4,5-Dimethyl-2-phenylphosphinine

Base Information

• Chemical Name: 4,5-Dimethyl-2-phenylphosphinine
• CAS No.: 72553-94-7
• Molecular Formula: C13H13P
• Molecular Weight: 200.22
• DSSTox Substance ID: DTXSID40500519
• Nikkaji Number: J680.629E
• Wikidata: Q82352177
• Mol file: 72553-94-7.mol

Synonyms:4,5-Dimethyl-2-phenylphosphinine;72553-94-7;DTXSID40500519

Chemical Property of 4,5-Dimethyl-2-phenylphosphinine

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 200.075487412
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=PC=C1C)C2=CC=CC=C2

Technology Process of 4,5-Dimethyl-2-phenylphosphinine

There total 10 articles about 4,5-Dimethyl-2-phenylphosphinine 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: 82.0%

sulfure de benzyl-4-diphenyl-1,2-dimethyl-4,5-dihydro-1,4-phosphorine → 4,5-dimethyl-2-phenylphosphinidine (72553-94-7)

Guidance literature:

With nickel; In toluene; at 220 ℃; for 24h;

Reference yield: 76.0%

2-bromo-4,5-dimethylphosphinine (129117-81-3) + phenyllithium (591-51-5) → 4,5-dimethyl-2-phenylphosphinidine (72553-94-7)

Guidance literature:

phenyllithium; With zinc dibromide; In tetrahydrofuran; dibutyl ether; at -50 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

2-bromo-4,5-dimethylphosphinine; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; dibutyl ether; at 50 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201300710

Reference yield: 41.0%

phenylzinc(II) bromide (38111-44-3) + 2-bromo-4,5-dimethylphosphinine (129117-81-3) → 4,5-dimethyl-2-phenylphosphinidine (72553-94-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; at -30 - 40 ℃; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201300710

upstream raw materials:

1-benzyl-3,4-dimethyl-6-phenyl-1,2-dihydro-phosphinine 1-sulfide

4,5-dimethyl-1,2-diphenyl-1,6-dihydrophosphorin P-sulfide

benzoyl chloride

l'oxyde d'hydroxy-2-dimethyl-4,5-diphenyl-1,2-dihydro-1,2-phosphorine

Downstream raw materials:

2,3,7,8-tetramethyl-5-phenyl-1,4-dihydro-4a-phospha-naphthalene-4a(8a-H)-thione

4,5-Dimethyl-2-phenyl-phosphinine 1-sulfide

2,3,7,8-Tetramethyl-5-phenyl-1,8a-dihydro-4H-4a-phospha-naphthalene 4a-oxide

4,5,8,12-Tetramethyl-2-oxo-1-phenyl-2λ⁵-phospha-tricyclo[6.2.2.0^2,7]dodeca-4,9,11-triene-9,10-dicarboxylic acid dimethyl ester