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Exam 2: Mechanisms

Chapters 8,9,10 mechanisms

Answer
What reagent cleaves a terminal alkene into a carboxylic acid (0=C-OH) and a carbon dioxide molecule? (2 answers) KMnO4, H30+
What reagents (two options) cleave an internal alkene into two disubstituted carbonyl groups? O3, Zn/H3O+ or KMnO4, H30+
What 2 reagent adds X2 into an alkene? X2, CH2Cl2
What 2 reagents add alkyl substituents onto an alkyne? RCH2Br and NaNH2
What 3 reagents convert an alkene into a cyclopropane? CH2I2, Zn(Cu)in Ether
What 2 reagents add H2O to an alkene? (trans and w/ Markovnikov regiochemistry) 1. Hg(OAc2), H2O/THF 2. NaBH4
What 3 reagents convert a terminal alkene into a methyl ketone? H2SO4, H2O HgSO4
What two reagents convert a hydrohalide alkane or alkene into alkynes? Strong Base (KOH) in ethanol
What reagents turn an alkyne or alkene into a halogenated alkene or alkane? Hint: NOT IN ETHER X2 in CCH2Cl2
What 2 reagents convert an alkene into a dichlorinated cyclopropane? CHCl3, KOH
What 2 reagents convert a 1,2 diol into two carbonyl groups? HIO4,H20
What reagent converts an alkene into an epoxide? Peroxyacid (RC=0OOH)
What 2 reagents converts an alkyne into an aldehyde? (O=C-H) 1.BH3 2.H2O2
What reagent converts an alkene into a 1,2 diol? 1.OsO4 2.NaHSO3, H2O
What 2 reagents convert an alkyne into a partially hydrogenated cis alkene? H2, Lindlar
What 4 reagents add a H2O to an alkene? (anti-markovnikov, cis) 1.BH3,THF 2.H2O2, OH- *cis b/c of boron
What 2 reagents add HX to an alkene? HX in Ether
What 2 reagents convert an alkyne into a trans alkene? Li, NH3
What two reagents convert an alkyne into a hydrogenated cis alkene? H2, Lindlar catalyst
What reagent converts an epoxide into a trans diol? Strong Acid, H3O+
What 2 reagents convert an alkyne into a trans alkene? Li, NH3
What 3 reagents convert an alkene into a 1,2 diol? Hint: Weird One 1.OsO4 2. NaHSO3, H2O
What two reagents convert an alkyne into an aldehyde? (O=C-H) 1.BH3 2.H2O2
What 2 reagents cleave a 1,2 diol into two carbonyl groups? HIO4 H2O
What 2 reagents add a halogen and an alcohol group to an alkene? X2, H2O
What 4 reagents add H2O into an alkene? (anti-markovnikov regiochem and cis) 1.BH3, THF 2. H2O2, OH-
What 2 reagents convert an alkyne into a halogenated and hydrogenated alkene or alkane? HX in Ether
What two reagents create alkynes from hydrogenated and halogenated alkanes or alkenes? Strong Base (KOH) in Ethanol
What two reagents completely hydrogenate an alkyne? H2, Pd/C
What 2 reagents fully halogenate an alkyne? X2, CH2Cl2
What 2 reagents convert an alkyne into a methyl ketone? (O=C-CH3) H2SO4, H2O HgSO4
Created by: amandapls91
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