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1) LDA
2) XR
For Terminal alkynes
Adds R where alkyne had removed hydrogen
MECHANISM
NaH / NaNH2
Removes terminal hydrogen from alkyne
Can use ketone after to add alcohol and R group
MECHANISM
Lindlars
Same as Ni2B , H2
From Alkyne
Adds syn Hydrogen
Stays double bond
Na(NH3) , H2
From Alkyne
Adds trans Hydrogens
Stays double bond
Br2
From Alkyne
Adds Br twice onto both carbons
HX
From Alkyne
Mark addition of two Br
HX , H2O2
From Alkyne
Antimark addition of two Br
H2O , H2SO4 , HgSO4
From Alkyne
Mark addition of ketone
Creates an enol (Taotomerism)
1) Sia2B-H (or 9BBN)
2) H2O2 , -OH
From Alkyne
Removes alkyne and adds ketone on one of the carbons
1) O3 , -78o
2) H2O
Breaks Alkyne
Forms Carboxylic acids
Will make CO2 if one side is terminal
KMnO4 , KOH , H2O , Heat , H+ wkup
Breaks Alkyne
Forms Carboxylic acids
Will make CO2 if one side is terminal