Orgo 1 Reactions

Acid Cataylzed Hydration (alkene)

Markovikov, C rearrangements, diluted H2SO4 in H2O adds OH. Concentrated H2SO4 dehydrates and adds pi bond.

Oxymercuration-demuration

racemic, OH added nor earrangement, markovnivkov, Hg(OAc)2, NaBH4

Hydroboration-oxidation

1.BH3,THF

2.NaOH,H2O2

adds OH anti-markovnikov, syn stereospecificity

Halogenation (alkene)

Adds Halogen and OH with antistereospecificty and markovnikov

Epoxidation of Alkenes

1.Me/mCPBA CO3H,

2.H+,H2O

adds 2 OH synstereo and anti

Syn dihydroxylation

1.OsO4, NMO

2.KMnO4,KOH

Adds 2 OH syn

Reduction

turns alkene to Hs

H2, Pt, stereospecfiic, syn

Ozonolysis

1.O3

2.DMS/H2

cleaves double bond into two molecules with ketone

Alkyne to cis alkene

H2, Lindlar Catalyst

Alkyne to trans alkene

dissolving metal reduction

Na(s), NH3(l)

alkene to alkane

hydrogenation

Pt/Pd, H2

hydrohalogenation (alkyne)

HBr, ROOR

turns a pi bond into Br-C, anti-mark

methyl ketone

1. H+, H2o

2. HgSO4

aldehyde

1.BH3, THF

2.NAOH, H2O2

Halogenation(alkyne)

X2(equivalents) addes halogen anti

ozonolysis(alkyne)

O3, H2O

cuts triple bond into carboxylic acid

terminal alkyne→ one CO2

symmetric→ one COOH