Naphthalen-1-yl(diphenyl)phosphane sulfide

Base Information

• Chemical Name: Naphthalen-1-yl(diphenyl)phosphane sulfide
• CAS No.: 3135-70-4
• Molecular Formula: C22H17 P S
• Molecular Weight: 344.417
• NSC Number: 115016
• DSSTox Substance ID: DTXSID50297266
• Wikidata: Q82038280
• Mol file: 3135-70-4.mol

Synonyms:3135-70-4;naphthalen-1-yl(diphenyl)phosphane sulfide;NSC115016;DTXSID50297266;NSC-115016

Chemical Property of Naphthalen-1-yl(diphenyl)phosphane sulfide

Chemical Property:

• Vapor Pressure: 4.54E-10mmHg at 25°C
• Boiling Point: 511.4°C at 760 mmHg
• Flash Point: 263.1°C
• Density: 1.24g/cm³
• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 344.07885871
• Heavy Atom Count: 24
• Complexity: 425

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=S)(C2=CC=CC=C2)C3=CC=CC4=CC=CC=C43

Technology Process of Naphthalen-1-yl(diphenyl)phosphane sulfide

There total 3 articles about Naphthalen-1-yl(diphenyl)phosphane sulfide 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: 98.0%

1-naphthyl(diphenyl)phosphine (1162-90-9) → diphenyl(1-naphthyl)phosphine sulfide (3135-70-4)

Guidance literature:

With sulfur; In toluene; at 20 ℃; for 48h;

DOI:10.1016/j.poly.2015.07.008

Reference yield: 97.0%

1-Iodonaphthalene (90-14-2) + (hydroxymethyl)diphenylphosphine sulfide (96620-51-8) → diphenyl(1-naphthyl)phosphine sulfide (3135-70-4)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 40 ℃; for 18h;

DOI:10.1021/ol303448j

Reference yield:

(tert-butyldimethylsilyl)diphenylphosphine (678187-53-6) → diphenyl(1-naphthyl)phosphine sulfide (3135-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2 h / 140 °C / Inert atmosphere

1.2: 6 h / 20 °C / Inert atmosphere

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 18 h / 40 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene;

DOI:10.1021/ol303448j

upstream raw materials:

1-Iodonaphthalene

(hydroxymethyl)diphenylphosphine sulfide

(tert-butyldimethylsilyl)diphenylphosphine

1-naphthyl(diphenyl)phosphine

Refernces

• 1、 Hayashi, Minoru,Matsuura, Takashi,Tanaka, Ippei,Ohta, Hidetoshi,Watanabe, Yutaka. "Pd-catalyzed P-C cross-coupling reactions for versatile triarylphosphine synthesis". supporting information. p. 628 - 631. Retrieved 2013/04/11.