1,2,5-Triphenylphosphole

Base Information

• Chemical Name: 1,2,5-Triphenylphosphole
• CAS No.: 1162-70-5
• Molecular Formula: C22H17 P
• Molecular Weight: 312.351
• NSC Number: 95231
• DSSTox Substance ID: DTXSID20921960
• Nikkaji Number: J1.474.285I
• Mol file: 1162-70-5.mol

Synonyms:1,2,5-Triphenyl-1H-phosphole;1162-70-5;1,2,5-Triphenylphosphole;NSC95231;1,5-Triphenylphosphole;Phosphole,2,5-triphenyl-;1H-Phosphole,2,5-triphenyl-;SCHEMBL6234216;DTXSID20921960;NSC-95231

Chemical Property of 1,2,5-Triphenylphosphole

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 312.106787540
• Heavy Atom Count: 23
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(P2C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 1,2,5-Triphenylphosphole

There total 10 articles about 1,2,5-Triphenylphosphole 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: 70.0%

trans,trans-1,4-Diphenyl-1,3-butadiene (886-65-7,538-81-8) + Dichlorophenylphosphine (644-97-3) → 1,2,5-triphenyl-1H-phosphole (1162-70-5)

Guidance literature:

for 3h; Heating;

DOI:10.1016/S0022-328X(00)99302-1

Reference yield:

C25H25PSi → 1,2,5-triphenyl-1H-phosphole (1162-70-5)

Guidance literature:

With potassium trimethylsilonate; In dimethyl sulfoxide; at 80 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.dyepig.2020.108443

Reference yield:

phenylacetylene (536-74-3) → 1,2,5-triphenyl-1H-phosphole (1162-70-5)

Guidance literature:

Multi-step reaction with 2 steps

1: isopropylmagnesium chloride / diethyl ether / 5 h / -78 - -50 °C / Inert atmosphere

2: diethyl ether / 2 h / -50 °C / Inert atmosphere

With isopropylmagnesium chloride; In diethyl ether;

DOI:10.1021/acs.orglett.5b02416

upstream raw materials:

trans,trans-1,4-Diphenyl-1,3-butadiene

Dichlorophenylphosphine

1,4-diphenyl-1,3-butadiyne

phenylphosphane

Downstream raw materials:

1,1,2,2-tetrachloro-1,2-diphenylethane

methyl-1-diphenyl-2,5-phosphole

methyl-1-triphenyl-2,3,5-phosphole

2,5,2',5'-tetraphenyl-1,1'biphospholyl

Refernces

• 1、 Ishidoshiro, Makoto,Matsumura, Yoshimasa,Imoto, Hiroaki,Irie, Yasuyuki,Kato, Takuji,Watase, Seiji,Matsukawa, Kimihiro,Inagi, Shinsuke,Tomita, Ikuyoshi,Naka, Kensuke. "Practical Synthesis and Properties of 2,5-Diarylarsoles". supporting information. p. 4854 - 4857. Retrieved 2015/10/12.
• 2、 Hocking, Martin B.,Bushnell, Gordon W.. "Structure and stereochemistry of a 7-phosphabicyclohept-2-ene-7-oxide from X-ray, multinuclear NNR, and 2D-J resolved NMR studies". . p. 1020 - 1028. Retrieved 2007/10/02.