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

pka

3.79±0.10(Predicted)

color 

slightly beige

optical activity

-0.3137°(C=1.0043g/100ml DCM)

Water Solubility 

Insoluble in water

λmax

355nm(neat)(lit.)

InChI

InChI=1S/C20H16N2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12H,21-22H2

InChIKey

DDAPSNKEOHDLKB-UHFFFAOYSA-N

SMILES

C1(C2=C3C(C=CC=C3)=CC=C2N)=C2C(C=CC=C2)=CC=C1N

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-41-22

Safety Statements 

26-39

WGK Germany 

3

RTECS 

DU3090000

F 

10

HS Code 

29215900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

1,1'-Binaphthyl-2,2'-diamine Usage And Synthesis

Description

1,1'-Binaphthalene]-2,2'-diamine is an axially asymmetric binaphthyl ligand mainly used in enantioselective catalysis.

Chemical Properties

off-white to beige-pink powder

Uses

Novel 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 Profile

Questionable carcinogen withexperimental tumorigenic data. When heated todecomposition it emits toxic fumes of NOx.

1,1'-Binaphthyl-2,2'-diamine(4488-22-6)Related Product Information

• 1.1'-Binaphthyl-2.2'-diphemyl phosphine
• (S)-(-)-2,2'-Diamino-1,1'-binaphthalene
• 1,1'-BINAPHTHYL