Diphenylvinylphosphine

Base Information

• Chemical Name: Diphenylvinylphosphine
• CAS No.: 2155-96-6
• Molecular Formula: C14H13P
• Molecular Weight: 212.231
• Hs Code.: 2902909090
• European Community (EC) Number: 218-459-2
• NSC Number: 151257
• UNII: HY2FYN4CVS
• DSSTox Substance ID: DTXSID80175886
• Nikkaji Number: J299.121G
• Wikipedia: Vinyldiphenylphosphine
• Wikidata: Q72469409
• Mol file: 2155-96-6.mol

Synonyms:diphenylvinylphosphine

Chemical Property of Diphenylvinylphosphine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.0004mmHg at 25°C
• Melting Point: 70.5-71.5 °C
• Refractive Index: n20/D 1.626(lit.)
• Boiling Point: 326.8 °C at 760 mmHg
• Flash Point: 158.5 °C
• PSA: 13.59000
• Density: 1.067 g/cm3
• LogP: 3.26280
• Sensitive.: air sensitive, store cold
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 212.075487412
• Heavy Atom Count: 15
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Vinyldiphenylphosphine, min. 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CP(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of Diphenylvinylphosphine

There total 8 articles about Diphenylvinylphosphine 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: 95.0%

vinylmagnesium chloride (3536-96-7) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → Diphenylvinylphosphine (2155-96-6)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 10h; Inert atmosphere;

Reference yield: 90.0%

vinyl magnesium bromide (1826-67-1) + cis-2,10-dimethyl-<1,2,3>benzothiadiphospholo<2,3-b><1,2,3>benzothiadiphosphole (119841-34-8,127780-84-1) + phenylmagnesium bromide → Diphenylvinylphosphine (2155-96-6) + 4-methyl-2-[(5-methyl-2-sulfanylphenyl)phosphanyl]benzenethiol (736137-64-7)

Guidance literature:

cis-2,10-dimethyl-<1,2,3>benzothiadiphospholo<2,3-b><1,2,3>benzothiadiphosphole; phenylmagnesium bromide; In tetrahydrofuran; for 0.0833333h;

vinyl magnesium bromide; In tetrahydrofuran;

DOI:10.1021/jo0502145

Reference yield: 86.0%

Vinyl bromide (593-60-2,25951-54-6) + (trimethylsilyl)diphenylphosphine (17154-34-6) → Diphenylvinylphosphine (2155-96-6)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); at 80 ℃; for 2h;

upstream raw materials:

vinylmagnesium chloride

chloro-diphenylphosphine

Vinyl bromide

(trimethylsilyl)diphenylphosphine

Downstream raw materials:

1,3,4,4-tetraphenyl-1,4,5,6-tetrahydro-[1,2,4]diazaphosphininium; chloride

1,2-Bis-(2-diphenylphosphanyl-ethylsulfanyl)-benzene

[2-(diphenylphosphino)ethyl][3-(N,N-bis(trimethylsilyl)amino)phenyl]phenylphosphine

1-(2-diphenylphosphino-ethyl)-4-methyl-morpholine

Refernces

• 1、 Takata, Tatsuaki,Nishikawa, Daiki,Hirano, Koji,Miura, Masahiro. "Synthesis of α-Aminophosphines by Copper-Catalyzed Regioselective Hydroamination of Vinylphosphines". . p. 10975 - 10978. Retrieved 2018.
• 2、 Hirata, Goki,Satomura, Hideaki,Kumagae, Hidenobu,Shimizu, Aika,Onodera, Gen,Kimura, Masanari. "Direct Allylic Amination of Allylic Alcohol Catalyzed by Palladium Complex Bearing Phosphine-Borane Ligand". supporting information. p. 6148 - 6151. Retrieved 2017/11/24.