Orgnic Chemistry Exam IV Flashcards
H2, (Pt, Pd, Ni)
(Good Catalyst)
H2, POISON (Pt, Pd, Ni)
Lindlar’s Catalyst
Na, NH3
Addition of H2 to Alkyne
1 Mol of Br2, CCl4
To Alkyne
MAJOR: TRANS-2,3-dibromo-2-butene
AND
********MINOR: Cis-2,3-dibromo-2-butene********
2 Mol Br2 (Excess Br2)
(OR Alkyne to 1 Mol of Br2)
Saturated Compound
CH3-CBr2-CBr2-CH3
1 Mol HBr
Markovnikov Addition
⇒ 2-Bromo-propene + 1 Mol HCl (Markonikov) ⇒
2-Bromo-propane
Excess HBr
CH3-CBr2-CH3
Excess HBr with H2O2
CH3-CH3-CBr2H
ANTIMARKOVNIKOV
ROOR = Peroxide
Excess HCl
CH3-CCl2-CH3
Excess in HCl Has no affect on Alkyne Chemistry
HCl affects Alkene Chemistry
HgSO4, H2SO4, H2O
1) Sia2BH, 2) H2O2, OH-
CH3-CH2-HC=O
Enol Tautomer (Briefly) Keto Tautomer in ANTI-Markovnikov
1) B2H6, 2) H2O2
1) (Sia)2BH, 2)H2O2, -OH
OH-HC=CH-CH3
Tautomerizes
HC=O-CH2CH3
You get the Enol then it Tautomerizes into the Keto Form