ORGO FINAL REAGENTS

ORGO321: Organic Chemistry 1 - Final Reagents *mostly just did the weird ones you have to memorize*

Hg(OA_c)₂ / NaBH₄

alkene (chain) —> OH group

mCPBA

epoxide

a) O₃

b) DMS

alkene (chain) —> splits into two with O= ends

HBr, light, ROOR

alkene (chain) —> adds Br

2: H₂, Pd

alkene (chain) —> alkane

a) BH₃

b) HOO^-

alkene (ring) —> OH group

CH₂N₂

carbon triangle

a) OsO₄

b) NaOH, H₂O

alkene (ring) —> 2 OH groups

excess HBr + alkyne

2 Br

excess Br₂ + alkyne

4 Br

HgSO₄a H₂SO_4, H₂O

alkyne —> ketone

a) HB(Sia)₂

b) HOO^-

alkyne —> aldehyde

NaNH₂

deprotonates alkynes

NaH

deprotonates alcohols

H₂, Lindlar’s

alkyne —> Z alkene

Li, NH_3(l)

alkyne —> E alene

3: H₂, Pd

alkyne —> alkane

a) LiAlH₄

b) H+

ketone/aldehyde —> OH group

OH, H₂O

ketone —> 2 OH groups

OCH₃^-, HOCH₃

ketone —> OH group and OCH₃

a) gringard (chain to MgBr)

b) H+

ketone/aldehyde —> chain and OH group

LDA

deprotonates alkanes: alkane w/ LG —> alkene

excess NaNH₂ heat

alkane w/ LG —> alkyne

:alkyne

alkane w/ LG —> adds alkyne

conc. H₂SO₄ heat

alcohol —> alkene