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UB CHE 201 8&9B

Alkene and Alkyne. Given Reactant and Product Give Reagent

Question	Answer
alkene --> markovnikov alkyl halide	H-X
alkene --> anti-markovnikov alkyl halide	H-Br, peroxides
alkene --> markovnikov alcohol	H20, H+
alkene ---> anti-markovnikov alcohol	1) BH3*THF, 2) H2O2, OH-
alkene ---> syn addition alkane	H2 and Pt, Pd, or Ni
alkene --> anti addition alkyl dihalide	X2
alkene ---> anti addition markovnikov halohydrin	X2, H20
alkene --> epoxide	peroxyacid, example: MCPBA
epoxide --> anti gycol	H+, H2O
alkene --> anti glycol	1) peroxyacid, 2) H+ H2O
alkene ---> syn glycol	KMnO4 (cold, dilute), OH-, H2O
alkene --> syn glycol	OsO4 , H2O2
Alkene -->ozonide	O3
ozonide --> ketones and aldehydes	(CH3)2S
alkene ---> ketones and aldehydes	1) O3, 2) (CH3)2S
alkene --> ketones and acids	KMnO4 (warm)
acetylide ---> acetylide anion	NaNH2
acetylide anion --->alkyne	R-X
acetylide anion ---> alcohol	carbonyl group containing compound (formaldehyde, aldehyde, or ketone)
alkyne ---> alkane	2H2, Pt, Pd, or Ni
alkyne --> cis alkene	H2, Pd/BaSO4, quinoline (lindlar's catalyst)
alkyne --> trans alkene	Na, NH3
alkyne --> haloalkane (4 X)	2X2
alkyne ---> geminal haloalkane (markovnikov)	2 H-X
alkyne ---> (vinyl alcohol <--> ketone), markovnikov	HgSO4, H2SO4
alkyne ---> (vinyl alcohol <--> aldehyde), anti-markovnikov	1)SiaBH*THF, 2) H2O2, NaOH
alkyne --> alpha-diketone	KMnO4, H2O, Neutral
alkyne ---> carboxylic acids	O3, H2O

Created by: HugsAndKisses on 2010-11-18

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UB CHE 201 8&9B

Alkene and Alkyne. Given Reactant and Product Give Reagent