(S)-(-)-1,1'-BINAPHTHYL-2,2'-DIAMINE

(S)-(-)-1,1'-BINAPHTHYL-2,2'-DIAMINE Basic information
Description
Product Name:(S)-(-)-1,1'-BINAPHTHYL-2,2'-DIAMINE
Synonyms:1,1'-BINAPHTHYL-2,2'-DIAMINE;(+/-)-1,1'-BINAPHTHALENE-2,2'-DIAMINE;(+/-)-2,2'-DIAMINO-1,1'-BINAPHTHALENE;2,2-DIAMINO-1,1'-BINAPHTHALENE;-diamine 99+% (HPLC);RACEMIC-2,2'-DIAMINO-1,1'-BINAPHTHYL, MIN. 96%;1,1-BINAPHY1-2,2'-DIAMINE;(+/-)-2,2'-Diamino-1,1'-binaphthyl
CAS:4488-22-6
MF:C20H16N2
MW:284.35
EINECS:
Product Categories:Achiral Nitrogen;BINAM Series;Nitrogen Compounds;Organic Building Blocks;Polyamines
Mol File:4488-22-6.mol
(S)-(-)-1,1'-BINAPHTHYL-2,2'-DIAMINE Structure
(S)-(-)-1,1'-BINAPHTHYL-2,2'-DIAMINE Chemical Properties
Melting point 242-244 °C(lit.)
Boiling point 416.85°C (rough estimate)
density 1.249
refractive index 1.6450 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form powder to crystal
pka3.79±0.10(Predicted)
color slightly beige
Water Solubility Insoluble in water
λmax355nm(neat)(lit.)
InChIKeyDDAPSNKEOHDLKB-UHFFFAOYSA-N
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-41-22
Safety Statements 26-39
WGK Germany 3
RTECS DU3090000
10
HS Code 29215900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
(S)-(-)-1,1'-BINAPHTHYL-2,2'-DIAMINE Usage And Synthesis
Description1,1'-Binaphthalene]-2,2'-diamine is an axially asymmetric binaphthyl ligand mainly used in enantioselective catalysis.
Chemical Propertiesoff-white to beige-pink powder
UsesNovel axially chiral Rh N-heterocyclic carbene complexes were prepared from axially dissymmetric 1,1'-Binaphthalene]-2,2'-diamine and applied in the Rh-catalyzed enantioselective hydrosilylation of methyl ketones. The enantioselective direct aldol reaction, organocatalyzed by recoverable BINAM- prolinamide derivatives can be highly accelerated by a catalytic amount of a carboxylic acid without a detrimental of the obtained enantioselectivities.
Safety ProfileQuestionable carcinogen withexperimental tumorigenic data. When heated todecomposition it emits toxic fumes of NOx.
(S)-(-)-1,1'-BINAPHTHYL-2,2'-DIAMINE Preparation Products And Raw materials
1.1'-Binaphthyl-2.2'-diphemyl phosphine (S)-(-)-2,2'-Diamino-1,1'-binaphthalene 1,1'-BINAPHTHYL

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