Chapter 23 Flashcards
(30 cards)
preparation of amine from alkyl halide
prepared from alkyl halide in which alkyl halide is converted to nitride which is then reduced.
preparation of amine from alkyl halide - reagents
NaCN
LAH
H2O
Preparing amine from Carboxylic Acid
can be prepared from COOH
Preparing amine from Carboxylic Acid - reagents
SOCl2
xs NH3
LAH
H2O
to reduce COOH to CONH2
SOCl2
xs NH3
Alkylation of ammonia - reagents
R-I
NH3
Azide synthesis
to prepare primary amines as it avoids formation of secondary and tertiary halide
Azide synthesis - reagents
NaN3
LAH
H2O
Gabriel Synthesis
to prepare primary amines and avoid secondary and tertiary
Gabriel Synthesis - reagents
potassium phthalimide
Gabriel Synthesis - acidic conditions
treated with a base to release uncharged amine
Reductive amination
aldehydes and ketones can be converted into imines when treated with ammonia with acidic conditions
Reductive amination - reagents
[H+]
NH3
NaBH3CN
Acylation of amines
must acylate amino to acylate the amine group
Hofmann elimination
amines can serve as precursors in preparation of alkenes
amino must be treated with xs CH3I to created good leaving group
less substituted alkene occurs
Hofmann elimination - reagents
xs CH3I
Ag2O H2O heat
Secondary amines and nitrous acid - reagents
NaNO2
HCl
Primary amines and nitrous acid
produces diazonium salt
Reactions of sryldiazonium ions
aryl amines are converted into aryldiazonium upon treatment with nitrous acid
Reactions of aryldiazonium ions - reagents
NaNO2
HCl
Sandmeyer Reactions
uses copper salts to install halogens or cyano group onto aryldiazonium salt
Sandmeyer Reactions - cyano group
hydrolysed in acid to add COOH onto aromatic ring
Sandmeyer Reactions - cyano group- reagents
H3O+
heat
Fluorination
aryldiazonium salt is converted to fluorobenzene
