Styryldiphenylphosphine

Base Information

• Chemical Name: Styryldiphenylphosphine
• CAS No.: 794-39-8
• Molecular Formula: C20H17 P
• Molecular Weight: 288.329
• NSC Number: 244330
• Nikkaji Number: J1.100.661B,J848.934C,J994.221A
• Mol file: 794-39-8.mol

Synonyms:NSC244330;styryldiphenylphosphine;(cis-Styryl)diphenylphosphine;Diphenyl[(E)-styryl]phosphine;STK366809;AKOS005443979;diphenyl[(E)-2-phenylethenyl]phosphane;NSC-244330;(e)-di-phenyl(2-phenylethenyl)phosphine;794-39-8

Chemical Property of Styryldiphenylphosphine

Chemical Property:

• Vapor Pressure: 1.1E-07mmHg at 25°C
• Boiling Point: 444.7°Cat760mmHg
• Flash Point: 235.8°C
• Density: g/cm³
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 288.106787540
• Heavy Atom Count: 21
• Complexity: 286

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)C=CP(C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/P(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Styryldiphenylphosphine

There total 56 articles about Styryldiphenylphosphine 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: 100.0%

phenylacetylene (536-74-3) + diphenylphosphane (829-85-6) → (Z)-diphenyl(2-phenylethenyl)phosphine (794-39-8,14090-06-3,14090-07-4)

Guidance literature:

With 1,3-bis(2,4,6-trimethylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1002/cctc.201900220

Reference yield: 90.0%

[(E)-2-bromoethenyl]benzene (588-72-7,1340-14-3) + diphenylphosphane (829-85-6) → (E)-2-(diphenylphosphanyl)styrene (794-39-8,14090-06-3,14090-07-4)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; In benzene; at 100 ℃; for 6h;

Reference yield: 89.0%

phenylacetylene (536-74-3) + (tert-butyldimethylsilyl)diphenylphosphine (678187-53-6) → (Z)-diphenyl(2-phenylethenyl)phosphine (794-39-8,14090-06-3,14090-07-4) + (E)-2-(diphenylphosphanyl)styrene (794-39-8,14090-06-3,14090-07-4)

Guidance literature:

With silver trifluoromethanesulfonate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In methanol; benzene; Heating;

DOI:10.1021/jo061739f

upstream raw materials:

phenylacetylene

diphenylphosphane

bromostyrene

(trimethylsilyl)diphenylphosphine

Downstream raw materials:

Diphenyl-styryl-thiophosphinoxid

3-(4-nitro-phenyl)-1,4,4,6-tetraphenyl-1,4,5,6-tetrahydro-[1,2,4]diazaphosphininium; chloride

diphenyl-trans-β-styrylphosphine sulfide

(E)-diphenyl(styryl)phosphine oxide

Refernces

• 1、 Dannenberg, Steven G.,Waterman, Rory. "A bench-stable copper photocatalyst for the rapid hydrophosphination of activated and unactivated alkenes". supporting information. p. 14219 - 14222. Retrieved 2020/11/24.
• 2、 Novas, Bryan T.,Bange, Christine A.,Waterman, Rory. "Photocatalytic Hydrophosphination of Alkenes and Alkynes Using Diphenylphosphine and Triamidoamine-Supported Zirconium". supporting information. p. 1640 - 1643. Retrieved 2019/01/04.