Please enable JavaScript.
Coggle requires JavaScript to display documents.
Exam 3 (Amine Reactions (Reductive Amination (Primary, Secondary,…
Exam 3
Amine Reactions
R-NH2 + excess X2/NaHCO3
RCOR' + Y-NH2/H(+)
Substitution of Pyridine
Electrophilic
Nucleophilic
R-NH2-CH2-R' Br(-) + R-NH2
Exhaustive Methylation
R-NH2 + 3 CH3I / NaHCo3
R-NH2 +RCOCl /Pyridine
Acylation of Aromatic Amines
Formation of Sulfonamides
Hoffman Elimination
Prep of Amine Oxides
Cope Rearrangment
Formation of Diazonium Salts
Arendiazonium Salts
Sandmeyer Reaction
Formation of N-Nitroamines
Reductive Amination
Primary
Secondary
Tertiary
Acylation-Reduction
Primary
Secondary
Tertiary
Gabriel Synthesis
Reduction of Azides
Reduction of Nitro Cmpds
Reduction of Nitriles
Carboxylic Acid Derivatives
Amides
Nucleophilic Acyl Substitutions
Esters
#
Acyl Halides
#
Thioesters
#
Anhydrides
#
Carboxylate
#
Carboxylic Acids (-oic acid)
Acidity
Closer e- w/d group to COOH (and more of them) increases acidity
Strong w/d group ortho increases acidity
Nomenclature
-oic acid
Highest Priority Group
Synthesis Reactions
Oxidation of Primary Alcohols and Aldehydes
R-CH2-OH + H2CrO4 / NaOCh3
Cleavage of C=C with KMnO4
RHC=CRR' + H2CrO4
Ozonolysis
RCCR' + cool KMnO4
RCCR' + O3 /H2O
Oxidation of Alkyl Benzenes by hot KMn04 or Na2Cr2O7
R-Ph-Z + Na2Cr2O7 /H2SO4
Protonation and Deprotonation
Carboxylation of Grignard Reagents
R-MgX +CO2 + H(+)
Hydrolysis of Nitriles
R-CH2-X + NaCN
H(+) or OH(-) / H2O
Reactions
#
Fischer Esterfication (Mechanism)
Synthesis of Amides
Reduction to Primary Alcohol
Conversion to a Ketone
Synthesis of Acyl Chlorides