CHEM334Exam2Reagentsexamwith
correctanswers
weakoxidizingagents,oxidizesalcoholstoketonesoraldehydes-correct answer✔✔PCC,
NaOCl/TEMPOorAcOH,Swern,DMP
cleavesdoublebondinto2ketonesorketoneandaldehyde-correct answer✔✔1)O3-78degrees
Celsius
2)(CH3)2S
addHandOHacrosstriple bondMarkovnikov,ketoenoltautomerization-correct
answer✔✔Hg2+,H2SO4/H2O
addHandOHacrosstriple bondantiMarkovnikov,ketoenol tautomerization-correct
answer✔✔1)Sia2BH 2)H2O2, NaOH
Nitrile/estertoaldehyde
ketone/aldehyde toalcohol-correct answer✔✔(i-Bu)2AlH,H3O+orDIBAL-H,H3O+
reducestoaldehydeORallthewaytoalcohol -correct answer✔✔LAHwithcarboxylic acid
replacesOHwithCl-correct answer✔✔SOCl2
acyl chloride toaldehyde-correct answer✔✔Li+-AlH(O-t-Bu)3 orH2,Pd,BaSO4,S
removesLGandadds1R,replaces LGwithRchainattachedtoreagent-correct answer✔✔R2CuLi
, reducesketonesandaldehydetoalchols-correct answer✔✔NaBH4
H3O+orNaOH-correct answer✔✔reagentto2OHtoketone
carbonyl toOHandCN-correct answer✔✔KCNorHCN
formsanimine-correct answer✔✔R-NH2/H+
formsanenamine -correct answer✔✔R-NH/H+
formsnewcarbontocarbondoublebond-correct answer✔✔1)Ph3P-R
2)BuLi
oxidizesaldehydetocarboxylic acid-correct answer✔✔Na2CrO7orAg2O/THF,H2O,andCrO3,aq.
H2SO4/acetone
replacescarbonyl with2H-correct answer✔✔Zn(Hg)/HCl,H2O
addsandaldehydeontoabenzene-correct answer✔✔CuCl,AlCl3
formsaketone-correct answer✔✔carboxylicacidwith2R-Li,H3O+
attachesRfromGrignardthenformsketone-correct answer✔✔NitrilewithGrignardor
organolithium/H3O+
correctanswers
weakoxidizingagents,oxidizesalcoholstoketonesoraldehydes-correct answer✔✔PCC,
NaOCl/TEMPOorAcOH,Swern,DMP
cleavesdoublebondinto2ketonesorketoneandaldehyde-correct answer✔✔1)O3-78degrees
Celsius
2)(CH3)2S
addHandOHacrosstriple bondMarkovnikov,ketoenoltautomerization-correct
answer✔✔Hg2+,H2SO4/H2O
addHandOHacrosstriple bondantiMarkovnikov,ketoenol tautomerization-correct
answer✔✔1)Sia2BH 2)H2O2, NaOH
Nitrile/estertoaldehyde
ketone/aldehyde toalcohol-correct answer✔✔(i-Bu)2AlH,H3O+orDIBAL-H,H3O+
reducestoaldehydeORallthewaytoalcohol -correct answer✔✔LAHwithcarboxylic acid
replacesOHwithCl-correct answer✔✔SOCl2
acyl chloride toaldehyde-correct answer✔✔Li+-AlH(O-t-Bu)3 orH2,Pd,BaSO4,S
removesLGandadds1R,replaces LGwithRchainattachedtoreagent-correct answer✔✔R2CuLi
, reducesketonesandaldehydetoalchols-correct answer✔✔NaBH4
H3O+orNaOH-correct answer✔✔reagentto2OHtoketone
carbonyl toOHandCN-correct answer✔✔KCNorHCN
formsanimine-correct answer✔✔R-NH2/H+
formsanenamine -correct answer✔✔R-NH/H+
formsnewcarbontocarbondoublebond-correct answer✔✔1)Ph3P-R
2)BuLi
oxidizesaldehydetocarboxylic acid-correct answer✔✔Na2CrO7orAg2O/THF,H2O,andCrO3,aq.
H2SO4/acetone
replacescarbonyl with2H-correct answer✔✔Zn(Hg)/HCl,H2O
addsandaldehydeontoabenzene-correct answer✔✔CuCl,AlCl3
formsaketone-correct answer✔✔carboxylicacidwith2R-Li,H3O+
attachesRfromGrignardthenformsketone-correct answer✔✔NitrilewithGrignardor
organolithium/H3O+
