4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene

Product Information

Molecular Formula:
C39H32OP2
Molecular Weight:
578.62
Description
Ligand used in a synthesis of heterocycles by palladium-catalyzed C-N cross coupling of 3-bromothiophenes with 2-aminopyridines. Also used in a ruthenium-catalyzed alkylation of active methylene compounds with alcohols. Metal chelating ligand for catalysis.
Synonyms
(5-diphenylphosphino-9,9-dimethyl-4-xanthenyl)-diphenylphosphine; (5-diphenylphosphanyl-9,9-dimethylxanthen-4-yl)-diphenylphosphane
IUPAC Name
(5-diphenylphosphanyl-9,9-dimethylxanthen-4-yl)-diphenylphosphane
Canonical SMILES
CC1(C2=C(C(=CC=C2)P(C3=CC=CC=C3)C4=CC=CC=C4)OC5=C1C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7)C
InChI
InChI=1S/C39H32OP2/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3
InChI Key
CXNIUSPIQKWYAI-UHFFFAOYSA-N
Boiling Point
665 °C / 760 mmHg
Melting Point
224-230 °C
Flash Point
450 °C (C.C)
Purity
97 %
Appearance
White to light yellow powder to crystal
LogP
7.63460

Safety Information

Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

XLogP3
9.7
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
6
Exact Mass
578.19283964 g/mol
Monoisotopic Mass
578.19283964 g/mol
Topological Polar Surface Area
9.2Ų
Heavy Atom Count
42
Formal Charge
0
Complexity
731
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-114085213-A Preparation method of ARV-471 2022-01-20
CN-114149545-A Aqueous epoxy resin emulsion, its preparation method and application 2021-12-31
CN-114163465-A Synthesis method of alkenyl borate compound 2021-12-24
CN-114181077-A Method for synthesizing tranexamic acid 2021-12-20
CN-114014850-A Prudelamine intermediate, synthesis method thereof and method for synthesizing prasulamine from intermediate 2021-12-17
CN-114011474-A Olefin hydroformylation reaction method and catalytic system thereof 2021-12-10
CN-113999210-A Group of 2-phenylamino-4-triazolyl pyrimidine derivatives and application thereof 2021-12-03
CN-114105922-A Synthesis method of hydroxypropyl tetrahydropyrane triol 2021-12-03
CN-114105958-A Hydroximic acid-containing 2-phenylamino pyrimidine derivatives and application thereof 2021-12-03
CN-114105890-A 3-cyanophenyl-6, 7-dimethoxy-quinazoline and preparation method and application thereof 2021-11-30

Literatures

PMID Publication Date Title Journal
22905711 2012-09-07 Room temperature, palladium-mediated P-arylation of secondary phosphine oxides Organic letters
22864631 2012-08-28 Hydrogenolysis of β-O-4 lignin model dimers by a ruthenium-xantphos catalyst Dalton transactions (Cambridge, England : 2003)
22524250 2012-05-10 Imidazolopiperazines: lead optimization of the second-generation antimalarial agents Journal of medicinal chemistry
22462662 2012-04-18 Intramolecular oxycyanation of alkenes by cooperative Pd/BPh3 catalysis Journal of the American Chemical Society
22407928 2012-04-16 Synthesis of hindered anilines: copper-catalyzed electrophilic amination of aryl boronic esters Angewandte Chemie (International ed. in English)
22589910 2012-04-01 4,6-Bis(diphenyl-phosphan-yl)-2,8-di-methyl-phenoxathiin dichloro-methane monosolvate Acta crystallographica. Section E, Structure reports online
22266830 2012-02-20 An efficient mixed-ligand Pd catalytic system to promote C-N coupling for the synthesis of N-arylaminotriazole nucleosides Chemistry (Weinheim an der Bergstrasse, Germany)
22238020 2012-02-13 Constrained digold(I) diaryls: syntheses, crystal structures, and photophysics Chemistry (Weinheim an der Bergstrasse, Germany)
22111927 2011-12-22 Structure-guided evolution of potent and selective CHK1 inhibitors through scaffold morphing Journal of medicinal chemistry
22091952 2011-12-16 Synthesis of rhodamines from fluoresceins using Pd-catalyzed C-N cross-coupling Organic letters
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

Related Products

Online Inquiry
  • Verification code
USA
  • International: 1-631-504-6093
  • US & Canada (Toll free): 1-844-BOC(262)-0123
  • 45-16 Ramsey Road, Shirley, NY 11967, USA
  • Email: info@bocsci.com
  • Fax: 1-631-614-7828
UK
  • 44-20-3286-1088
  • 85 Great Portland Street, London, W1W 7LT
  • Email: info@bocsci.com
Copyright © 2025 BOC Sciences. All rights reserved.
Top
0
Inquiry Basket

No data available, please add!

Delete selectedGo to checkout

We use cookies to understand how you use our site and to improve the overall user experience. This includes personalizing content and advertising. Read our Privacy Policy

Accept Cookies
x