Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

H26226 (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 97+%

CAS Number
98327-87-8
Synonyms
(±)-BINAP
(±)-(1,1'-Binaphthalene-2,2'-diyl)bis(diphenylphosphine)

Stock No. Size Price ($) Quantity Availability
H26226-06 5g 116.00
H26226-14 25g 337.00
H26226-22 100g 692.00
Add to Cart Bulk/Specialty Print Quote View Item

(±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 97+%

MDL
MFCD00010805
EINECS
619-338-0

Chemical Properties

Formula
C44H32P2
Formula Weight
622.69
Melting point
281-285°
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in tetrahydrofuran, benzene and dichloromethane. Slightly soluble in ether, methanol and ethanol. Insoluble in water.

Applications

(^+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl plays an essential role in the organic synthesis of enantioselective transformations catalyzed by the complexes of ruthenium, rhodium and palladium. It is also employed in palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines. It is used with Cu(II) to catalyze the addition of arylsulfonamides to styrenes and olefins.

Notes

Air sensitive. Keep container tightly closed in a dry and well-ventilated place.

Literature References

Hatano, B.; Hashimoto, K.; Katagiri, H.; Kijima, T.; Murakami, S.; Matsuba, S.; Kusakari, M. Enantioresolution of 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Oxide Using Inclusion Complex with Chiral 2,2'-Dihydroxy-1,1'-binaphtyl. J. Org. Chem. 2012, 77 (7), 3595-3597.

Deng, C.; Ou, G.; She, J.; Yuan, Y. Biphasic asymmetric hydroformylation and hydrogenation by water-soluble rhodium and ruthenium complexes of sulfonated (R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl in ionic liquids. J. Mol. Catal. A: Chem. 2007, 270 (1-2), 76-82.

Atesin, A. C.; Zhang, J.; Vaidya, T.; Brennessel, W. W.; Frontier, A. J.; Eisenberg, R. Synthesis, Characterization, and Catalytic Properties of New Electrophilic Iridium(III) Complexes Containing the (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Ligand. Inorg. Chem. 2010, 49 (9), 4331-4342.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,1223
Beilstein
5321443
Harmonized Tariff Code
2931.39
TSCA
No

Recommended

  • A10144

    2,3-Dihydroxybenzoic acid, 98%
  • A10288

    o-Anisidine, 99%
  • 12760

    Tris(dibenzylideneacetone)dipalladium(0), Pd 21.5% min
  • 12887

    Cesium carbonate, 99% (metals basis)
  • 43086

    Palladium(II) acetate, trimer, 99.98% (metals basis), Pd 47% min

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware