CHEM 232 EXAM 4 EXAM QUESTIONS ANSWERED CORRECTLY LATEST UPDATE 2026
What reagent converts alkene to alkyl halide? - Answers HBr or HCl
What reagents convert alkene to Markovnikov alcohol with possible rearrangement? - Answers
H₂SO₄, H₂O
What reagents convert alkene to Markovnikov alcohol without rearrangement? - Answers 1.
Hg(OAc)₂, H₂O 2. NaBH₄, NaOH
What reagents convert alkene to anti-Markovnikov alcohol? - Answers 1. BH₃ 2. H₂O₂, NaOH
What reagents convert alkene to vicinal dihalide? - Answers Br₂ or Cl₂
What reagents convert alkene to halohydrin? - Answers Br₂, H₂O
What reagents convert alkene to bromoether? - Answers Br₂, ROH
What reagent converts alkene to epoxide? - Answers mCPBA
What reagents convert alkene to syn diol? - Answers OsO₄, NMO
What reagents convert alkene to anti diol? - Answers 1. mCPBA 2. H₃O⁺
What reagents convert alkene to alkane? - Answers H₂, Pd/C or Pt
What reagents convert alkene to carbonyl fragments? - Answers 1. O₃ 2. DMS or Zn
What reagents convert alkene to carboxylic acid/ketone fragments? - Answers 1. O₃ 2. H₂O₂
What reagents convert alcohol to alkene? - Answers H₂SO₄, heat
What reagents convert alcohol to alkyl bromide? - Answers PBr₃ or HBr
What reagents convert alcohol to alkyl chloride? - Answers SOCl₂, pyridine
What reagents convert 1° alcohol to aldehyde? - Answers PCC or CrO₃, HCl, pyridine
What reagent converts 1° alcohol to carboxylic acid? - Answers Jones reagent
What reagents convert 2° alcohol to ketone? - Answers PCC or Jones
What reagent converts alcohol to alkoxide? - Answers NaH
What is the Williamson ether synthesis? - Answers Alkoxide + primary alkyl halide → ether
What reagents convert aldehyde to 1° alcohol? - Answers NaBH₄ or LiAlH₄
What reagents convert ketone to 2° alcohol? - Answers NaBH₄ or LiAlH₄
What reagents convert carboxylic acid or ester to alcohol? - Answers LiAlH₄
What reagents convert aldehyde + organometallic to 2° alcohol? - Answers RLi or RMgBr, then
workup
What reagents convert ketone + organometallic to 3° alcohol? - Answers RLi or RMgBr, then workup
What reagents convert formaldehyde + organometallic to 1° alcohol? - Answers RLi or RMgBr, then
workup
What big synthesis idea is associated with carbonyl + organometallic? - Answers New C-C bond forms
What reagent converts aldehyde to carboxylic acid? - Answers Tollens reagent
What reagents convert ketone to CH₂? - Answers Zn(Hg), HCl, heat
What reagent converts terminal alkyne to acetylide? - Answers NaNH₂
What is the reaction of acetylide + primary alkyl halide? - Answers SN2 C-C bond formation
What is the reaction of acetylide + aldehyde/ketone? - Answers New C-C bond forms
What reagents convert dihalide to alkyne? - Answers Excess NaNH₂
What reagents convert alkyne to cis alkene? - Answers H₂, Lindlar catalyst
What reagents convert alkyne to trans alkene? - Answers Na, NH₃
What reagents convert alkyne to alkane? - Answers H₂, Pd/C or Pt
What reagents convert terminal alkyne to methyl ketone? - Answers HgSO₄, H₂SO₄, H₂O
What reagents convert terminal alkyne to aldehyde? - Answers 1. bulky borane 2. H₂O₂, NaOH
What happens during alkyne hydration? - Answers Enol tautomerizes to carbonyl
What is the reaction of benzene + RCl, AlCl₃? - Answers Friedel-Crafts alkylation
What is the reaction of benzene + RCOCl, AlCl₃? - Answers Friedel-Crafts acylation
What reagents convert acyl benzene to alkyl benzene? - Answers Zn(Hg), HCl, heat
What reagents convert benzene to bromobenzene? - Answers Br₂, FeBr₃
What reagents convert benzene to chlorobenzene? - Answers Cl₂, FeCl₃
What reagents convert benzene to nitrobenzene? - Answers HNO₃, H₂SO₄
What reagents convert benzene to cyclohexane? - Answers H₂, Ni, heat
What reagents indicate a carbocation intermediate? - Answers HBr/HCl, H₂SO₄/H₂O, dehydration of
alcohols
What reagents indicate a 3-membered ring intermediate? - Answers Br₂, Cl₂, halohydrin formation,
epoxidation-related steps
What reagent converts alkene to alkyl halide? - Answers HBr or HCl
What reagents convert alkene to Markovnikov alcohol with possible rearrangement? - Answers
H₂SO₄, H₂O
What reagents convert alkene to Markovnikov alcohol without rearrangement? - Answers 1.
Hg(OAc)₂, H₂O 2. NaBH₄, NaOH
What reagents convert alkene to anti-Markovnikov alcohol? - Answers 1. BH₃ 2. H₂O₂, NaOH
What reagents convert alkene to vicinal dihalide? - Answers Br₂ or Cl₂
What reagents convert alkene to halohydrin? - Answers Br₂, H₂O
What reagents convert alkene to bromoether? - Answers Br₂, ROH
What reagent converts alkene to epoxide? - Answers mCPBA
What reagents convert alkene to syn diol? - Answers OsO₄, NMO
What reagents convert alkene to anti diol? - Answers 1. mCPBA 2. H₃O⁺
What reagents convert alkene to alkane? - Answers H₂, Pd/C or Pt
What reagents convert alkene to carbonyl fragments? - Answers 1. O₃ 2. DMS or Zn
What reagents convert alkene to carboxylic acid/ketone fragments? - Answers 1. O₃ 2. H₂O₂
What reagents convert alcohol to alkene? - Answers H₂SO₄, heat
What reagents convert alcohol to alkyl bromide? - Answers PBr₃ or HBr
What reagents convert alcohol to alkyl chloride? - Answers SOCl₂, pyridine
What reagents convert 1° alcohol to aldehyde? - Answers PCC or CrO₃, HCl, pyridine
What reagent converts 1° alcohol to carboxylic acid? - Answers Jones reagent
What reagents convert 2° alcohol to ketone? - Answers PCC or Jones
What reagent converts alcohol to alkoxide? - Answers NaH
What is the Williamson ether synthesis? - Answers Alkoxide + primary alkyl halide → ether
What reagents convert aldehyde to 1° alcohol? - Answers NaBH₄ or LiAlH₄
What reagents convert ketone to 2° alcohol? - Answers NaBH₄ or LiAlH₄
What reagents convert carboxylic acid or ester to alcohol? - Answers LiAlH₄
What reagents convert aldehyde + organometallic to 2° alcohol? - Answers RLi or RMgBr, then
workup
What reagents convert ketone + organometallic to 3° alcohol? - Answers RLi or RMgBr, then workup
What reagents convert formaldehyde + organometallic to 1° alcohol? - Answers RLi or RMgBr, then
workup
What big synthesis idea is associated with carbonyl + organometallic? - Answers New C-C bond forms
What reagent converts aldehyde to carboxylic acid? - Answers Tollens reagent
What reagents convert ketone to CH₂? - Answers Zn(Hg), HCl, heat
What reagent converts terminal alkyne to acetylide? - Answers NaNH₂
What is the reaction of acetylide + primary alkyl halide? - Answers SN2 C-C bond formation
What is the reaction of acetylide + aldehyde/ketone? - Answers New C-C bond forms
What reagents convert dihalide to alkyne? - Answers Excess NaNH₂
What reagents convert alkyne to cis alkene? - Answers H₂, Lindlar catalyst
What reagents convert alkyne to trans alkene? - Answers Na, NH₃
What reagents convert alkyne to alkane? - Answers H₂, Pd/C or Pt
What reagents convert terminal alkyne to methyl ketone? - Answers HgSO₄, H₂SO₄, H₂O
What reagents convert terminal alkyne to aldehyde? - Answers 1. bulky borane 2. H₂O₂, NaOH
What happens during alkyne hydration? - Answers Enol tautomerizes to carbonyl
What is the reaction of benzene + RCl, AlCl₃? - Answers Friedel-Crafts alkylation
What is the reaction of benzene + RCOCl, AlCl₃? - Answers Friedel-Crafts acylation
What reagents convert acyl benzene to alkyl benzene? - Answers Zn(Hg), HCl, heat
What reagents convert benzene to bromobenzene? - Answers Br₂, FeBr₃
What reagents convert benzene to chlorobenzene? - Answers Cl₂, FeCl₃
What reagents convert benzene to nitrobenzene? - Answers HNO₃, H₂SO₄
What reagents convert benzene to cyclohexane? - Answers H₂, Ni, heat
What reagents indicate a carbocation intermediate? - Answers HBr/HCl, H₂SO₄/H₂O, dehydration of
alcohols
What reagents indicate a 3-membered ring intermediate? - Answers Br₂, Cl₂, halohydrin formation,
epoxidation-related steps
