Cas no 161265-03-8 (4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene)

4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) is a bidentate diphosphine ligand widely used in transition-metal-catalyzed reactions, particularly in cross-coupling and hydrogenation processes. Its rigid xanthene backbone provides excellent steric and electronic stability, enhancing catalytic efficiency and selectivity. The ligand’s wide natural bite angle (～108°) facilitates the formation of stable metal complexes, improving reaction yields and reducing side products. Xantphos is particularly effective in palladium-catalyzed C–C and C–N bond formations, as well as in hydroformylation reactions. Its air-stable crystalline form and compatibility with various solvents make it a practical choice for both academic and industrial applications. The dimethyl substitution at the 9-position further increases its solubility and handling convenience.
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene structure
161265-03-8 structure
Product Name:4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
CAS No:161265-03-8
MF:C39H32OP2
MW:578.618311882019
MDL:MFCD00233866
CID:65590
PubChem ID:636044
Update Time:2025-12-31

4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene Chemical and Physical Properties

Names and Identifiers

    • 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene
    • Xantphos
    • 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
    • (9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine)
    • 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene, Xantphos
    • 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene,XantPhos
    • Dimethylbisdiphenylphosphinoxanthene
    • (5-diphenylphosphanyl-9,9-dimethylxanthen-4-yl)-diphenylphosphane
    • 4,5-Bis(diphenylphospheno)-9,9-dimethylxanthene
    • 9-diMethyl-4
    • 4,5-Bis(diphenylphosphino)-9,9
    • 5-bis(diphenylphosphino)-9H-xanthene
    • 4,5-Bis(diphenylphospheno)-9,9-dimethyl
    • 4,5- two -9,9- two methyl oxygen hetero
    • XANT PHOS
    • 98% XantPhos
    • Xantphos 97%
    • 9,9-DiMethyl-4,5-bis(diphenylp
    • (9,9-DIMETHYL-9H-XANTHENE-4,5-DIYL)BIS(DIPHENYLPHOSPHANE)
    • NMU72MOG9B
    • CXNIUSPIQKWYAI-UHFFFAOYSA-N
    • [5-(diphenylphosphanyl)-9,9-dimethyl-9H-xanthen-4-yl]diphenylphosphane
    • 4,5-bis-diphenylphosphanyl-9,9-dimethyl-9h-xanthene
    • (
    • 4,5-Bis(diphenylphosphino)-9,9-dimethyl Xantphos
    • (5-diphenylphosphanyl-9,9-dimethyl-xanthen-4-yl)-diphenyl-phosphane
    • 4,5-bis (diphenylphosphino)-9,9-dimethylxanthene
    • 4,5-Bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene
    • Y-200029
    • Xantphos, 97%
    • Fmoc-2-amino-5-chlorobenzoicacid
    • 4,5-Bis(diphenylphosphino)-9,9-dimethyl xanthene
    • 9,9-dimethyl-4,5-bis (diphenylphosphino)xanthene
    • 4,5-bis(diphenylphosphino)-9,9 dimethylxanthene
    • 5-[4-(2,3-Dihydrofuro[3,2-c]pyridin-4-yloxy)phenyl]-4,6-dimethylpyridazin-3(2H)-one (3)
    • MFCD00233866
    • BDBM337365
    • [5-(Diphenylphosphino)-9,9-dimethyl-9H-xanthen-4-yl](diphenyl)phosphine #
    • 4,5-bis(diphenyl-phosphino)-9,9-dimethylxanthene
    • 4,5-bis-(diphenylphosphanyl)-9,9-dimethyl-9H-xanthene
    • (9,9-dimethyl-9h-xanthene-4,5-diyl)bis[diphenyl phosphine]
    • 4,5-bis(diphenylphosphino) 9,9-dimethylxanthene
    • BCP05531
    • 4,5-bis(diphenylphos-phino)-9,9-dimethylxanthene
    • Xantphos [MI]
    • 4,5-Bis(diphenylphospheno)-9,9-dimethyl xanthene
    • Xanthphos
    • C39H32OP2
    • 4,5-Bis(diphenyl phosphino)-9,9-dimethyl xanthene
    • 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenyl-phosphine
    • 4,5-bis(diphenylphosphino)-9,9-dimethlxanthene
    • 4,5-bis(diphenyl-phosphino)-9,9-dimethyl-9H-xanthene
    • SCHEMBL124677
    • dimethyl bisdiphenylphosphinoxanthene
    • Phosphine, 1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenyl-
    • 9,9-dimethyl-4,5-bis(diphenylphosphino)-xanthene
    • 4,5-bis(diphenylphophino)-9,9-dimethylxanthene
    • SCHEMBL6953
    • DTXSID20348350
    • BP-12287
    • (9,9-dimethyl-9H-xanthene-4,5-diyl)bis[diphenylphosphine]
    • 9,9-dimethyl-4,5-bis(diphenyl-phosphino)-xanthene
    • 4,5bis(diphenylphosphino)-9,9-dimethylxanthene
    • CS-D1124
    • Q2135551
    • AKOS005145677
    • US9745317, 3
    • 4,5-bisdiphenylphosphanyl-9,9-dimethyl-9H-xanthene
    • 4,5-bis(diphenyl phosphino)-9,9-dimethylxanthene
    • 4,5-bis(diphenylphosphino)-9,9-dimethyxanthene
    • 9,9-dimethyl-4,5-bis(diphenyl phosphino)xanthene
    • 9,9-dimethyl-4,5-bis-(diphenylphosphino)xanthene
    • 4,5-bis(diphenylphoshino)-9,9-dimethylxanthene
    • 4,5-bis-(diphenylphosphino)9,9-dimethylxanthene
    • UNII-NMU72MOG9B
    • 9,9-dimethyl-4,5-bis(diphenylphoshino)xanthene
    • 9,9-dimethyl-4,5-bis(diphenylphosphino)-9H-xanthen
    • 9,9-dimethyl-4,5-bis-(diphenylphosphino)-xanthene
    • 4,5-bis(diphenylphosphino)-9,9-dimehtylxanthene
    • AC-4980
    • B2709
    • EN300-32025
    • 9,9-dimethyl-4,5-bis(diphenylphospino)xanthene
    • 4,5-bis-(diphenylphosphino)-9,9-dimethylxanthene
    • 4.5-bis(diphenylphosphino)-9,9-dimethylxanthene
    • Xanthene, 4,5-bis(diphenylphosphino)-9,9-dimethyl-
    • 4,5-Bis(diphenylphosphino)-9,9-dimethyl-xanthene
    • FT-0645040
    • 4,5-bis(diphenyl)phosphino-9,9-dimethylxanthene
    • (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(di-phenylphosphine)
    • 4,5 Bis(diphenyl-phosphino)-9,9-dimethylxanthene
    • Z337707760
    • 4,5-bis (diphenylphosphino) -9,9-dimethylxanthene
    • 161265-03-8
    • Phosphine, 1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenyl-
    • 9,9-dimethyl-4,5-bis(diphenylphosphino) xanthene
    • AM84537
    • (9,9-dimethyl-9H-xanthene-4,5-diyl)-bis(diphenylphosphine)
    • (9,9-dimethyl-9H-xanthen-4,5-diyl)bis(diphenylphosphine)
    • SY002425
    • (9,9-dimethyl-9H-xanthene-4,5-diyl)bis-(diphenylphosphine)
    • A810241
    • STR08712
    • Phosphine, (9,9-dimethyl-9H-xanthene-4,5-diyl)bis[diphenyl-
    • 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene
    • J-501712
    • 9,9-dimethyl4,5-bis(diphenylphosphino)xanthene
    • STL556218
    • DB-009563
    • 4,5-Bis(diphenylphosphino)-9,9-dimethyl-xanthene?
    • 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene;Dimethylbisdiphenylphosphinoxanthene
    • HY-Y0091
    • (9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[diphenyl-phosphine; (9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[diphenylphosphine]; 4,5-Bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene; 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene; 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene; Xantphos
    • 4,5-Bis(diphenylphosphino)-9,9- dimethylxanthene
    • BBL102416
    • MDL： MFCD00233866
    • 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
    • SMILES： P(C1C=CC=CC=1)(C1C=CC=CC=1)C1=CC=CC2=C1OC1C(=CC=CC=1C2(C)C)P(C1C=CC=CC=1)C1C=CC=CC=1
    • BRN： 7085968

Computed Properties

  • Exact Mass: 578.19300
  • Monoisotopic Mass: 578.193
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 42
  • Rotatable Bond Count: 6
  • Complexity: 731
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 9.2
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 9.7

Experimental Properties

  • Color/Form: White crystalline powder
  • Density: 1.3700
  • Melting Point: 227.0 to 231.0 deg-C
  • Boiling Point: 665.7°C at 760 mmHg
  • Flash Point: 449.9℃
  • Solubility: Soluble in organic solvents.
  • PSA: 36.41000
  • LogP: 7.63460
  • Solubility: Not determined
  • Vapor Pressure: No data available

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

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

  • HS CODE：2932999099
  • Customs Data：

    China Customs Code:

    2932999099

    Overview:

    2932999099. Other heterocyclic compounds containing only oxygen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SU ZHOU XIN JIA YUAN HUA XUE Technology Co., Ltd.
600388-5g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 98%
5g
 ￥120.0 2022-09-28
SU ZHOU XIN JIA YUAN HUA XUE Technology Co., Ltd.
600388-1g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 98%
1g
 ￥40.0 2022-09-28
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B2709-5g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 98.0%(LC)
5g
 ￥650.0 2022-05-30
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B2709-1g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 98.0%(LC)
1g
 ￥205.0 2022-05-30
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B027A-1g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 95%
1g
 ￥44.0 2022-05-30
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B027A-25g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 95%
25g
 ￥373.0 2022-05-30
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B027A-5g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 95%
5g
 ￥110.0 2022-05-30
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B2709-25g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 98.0%(LC)
25g
 ￥2260.0 2022-05-30
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
X111327-100g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 98%
100g
 ￥925.90 2023-08-31
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
X111327-1g
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
 161265-03-8 98%
1g
 ￥29.90 2023-08-31

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

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

Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:161265-03-8)4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
Order Number:sfd254
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:32
Price ($):discuss personally
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:161265-03-8)4,5-雙二苯基膦-9,9-二甲基氧雜蒽
Order Number:LE1727063
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:35
Price ($):discuss personally

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

1H NMR 300 MHz DMSO
1H NMR
13C NMR
13C NMR

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

Related Categories

Additional information on 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene

Introduction to 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (CAS No. 161265-03-8)

4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene, identified by its CAS number 161265-03-8, is a sophisticated organophosphorus compound that has garnered significant attention in the field of coordination chemistry and catalysis. This xanthene derivative features two diphenylphosphino groups attached at the 4 and 5 positions of the xanthene core, which endows it with unique electronic and steric properties. The presence of the dimethyl substituents at the 9-position further modulates its reactivity and solubility, making it a versatile ligand in various chemical applications.

The compound’s structure is characterized by a rigid xanthene backbone, which provides stability and rigidity to the ligand framework. The diphenylphosphino groups act as electron-rich donor sites, facilitating coordination with transition metals such as palladium, nickel, and copper. This property has made 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene a valuable tool in homogeneous catalysis, particularly in cross-coupling reactions like Suzuki-Miyaura and Heck couplings. These reactions are pivotal in pharmaceutical synthesis, where they enable the formation of carbon-carbon bonds under mild conditions with high selectivity.

Recent advancements in organometallic chemistry have highlighted the utility of phosphine-based ligands in designing highly efficient catalysts. The steric bulk provided by the phenyl rings in 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene helps to prevent unwanted side reactions by controlling metal coordination environments. This has been particularly beneficial in asymmetric catalysis, where enantioselective synthesis of chiral molecules is crucial for pharmaceutical applications. Researchers have reported its use in conjunction with chiral auxiliaries or binaphthyl-based ligands to achieve high enantiomeric excesses in catalytic transformations.

The xanthene core itself is known for its fluorescence properties, which have been exploited in sensing applications and as probes for biological systems. The introduction of phosphino groups does not significantly quench these luminescent characteristics, allowing for dual functionality—both catalytic activity and optical properties. This makes 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene an attractive candidate for developing smart materials that can respond to both chemical and physical stimuli.

In the realm of drug discovery, the compound has been investigated for its potential as a modulator of metalloenzymes. Metal ions are often involved in critical biological processes, and their misregulation can lead to diseases such as cancer and neurodegenerative disorders. By designing ligands that selectively bind to metal ions, researchers aim to develop therapeutic agents that can interfere with pathological processes without harming healthy cells. 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene has shown promise in binding to copper and zinc ions, which are implicated in various enzymatic functions.

The synthesis of 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene involves multi-step organic transformations starting from commercially available precursors such as diphenylphosphine and xanthene derivatives. The use of palladium-catalyzed cross-coupling reactions allows for the precise installation of the phosphino groups at the desired positions on the xanthene scaffold. Advances in synthetic methodologies have enabled higher yields and purities of the final product, making it more accessible for research applications.

One notable application of this compound is in polymer chemistry, where it serves as a monomer or additive to enhance the properties of functional polymers. The combination of phosphine donor sites and aromatic rings contributes to improved thermal stability and mechanical strength of polymers. Additionally, its fluorescence properties can be harnessed to create polymers that emit light under specific conditions, useful in optoelectronic devices.

The role of 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene in sustainable chemistry cannot be overstated. Its use in catalytic processes reduces the need for harsh reagents and high temperatures, aligning with green chemistry principles. Furthermore, its potential as a biodegradable or easily recyclable ligand makes it an attractive choice for industrial applications where environmental impact is a concern.

Future research directions may explore the development of novel derivatives of 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene with tailored properties for specific applications. For instance, incorporating heteroatoms into the xanthene core or modifying the phosphino groups could lead to enhanced binding affinities or novel functionalities. Computational studies using density functional theory (DFT) have already begun to provide insights into the electronic structure and reactivity of this compound.

The growing interest in photopharmacology—where drugs are designed to interact with light—has also opened new avenues for utilizing compounds like 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene. Its ability to undergo photoinduced electron transfer (PET) or energy transfer (ET) processes makes it a candidate for developing photoactivatable drugs that can be triggered by external light sources.

In conclusion,4,5-Bis(diphenylphosphino)-9,,dimethylxanthene, with CAS number 161265-03-8, represents a fascinating example of how structural modifications can yield materials with multiple functionalities useful across various disciplines—from catalysis to materials science and beyond. Its unique combination of electronic properties and coordination capabilities ensures its continued relevance in both academic research and industrial applications.

161265-03-8 (4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene) Related Products

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:161265-03-8)4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
sfd254
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:161265-03-8)4,5-雙二苯基膦-9,9-二甲基氧雜蒽
LE1727063
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email