OChem Important Reactions

Alkyne, Alcohol, Alkene

LDA (with alkyne)

LDA → Rx (alkyne)

1 equivalent of X₂ (alkyne)

2 equivalents of X₂ (alkyne)

H₂O → H₂SO₄ (alkyne)

BH₃ → H₂O₂, OH^- (alkyne)

1. O₃ → 2. (CH₃)₂S (alkyne)

H_{2 →} Pd (alkyne)

Na⁺ (cold) → NH₃ (alkyne)

H₂ → lindler’s catalyst (alkyne)

BH₃ → CH₃CO₂H (alkyne)

Hx (alkene)

H₂O → H₂SO₄ (alkene)

ROH → H⁺ (alkene)

X₂ (alkene)

X₂ → H₂O (alkene)

O₃ → CH₃SCH₃ (alkene)

H₂ → Pd (alkene)

OsO₄ → HSO₃^- (alkene)

CrO₃ (alkene)

KmnO₄ → OH^- (cold)    (alkene)

BH₃ → H₂O₂, HO^- (alkene)

1. HgCl₂, H₂O → 2. NaBH₄ (alkene)

LDA → strong base (alcohol)

RO^-

H₂N^- → strong base (alcohol)

RO^-

H^- → strong base (alcohol)

RO^-

Li (alcohol)

RO^-

Na (alcohol)

RO^-

K (alcohol)

RO^-

HBr (alcohol)

RBr (only for 2* or 3*)

PBr₃ (alcohol)

RBr (only for 1* or 2*)

SOCl₂ (alcohol)

RCl (only for 1* or 2*)

Na+ (alcohol)

-O^-

TsCl → py (alcohol)

ROTs → which then reacts to the RNu^-

MsCl → py (alcohol)

ROMs → which then reacts to the RNu^-

H₂SO₄ → heat (alcohol)

H₂SO₄ (alcohol)

H₂CrO₄ → H₃O⁺   (1* alcohol)

carboxylic acid

H₂CrO₄ → H₃O⁺ (2* alcohol)

ketone

3* alcohol

No Reaction

PCC (1* alcohol)

aldehyde

PCC (2* alcohol)

ketone

HIO₄ → H₂O (alcohol)