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98327-87-8 - (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% - (+/-)-BINAP - (+/-)-(1,1'-Binaphthalene-2,2'-diyl)bis(diphenylphosphine) - H26226 - Alfa Aesar

H26226 (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98%

CAS-Nummer
98327-87-8
Synonyme
(+/-)-BINAP
(+/-)-(1,1'-Binaphthalene-2,2'-diyl)bis(diphenylphosphine)

Größe Preis ($) Menge Verfügbarkeit
5g 113,00
25g 324,00
100g 679,00
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(±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98%

MDL
MFCD00010805
EINECS
None

Chemische Eigenschaften

Formel
C44H32P2
Molmasse
622.69
Schmelzpunkt
281-285°
Sensitivität
Air Sensitive
Löslichkeit
Soluble in tetrahydrofuran, benzene and dichloromethane. Slightly soluble in ether, methanol and ethanol. Insoluble in water.

Anwendungen

(^+)-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.

Bemerkungen

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

Literaturverweise

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 Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H315-H319-H335

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

Sicherheitshinweise: P260u-P201-P280a-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Obtain special instructions before use. Wear protective gloves and eye/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

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

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