Product Name

  • Name

    (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

  • EINECS -0
  • CAS No. 76189-55-4
  • Article Data43
  • CAS DataBase
  • Density
  • Solubility insoluble in water
  • Melting Point 239-242 °C
  • Formula C44H32P2
  • Boiling Point 724.3 °C at 760 mmHg
  • Molecular Weight 622.686
  • Flash Point 419 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 22-24/25-37/39-26-36
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 76189-55-4 ((R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)
  • Hazard Symbols IrritantXi,HarmfulXn
  • Synonyms Phosphine,(1R)-[1,1'-binaphthalene]-2,2'-diylbis[diphenyl- (9CI);Phosphine,[1,1'-binaphthalene]-2,2'-diylbis[diphenyl-, (R)-;(+)-(1R)-[1,1'-Binaphthalene]-2,2'-diylbis[diphenylphosphine];(+)-BINAP;(1R)-[1,1'-Binaphthalene]-2,2'-diylbis[diphenylphosphine];
  • PSA 27.18000
  • LogP 10.92580

Synthetic route

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

(R)-2,2'-dibromo-1,1'-binaphthyl
86688-08-6

(R)-2,2'-dibromo-1,1'-binaphthyl

(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthalene
76189-55-4

(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthalene

Conditions
ConditionsYield
With n-butyllithium 1.) acetonitrile, -44 deg C, 30 min. 2.) -131 deg C, 30 min.; Yield given. Multistep reaction;
(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthalene
76189-55-4

(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthalene

(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl dioxide

(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl dioxide

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetone92%

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Chemical Properties

Molecular structure of (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (CAS NO.76189-55-4) is:

Product Name: (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
CAS Registry Number: 76189-55-4
Molecular Formula: C44H32P2
Molecular Weight: 622.68 
Melting point: 239-242 °C
Water solubility: insoluble
Sensitive: Air Sensitive
Flash Point: 419 °C
Enthalpy of Vaporization: 102.01 kJ/mol
Boiling Point: 724.3 °C at 760 mmHg
Vapour Pressure: 5.55E-20 mmHg at 25°C
Product Categories: Biphenyl derivatives;chiral;Chiral Reagents;Asymmetric Synthesis;Phosphine Ligands;Synthetic Organic Chemistry;Adamantanes;B (Classes of Boron Compounds);Ligands;N-Heterocyclic Carbene Ligands;Tetrafluoroborates;Peptide;Chiral Compound

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Safety Profile

Safty information about (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (CAS NO.76189-55-4) is:
Hazard Codes: IrritantXi,Xn
Risk Statements: 36/37/38-20/21/22 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-24/25-37/39-26-36 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S37/39:Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
F: 8-10-23

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Specification

 (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl , its cas register number is 76189-55-4. It also can be called (R)-(+)-BINAP ; (R)-BINAP ; R-BINAP .It is a white to light yellow crystal powder.

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