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34 terms

Organic Chemistry II Reactions

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Radical Allylic Bromination
NBS, CCl4, Hv
Sn2 Reactivity of Allylic halides
CH2=CHCH2X + Nu- + HoAc
Allylic Gringard Reagents
Mg, (CH3CH2)2O
Allyllithium Reagents
CH3CH2CH2CH2Li, TMEDA
hydrogenation of Conjugated dienes
H2, Pd-C, CH3CH2OH
Diels- Alder Reaction
diene + dienophile + heat
Halogenation of benzene
X2, FeX3
NItration of benzene
HNO3, H2SO2
sulfonation of benzene
SO3, H2SO4
desulfonation of benzene
H2SO4, H2O, heat
Friedel Crafts Alkylation
AlCL3, RX
Friedel Crafts Acylation
RC=OCL 1. AlCl3 2. H2O, H3O+
Ortho para directing groups
Activating: NH2, OH, NCOR, OR, alkyl, aryl Deactivating: Halogen
Meta directing groups
Deactivating: N+(CH3)3, NO2, CF3, CN, SO3H, CHO, COR, COOH, COOR, CONH2
Converting Nitro (NO2, meta) to Amino (NH2, ortho para) Group
HCL, ZN, NI,
Converting Nitro(NH2, ortho para) to Nitro(NO2, meta)
CF3CO3H
Acyl (RC=O) to alkyl
H2, Pd, CH3CH2OH
Alkyl to Acyl (RC=O)
CrO3, H2SO4, H2O
protection of nitro groups (NH2 -> HNC=OCH3)
forward: CH3C=OCL, pyridine Backward: H30+, H2O or -OH, H2O
Oxidation of Alcohols to aldehydes
PCC, CH2Cl3
Oxidation of alcohols to ketones
CrO3, H2SO4
Hydration of alkenes to ketones
H2O, Hg2+, H2SO4
Addition of Organometallic compounds
RMgX + formaldehyde + THF -> primary alcohol
RMgX + Aldehyde + THF -> secondary alcohol
RMgX + Ketone + THF -> tertiary alcohol
Hemiacetals
ROH, H30+ or ROH, NaOH (added to ketones)
Acetals
H30+, 2ROH (added to ketones)
Thioacetals formation
BF3 or ZNCl2, (CH3CH2)2O
Thioacetals Hydrolysis
H2O, HgCl2, CaCO3, CH3CN
Raney Nickel Desulfurization
Raney Ni, H2
Addition of amine derivatives (ketone to Imine)
RNH2, H
Formation of Enamines
ketone + secondary amine -> enamine + H20
Wolff-Kishner Reduction
H2NNH2, H20, NaOH
Cyanohydrins
ketone + HCN
wittig reaction
ketone + alkene + THF -> allylic + ketone etc.
Baeyer- Villiger Oxidation
Ketone + RC=OOOH + CH2Cl -> ester + RC=OOH