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Ochem Reactions

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yurujawo's version from 2017-10-02 00:34

Section

Question Answer
Single HalogenationHX
trans dihalideX2
dehydrohalogenationKOH in EtOH
dehydrationH2SO4, H2O in THF, 50C
halohydrin anti additionX2 H2O
alternate bromohydrin reactionNBS, H2O in DMSO
markovnikov hydration of alkeneoxymercuration (HgOAc in THF, followed by NaBH4)
Anti-markovnikov hydration of alkene (syn)Hydroboration (BH3 in THF, then H2O2, H2O, OH-)
Dichlorocarbene formationCHCl3, KOH
Dichlorocarbene cycloproaneCHCl3, KOH, alkene
formation of CH2:CH2I2 + Zn(Cu) in ether
Addition of CH2:CH2I2 + alkene, Zn(Cu) in ether
syn hydrogenation of alkeneH2, Pt, Pd/C
Diol from alkeneOsO4 in pyridine, then NaHSO3 in H2O
ozonolysiscleaves double bond, obtains ketone or aldehyde
carboxylic acid and possibly CO2alkene+KMnO4, H3O+
cleavage of 1,2-diolHIO4 in H2O, THF
free radical polymerization initiationhomolytic bond breakage of benzoyl peroxide to give benzoyloxy radical
cationic polymerizationdouble bond attacks H+, then double bond attacks carbocation created
elimination of dihalideKOH in EtOH
markovnikov addition of HX to alkynemarkovnikov addition of 2 X to C (done in EtOH)
Anti addition of single HX to alkyneHX, NH4CL in EtOH
Anti addition of X2 to alkyneX2 in CH2Cl2, excess reagents adds 2 X2
Markovnikov addition of H2O to alkyneH2O, H2SO4 catalyzed by HgSO4 (goes to enol first, transforms into ketone spontaneously)
Anti markovnikov addition of H2O to alkyneBH3 in THF, followed by H2O2 sub H2O, NaOH
Alkyne to ketonealkyne + H3O+ sub HgSO4
Alkyne to alkane2 H2, Pd/C
Alkyne to alkene (syn)H2 lindlar catalyst
Alkyne to alkene (anti)Li in NH3
oxidative cleavage of alkynesKMnO4 or O3
formation of acetylide anionterminal alkyne + NaNH2 in NH3
Acetylide couplingacetylide anion + RCH2Br-> RCtripCCH2R
Dehalohydrogenation via acetylidesecondary and tertiary alkyl bromide + acetylide anion
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