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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%

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

Dimensioni Prezzo ($) Quantità Disponibilità
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

Proprietà chimiche

Formula
C44H32P2
Peso formula
622.69
Punto di fusione
281-285°
Sensibilità
Air Sensitive
Solubilità
Soluble in tetrahydrofuran, benzene and dichloromethane. Slightly soluble in ether, methanol and ethanol. Insoluble in water.

Applicazioni

(^+)-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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319-H335

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

Dichiarazioni precauzionali: P260-P201-P280g-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves. 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.

Altri riferimenti

Merck
14,1223
Beilstein
5321443
Codice tariffe armonizzato
2931.39
TSCA
No

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