Addition Reactions
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36 Terms
Alkene + HX/Ether
Add H + X, with rearrangements (Markovnikov- syn and anti)
Alkene + H3O+
Add HO + H, with rearrangements (Markovnikov -Syn and Anti)
Alkene + Hg(OAc)2, H2O/NaBH4, OH
Add HO+ H (Markovnikov)
Alkene + Hg(OAc)2, R-OH/NaBH4, OH
Add O-R + H (Markovnikov)
Alkene + X2/CH2Cl
Add 2x X, Anti-Addition
Alkene + X2/H2O
Add X (less substituted) and OH (more substituted)
Alkene + HBr/ROOR
Add Br (less substituted) and H (more substituted) -> Mix of syn- and anti- addition
Alkene + BH3*THF/H2O2, OH-
Add OH (less substituted) and H (more substituted) -> Syn addition
Alkene + mCPBA or RCO3H/CH2C
Form epoxide -> Syn-addition
Epoxide + H3O+
Add 2x OH -> Syn-addition
Alkene + O5O4
Add 2x OH -> Syn-addition
Alkene + KMnO4 (Cold, Dilute)/NaOH, H2O
Add 2x OH ->Syn-addition
Alkene + KMnO4 (Warm, Concentrated)/H3O+
Form Ketone and Carboxylic Acid
Alkene + O3(-78 C)/(CH3)2S
Form Ketone and Aldehyde
Alkyne + Pt, Pd, or Ni/2H2
Form Alkane
Alkyne + H2, Pd/BaSO4/Lindlar's Catalyst
Form Cis-Alkene
Alkyne + Na/NH3 (l)
Form Trans-Alkene
Alkyne + X2
Add 2x X-> Anti- addition (alkene)
Alkyne + 2X2
Add 4x X (alkane)
Alkyne + HX
Add H (less substituted) and X (more substituted)
Alkyne + HgSO4/H2SO4
Form a Ketone
Alkyne + SiaBH/H2O2, OH
Form an Aldehyde (less substituted)
Secondary Alcohol + NaOCl/HOAc
Form a Ketone
Secondary Alcohol + Na2Cr2O7/H2SO4
Form a Ketone
Primary Alcohol + Na2Cr2O7/H2SO4
Form a Carboxylic Acid
Primary Alcohol + NaOCl/TEMPO
Form an Aldehyde
Primary Alcohol + (Excess)NaOCl/TEMPO
Form a Carboxylic Acid
Primary Alcohol + PCC/CH2Cl2
Form an Aldehyde
Secondary Alcohol + PCC/CH2CL2
Form a Ketone
Primary Alcohol + DMSO,CL2O2C2/Et3Ni, CH2Cl2(-60C)
Form a Ketone
Secondary Alcohol + DMSO,CL2O2C2/Et3Ni, CH2Cl2(-60C)
Form an Aldehyde
Primary Alcohol + DMP
Form an Aldehyde
Primary Alcohol + TsCL
Form an Ester
Carbonyl + LiAlH4
Forms an Alcohol with Aldehydes, Ketones, Esters, and Carboxylate Anions
Carbonyl + NaBH4
Forms an Alcohol with Esters, and Carboxylate Anions
Corbonyl + Grignard Reagent (R-X-Mg)/H2O
Forms a Secondary Alcohol