Tri-1-naphthylphosphine

Base Information

• Chemical Name: Tri-1-naphthylphosphine
• CAS No.: 3411-48-1
• Molecular Formula: C30H21P
• Molecular Weight: 412.471
• Hs Code.: 29319090
• European Community (EC) Number: 627-667-6
• NSC Number: 115015
• DSSTox Substance ID: DTXSID90297265
• Nikkaji Number: J1.085.868B
• Wikidata: Q48937922
• Mol file: 3411-48-1.mol

Synonyms:3411-48-1;Tri(1-naphthyl)phosphine;Tri-1-naphthylphosphine;Tri(naphthalen-1-yl)phosphine;trinaphthalen-1-ylphosphane;Tris(1-naphthyl)phosphine;trinaphthyl phosphine;MFCD00046400;NSC115015;tri-1-naphtylphosphine;tri-1-napthylphosphine;trinaphthalen-1-ylphosphine;SCHEMBL135987;tri(naphthalen-1-yl)phosphane;phosphine, tri-1-naphthalenyl-;Tri-1-naphthylphosphine, 97%;P(1-NAP)3;DTXSID90297265;ZB1734;AKOS016008855;CS-W011672;NSC-115015;SC11106;FT-0634843;I11295;A875100;J-019453;Q48937922;TRI(1-NAPHTHYL)PHOSPHINE;TRIS(1-NAPHTHYL)PHOSPHINE

Chemical Property of Tri-1-naphthylphosphine

Chemical Property:

• Appearance/Colour: sightly yellow powder
• Vapor Pressure: 1.08E-13mmHg at 25°C
• Melting Point: 265 °C
• Boiling Point: 599.4 °C at 760 mmHg
• Flash Point: 337.2 °C
• PSA: 13.59000
• LogP: 6.90440
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 412.138087668
• Heavy Atom Count: 31
• Complexity: 504

Purity/Quality:

98%, ^*data from raw suppliers

Tri(1-naphthyl)phosphine, min. 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-22-36/37/38
• Safety Statements: 22-36/37/39-37/39-26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2P(C3=CC=CC4=CC=CC=C43)C5=CC=CC6=CC=CC=C65

Technology Process of Tri-1-naphthylphosphine

There total 3 articles about Tri-1-naphthylphosphine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

1-Bromonaphthalene (90-11-9) → naphthalene (91-20-3,71998-51-1,72931-45-4) + di(α-naphthyl)phosphine oxide (13440-07-8) + tri-1-napthylphosphine (3411-48-1)

Guidance literature:

1-Bromonaphthalene; With potassium tert-butylate; phosphan; dimethyl sulfoxide; at 70 ℃; for 3h;

Reagent/catalyst; Temperature; Time;

DOI:10.1016/j.tet.2017.06.036

Reference yield: 25.0%

1-Bromonaphthalene (90-11-9) → naphthalene (91-20-3,71998-51-1,72931-45-4) + tri-1-napthylphosphine (3411-48-1)

Guidance literature:

With phosphorus; water; potassium hydroxide; In dimethyl sulfoxide; for 0.1h; Microwave irradiation; Inert atmosphere;

DOI:10.1002/hc.20671

Reference yield: 10.0%

1-Bromonaphthalene (90-11-9) + dimethyl sulfoxide (67-68-5,8070-53-9) → naphthalene (91-20-3,71998-51-1,72931-45-4) + 1-[(methylsulfinyl)methyl]naphthalene (13183-58-9) + tri-1-napthylphosphine (3411-48-1) + 1-naphthyl phosphonic acid (7402-93-9)

Guidance literature:

With phosphorus; water; potassium hydroxide; at 47 - 70 ℃; for 3h; Inert atmosphere;

DOI:10.1002/hc.20671

upstream raw materials:

1-Bromonaphthalene

dimethyl sulfoxide

Downstream raw materials:

tri(1-naphthyl)phosphine sulfide

Refernces

The Important Role of the Nuclearity, Rigidity, and Solubility of Phosphane Ligands in the Biological Activity of Gold(I) Complexes

10.1002/chem.201802547

This research investigates the impact of the nuclearity, rigidity, and solubility of phosphane ligands on the biological activity of gold(I) complexes. A series of gold(I) complexes containing 4-ethynylaniline and various phosphane ligands were synthesized and evaluated for their efficiency against tumor cells. The cytotoxicity of these complexes was assessed in human colorectal (HCT116) and ovarian (A2780) carcinoma cell lines, as well as normal human fibroblasts. The study found that the cytotoxicity of the complexes was influenced by the type of phosphane ligand used, with mononuclear complexes showing higher selectivity towards ovarian carcinoma cells. Notably, complex 4, containing tri-1-naphtylphosphine, exhibited high selectivity towards ovarian carcinoma cells with minimal toxicity to normal cells. The research also analyzed the effect of the phosphane unit on the biological activity of the complexes and correlated the observed biological activity with differences in chemical structure. The study highlights the potential of gold(I) complexes as alternatives to cisplatin for cancer therapy, particularly for ovarian cancer.