Synonym: (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene; (R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl; (R)-(+)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine); (R)-(+)-BINAP
CAS Number: 76189-55-4
Empirical Formula (Hill Notation): C44H32P2
Molecular Weight: 622.67
MDL Number: MFCD00010805
Linear Formula: [(C6H5)2PC10H6-]2
Product Type: Chemical
form |
crystals |
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 |
InChI key |
MUALRAIOVNYAIW-UHFFFAOYSA-N |
mp |
239-241 °C (lit.) |
optical activity |
[α]20/D +222°, c = 0.5% in benzene |
SMILES string |
c1ccc(cc1)P(c2ccccc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccccc7)c8ccccc8 |
Application: |
(R)-BINAP reacts with allylpalladium(II) chloride dimer to form a BINAP-palladium catalyst, which can catalyze the asymmetric allylation of 1,3-diketones to form chiral 2,2-dialkyl-1,3-diketones. It may also be used in the preparation of chirally stabilized rhodium nanoparticles, which can be used as a catalyst for the asymmetric hydroformylation of styrene and vinyl acetate. |
Application: |
Takasago Ligands and Complexes for Asymmetric Reactions |
Legal Information: |
Sold in collaboration with Takasago for research purposes only. |
Packaging: |
100, 500 mg in amber glass bottle |
RIDADR |
NONH for all modes of transport |
WGK Germany |
WGK 3 |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
mp |
239-241 °C (lit.) |
UNSPSC |
12352005 |