(Verified exam answers with detailed
explanations)
HX - ANSWER-Turns Double Bond into Addition of X at MarkovNikov position
HBr, ROOR - ANSWER-Turns Double Bond into Addition of X at Anti-MarkovNikov
position
H₃O⁺ - ANSWER-Turns Double Bond into Addition of Alcohol at MarkovNikov position
1)Hg(OAc)₂, H₂O 2)NaBH₄ - ANSWER-Turns Double Bond into Addition of Alcohol at
MarkovNikov position
1)BH₃, THF 2)H₂O₂, NaOH - ANSWER-Turns Double Bond into Addition of Alcohol at
Anti-MarkovNikov position with stereo-chemistry
H₂, Pt - ANSWER-Reduces Double Bond to Single Bond
Br₂ - ANSWER-Brominates both double bond positions
Br₂, H₂O - ANSWER-Brominates Anti-MarkovNikov Position, and adds Alcohol at
MarkovNikov Postion (Opposite Stereo Chemistry)
1)RCO₃H 2)H₃O⁺ - ANSWER-Adds Alcohol to both double bond positions (Opposite
Stereo Chemistry)
KMnO₄, NaOH cold - ANSWER-Adds Alcohol to both double bond positions (Same
Stereo Chemistry)
, 1)OsO₄ 2)NaHSO₃, H₂O - ANSWER-Adds Alcohol to both double bond positions (Same
Stereo Chemistry)
1)O₃ 2)DMS - ANSWER-Splits Molecule at Double Bond site and adds Oxygen to both
openings
1)xs NaNH₂ 2)H₂O - ANSWER-Makes two Possible products: One only puts halogen on
MarkovNikov Position, and other puts on halogen on each side of triple bond,
completely reduces triple bond
xs HX - ANSWER-Puts two halogens on MarkovNikov Position, completely reduces
triple bond
HX - ANSWER-Puts Halogen at MarkovNikov Position, but only reduces bond a little bit
H₂SO₄, H₂O, HgSO₄ - ANSWER-Adds Ketone at MarkovNikov Position
1)R₂BH 2)H₂O₂, NaOH - ANSWER-Triple Bond to Aldehyde
X₂ (one equivalent) CCl₄ - ANSWER-Triple Bond reduced to double bond (trans)
Excess X₂ CCl₄ - ANSWER-Reduces triple bond completely, and adds four halogens,
two on each side
1)O₃ 2)H₂O - ANSWER-Splits triple bond in half, and adds Carboxylic Acid plus O
double bond C double bond O
NaNH₂ RX - ANSWER-Adds Group to other side of triple bond
1)NaNH₂ 2)RX 3)NaNH₃(l) - ANSWER-Triple Bond to Double Bond (Trans)