(R)-(+)-2,2-Bis(di-p-tolylphosphino)-1,1-binaphthyl

Product Information

Molecular Formula:
C48H40P2
Molecular Weight:
678.78
Description
(R)-T-BINAP complexes derived from rhodium precursors are used for the asymmetric hydroformylation of vinyl acetate. It may be employed as chiral catalyst for allylation of N-tosyl α-imino esters.
Takasago Ligands and Complexes for Asymmetric Reactions
Catalyst involved in studies of the role of excess phosphine ligand in enantioselective conjugate addition of ethylmagnesium bromide and α,β-unsaturated esterReactant serving as a precursor for: • Catalysts used for reductive amination of ketones• Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives• Chiral platinum catalysts for asymmetric Baeyer-Villiger oxidation of cyclic ketones• CuI-Tol-BINAP catalysts for enantioselective Michael reactions of Grignard reagents to unsaturated esters• BINAP Pt Dications for cation trapping
Synonyms
(R)-Tol-BINAP
IUPAC Name
[1-[2-bis(4-methylphenyl)phosphanylnaphthalen-1-yl]naphthalen-2-yl]-bis(4-methylphenyl)phosphane
Canonical SMILES
Cc1ccc(cc1)P(c2ccc(C)cc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccc(C)cc7)c8ccc(C)cc8
InChI
InChI=1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3
InChI Key
IOPQYDKQISFMJI-UHFFFAOYSA-N
Boiling Point
754.4 °C / 760 mmHg
Melting Point
254-258 °C
Flash Point
Not applicable
Purity
≥98%
Solubility
Insoluble in water.
Appearance
Powder or Crystals
Storage
Inert atmosphere. Room temperature.

Safety Information

Precautionary Statement
P280 - P305+P351+P338
Signal Word
Warning

Computed Properties

XLogP3
12.9
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
7
Exact Mass
678.26052527 g/mol
Monoisotopic Mass
678.26052527 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
50
Formal Charge
0
Complexity
897
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-112175023-A Preparation method of fatty alcohol acetyl chitobiose and fatty alcohol N-acetylglucosamine 2020-10-31
CN-111732552-A Method for synthesizing 1, 3-oxazole-2-thioketone by palladium catalysis 2020-05-20
CN-113354515-A Synthesis method of chiral trans-2-substituted cycloalkanol 2020-03-06
WO-2021123288-A1 Process and intermediates for the preparation of upadacitinib 2019-12-19
WO-2021117767-A1 Method for producing nitrogen-containing heteroarylcarboxamide acetic acid derivative 2019-12-10
WO-2021062035-A1 Luminescent materials and methods thereof 2019-09-27
WO-2021051231-A1 Photo-responsive coordination compounds with photo-controllable electron-transporting and electrical conducting properties, and fabrication of organic electronics and organic resistive memory devices with photo-switchable performance 2019-09-16
WO-2021033153-A1 Pyrazolo[3,4-b]pyrazine shp2 phosphatase inhibitors 2019-08-20
TW-202124383-A Pharmaceutical compounds 2019-08-20
CN-114206885-A Pyrazolo [3,4-B ] pyrazine SHP2 phosphatase inhibitors 2019-08-20

Literatures

PMID Publication Date Title Journal
16329088 2006-01-01 Solution structures and behavior of trans-RuH(eta(1)-BH(4)) (binap)(1,2-diamine) complexes Magnetic resonance in chemistry : MRC
15941254 2005-06-15 Asymmetric hydrogenation of tert-alkyl ketones Journal of the American Chemical Society
14583046 2003-11-05 Mechanism of asymmetric hydrogenation of ketones catalyzed by BINAP/1,2-diamine-rutheniumII complexes Journal of the American Chemical Society
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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