2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene (BINAP) - CAS 98327-87-8
Catalog: |
BB042139 |
Product Name: |
2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene (BINAP) |
CAS: |
98327-87-8 |
Synonyms: |
[1-(2-diphenylphosphino-1-naphthalenyl)-2-naphthalenyl]-diphenylphosphine; [1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane |
IUPAC Name: | [1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane |
Description: | Ligand employed in a palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines. Used with Cu (II) to catalyze addition of arylsulfonamides to styrenes and olefins. Amination of terpyridines with Pd catalysis. |
Molecular Weight: | 622.67 |
Molecular Formula: | C44H32P2 |
Canonical SMILES: | C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8 |
InChI: | 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 |
Boiling Point: | 724.3 °C at 760 mmHg |
Melting Point: | 283-286 °C (lit.) |
Flash Point: | Not applicable |
Purity: | 97 % |
Storage: | Keep in dark place, Inert atmosphere, Room temperature |
LogP: | 10.92580 |
GHS Hazard Statement: | H315 (85.71%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
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PMID | Publication Date | Title | Journal |
22955692 | 20121001 | Preparation of dicationic palladium catalysts for asymmetric catalytic reactions | Nature protocols |
22915378 | 20120910 | Additive effects of amines on asymmetric hydrogenation of quinoxalines catalyzed by chiral iridium complexes | Chemistry (Weinheim an der Bergstrasse, Germany) |
22736518 | 20120813 | Origin of selectivity of Tsuji-Trost allylic alkylation of lactones: highly ordered transition states with lithium-containing enolates | Chemistry (Weinheim an der Bergstrasse, Germany) |
22788840 | 20120801 | Recognition and one-pot extraction of right- and left-handed semiconducting single-walled carbon nanotube enantiomers using fluorene-binaphthol chiral copolymers | Journal of the American Chemical Society |
22730250 | 20120723 | Rhodium-catalyzed linear cross-trimerization of two different alkynes with an alkene and two different alkenes with an alkyne | Chemistry (Weinheim an der Bergstrasse, Germany) |
Complexity: | 797 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 622.19792502 |
Formal Charge: | 0 |
Heavy Atom Count: | 46 |
Hydrogen Bond Acceptor Count: | 0 |
Hydrogen Bond Donor Count: | 0 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 622.19792502 |
Rotatable Bond Count: | 7 |
Topological Polar Surface Area: | 0 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 11.4 |
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