ch 12 ochem review

rxns memorization

Making Ether

• Alkoxymercuration-reduction (ALKENE+ Hg(OAC)2 + EtOH + REDUCTION→)

Making Ethers

• Alkene +H2SO4 + MeOH

Making epoxides

• William ether synthesis (halohydrin (alkane (OH & Br group) + NaH )

Making epoxides

• Alkene + Proxy acid (RCO3H)

Making epoxide

Alkene→ Br2 & H2O→base (OH-, NaH, etc)

Breaking epoxides

• Epoxide+ EtOH in NaOEt solvent

Breaking epoxides

• Grignard (-MgBr) + H3O+

Breaking epoxides

• Epoxide + EtOH in H2SO4 (O accepts H from S. acid)

Making Ethers

• Williamson ether synthesis (R-OH+ R-X)

Breakin ethers

• Strong acids (HI, HCl, HBr, Etc. [SN2 if primary C] [SN1 if tertiary C])

Making diols

• Alkene + RCO3H + H3O (Trans diol)

Breaking diols

• H5IO6 (creates ketones & aldehydes by making c-c bonds where there OH groups)

Making Diol

• Alkene + OsO4 (Cis diol)

Making Diol

• Alkene + KMnO4 (Cis diol)

Making Ethers

• Industrial ether prep (EtOH +H2SO4→EtO2)