5H-Benzo[b]phosphindole

Base Information

• Chemical Name: 5H-Benzo[b]phosphindole
• CAS No.: 244-87-1
• Molecular Formula: C12H9 P
• Molecular Weight: 184.177
• DSSTox Substance ID: DTXSID90478911
• Nikkaji Number: J1.597.419B
• Wikidata: Q82312625
• Mol file: 244-87-1.mol

Synonyms:5H-Benzo[b]phosphindole;244-87-1;dibenzophosphole;5H-Benzo[b]phosphindole, 99%;SCHEMBL56238;DTXSID90478911;MFCD18449635;CS-0087834

Chemical Property of 5H-Benzo[b]phosphindole

Chemical Property:

• PSA: 0.00000
• LogP: 4.02430
• Sensitive.: air sensitive
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 184.044187285
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

5H-Benzo[b]phosphindole, 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3P2

Technology Process of 5H-Benzo[b]phosphindole

There total 3 articles about 5H-Benzo[b]phosphindole 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: 99.0%

C44H56Li2O5P2 → 5H-benzo[b]phosphindole (244-87-1)

Guidance literature:

With triethylamine hydrochloride;

DOI:10.1007/s11426-021-1139-0

Reference yield: 88.0%

9-phenyl-9-phosphafluorene (1088-00-2) → 5H-benzo[b]phosphindole (244-87-1)

Guidance literature:

With lithium turnings; In tetrahydrofuran; for 4.5h;

DOI:10.1039/b801424h

Reference yield:

Triphenylphosphine oxide (791-28-6) → 5H-benzo[b]phosphindole (244-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phenyllithium / tetrahydrofuran / 12 h / 0 °C / Inert atmosphere; Reflux

2.1: lithium / tetrahydrofuran / 6 h / Inert atmosphere

2.2: Inert atmosphere

With lithium; phenyllithium; In tetrahydrofuran;

DOI:10.1039/c2jm16674g

upstream raw materials:

9-phenyl-9-phosphafluorene

Triphenylphosphine oxide

Downstream raw materials:

1-phenyl-2,2-bis(dibenzophospholylmethyl)-3-dibenzophospholyl-propane

bis-(1,1'-dibenzophospholyl)

P--P-methyldibenzylphospholium trifluoromethanesulfonate

Refernces

• 1、 Hu, Jingyuan,Chai, Zhengqi,Liu, Wei,Huang, Zhe,Wei, Junnian,Zhang, Wen-Xiong. "Phosphafluorenyl lithiums: direct synthesis from white phosphorus, structure and diversified synthons". . p. 322 - 327. Retrieved 2021/11/16.
• 2、 Eisenberger, Patrick,Kieltsch, Iris,Armanino, Nicolas,Togni, Antonio. "Mild electrophilic trifluoromethylation of secondary and primary aryl- and alkylphosphines using hypervalent iodine(III)-CF3 reagents". . p. 1575 - 1577. Retrieved 2008/12/21.