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

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

Iupac Name:[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane
CAS No.: 76189-55-4
Molecular Weight:622.688
Modify Date.: 2022-02-11 09:56
Introduction: Chiral ligand for metal mediated asymmetric catalysis. (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Preparation Products And Raw materials Raw materials View more+
1. Names and Identifiers
1.1 Name
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
1.2 Synonyms

(+)-(1R)-[1,1′-Binaphthalene]-2,2′-diylbis[diphenylphosphine] (+)-BINAP (1R)-[1,1′-Binaphthalene]-2,2′-diylbis[diphenylphosphine] (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (R)-(+)-BINAP (R)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene (R)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (R)-BINAP (R)-Bis(diphenylphosphino)-1,1′-binaphthyl 1,1′-[(1R)-[1,1′-Binaphthalene]-2,2′-diyl]bis[1,1-diphenylphosphine] Phosphine, (1R)-[1,1′-binaphthalene]-2,2′-diylbis[diphenyl- Phosphine, [1,1′-binaphthalene]-2,2′-diylbis[diphenyl-, (R)- Phosphine, 1,1′-[(1R)-[1,1′-binaphthalene]-2,2′-diyl]bis[1,1-diphenyl-

1.3 CAS No.
76189-55-4
1.4 CID
634876
1.5 EINECS(EC#)
619-338-0; 616-304-7; 616-305-2
1.6 Molecular Formula
C44H32P2 (isomer)
1.7 Inchi
InChI=1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H
1.8 InChkey
MUALRAIOVNYAIW-UHFFFAOYSA-N
1.9 Canonical Smiles
C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8
1.10 Isomers Smiles
C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8
2. Properties
3.1 Melting point
239-242℃
3.1 Boiling point
724.3°C at 760 mmHg
3.1 Refractive index
235 ° (C=0.3, Toluene)
3.1 Flash Point
419°C
3.1 Precise Quality
650.22900
3.1 PSA
27.18000
3.1 logP
10.92580
3.1 Appearance
white to light yellow crystal powder
3.2 Storage
Air Sensitive. Store under Nitrogen. Ambient temperatures.
3.3 Chemical Properties
white to light yellow crystal powde
3.4 Color/Form
White to cream-white
3.5 Water Solubility
insoluble in water
3.6 StorageTemp
Room temperature.
3. Use and Manufacturing
4.1 GHS Classification
Signal: Warning
GHS Hazard Statements
Aggregated GHS information provided by 4 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
H413 (25%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
4.2 Usage
Chiral ligand for metal mediated asymmetric catalysis. (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Preparation Products And Raw materials Raw materials
4. Safety and Handling
5.1 Hazard Codes
Xi
5.1 Risk Statements
R36/37/38
5.1 Safety Statements
S26;S37/39
5.1 RIDADR
NONH for all modes of transport
5.1 WGK Germany
3
5.1 Safety

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

5.2 Sensitive
Air Sensitive
5.3 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.

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)
Prevention

none

Response

none

Storage

none

Disposal

none

2.3 Other hazards which do not result in classification

none

7. Precursor and Product
8. Other Information
8.0 Usage
(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthy is used as a chiral ligand for metal mediated asymmetric catalysis.
8.1 Usage
As a chiral ligand for asymmetric transition metal based catalyst preparation
8.2 Merck
14,1223
8.3 BRN
4914063
8.4 Chemical Properties
white to light yellow crystal powde
8.5 Uses
Chiral ligand for metal mediated asymmetric catalysis.
9. Computational chemical data
  • Molecular Weight: 622.688g/mol
  • Molecular Formula: C44H32P2
  • Compound Is Canonicalized: True
  • XLogP3-AA: 11.4
  • Exact Mass: 622.19792502
  • Monoisotopic Mass: 622.19792502
  • Complexity: 797
  • Rotatable Bond Count: 7
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Topological Polar Surface Area: 0
  • Heavy Atom Count: 46
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADcfB8AAMAAAAAAAAAAAAAAAAAAAAAAAAwYMGDAAAAAADBVAAAGAgAAAAADACAGAAwAMAAACCAAiBCAAACAAAgAAAIiAAAAIgIICKAERCAIAAggAAIiAcAgMAOgAACAAAQAAAAAAQAACAAAAAAAAAAAA==
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