
non-markovnikov
syn addition
Hg(OAc)2 ,  H2O/THF
------------------------->
NaBH4

Hydration Oxymercuration
Markovnikov
Pd/C  ,  H2
------------>
Acetic Acid

Hydrogenation
Syn addition
H3O+
------->


Hydroxylation by acid cat epoxide hydrolysis

Anti
OsO4
-------------------->
NaHSO3 ,  H2O

Hydroxylation with OsO4
Syn Addition
KmNO4
------------>

Oxidative cleavage  using KmNO4
O3
--------->
Zn/H3O+

Oxidative Cleavage Ozonolysis
Zn(Cu)
----------->
ether

Simmons-Smith Reaction
Na+  ,  NH2
------------>


Acetylide anion
2KOH
-------->
EtOH

Dehydrohalogenation
Alkyne formation
2NaNH2
------------->
H3O+

Dehydrohalogenation

Vinyl Halide

were a halogin is coming of a Double Bond  (Vanilic)
Br2
------->
CH2CL2

Always trans & Anti Addition
BH3 THF
------------>
H2O2 , NaOH  ,  H2O

Hydration  Hydroboration

Anti Markov
H2O  , H2SO4
-------------------->
HgSO4

Hydration Oxymercuration
Markovnikov
HBr
--------->
EtOH

Hydrohalogenation
Markovnikov
2HBr
-------------->
Acetic Acid

Hydrohalogenation
Markovnikov
O3
---------->
Zn/H3O+

or

KMnO4
----------->
H3O+

Oxidation

More Oxidized
Pd/C  ,  H2
-------------->
Acetic Acid

Reduction
Alkyne to Alkane
H2
------------->
Lindlairs catalyst

Reduction
Alkyne to Alkene - Cis - Syn addition of hydrogen
Li
----------------->
-33C , NH3

Alkyne to Alkene - trans - anti addition
NBS
--------->
CCL4 , HV

Allylic- Attached to the carbon next to the double bond.

Order of stability
vinylic
2Li
------>
Pentane

Gliman reagents
X=Halogen
CuI
--------->
Ether



Mg
----->
Ether

Gringards reagents
X=halogen
HX
------>

Reduction
X= Halogen
Ether
-------->

Organo Coupling
X=halogen
PBr3
----------->
Ether  35C
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