Bis(2,6-dimethylphenyl)phosphate

Base Information

• Chemical Name: Bis(2,6-dimethylphenyl)phosphate
• CAS No.: 18350-99-7
• Molecular Formula: C16H19 O4 P
• Molecular Weight: 306.298
• Hs Code.: 2919900090
• European Community (EC) Number: 635-403-6
• DSSTox Substance ID: DTXSID50452772
• Nikkaji Number: J3.294.586D
• Wikidata: Q82273593
• Mol file: 18350-99-7.mol

Synonyms:Bis(2,6-dimethylphenyl)phosphate;18350-99-7;bis(2,6-dimethylphenyl) hydrogen phosphate;Phenol, 2,6-dimethyl-, 1,1'-(hydrogen phosphate);Bis(2,6-dimethylphenoxy)phosphinic Acid;SCHEMBL272850;DTXSID50452772;bis(2,6-dimethylphenyl)phosphoric acid;FT-0738056;Phosphoric acid bis(2,6-dimethylphenyl) ester;B-3420;EN300-7430564;Z3300854376

Chemical Property of Bis(2,6-dimethylphenyl)phosphate

Chemical Property:

• PSA: 65.57000
• LogP: 4.47840
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 306.10209608
• Heavy Atom Count: 21
• Complexity: 335

Purity/Quality:

95% ^*data from raw suppliers

BIS-(2,6-DIMETHYLPHENYL)PHOSPHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)OP(=O)(O)OC2=C(C=CC=C2C)C

Technology Process of Bis(2,6-dimethylphenyl)phosphate

There total 3 articles about Bis(2,6-dimethylphenyl)phosphate 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: 89.0%

di(2,6-xylyl)phosphorochloridate (81639-99-8) → Bis(2,6-dimethylphenyl) hydrogen phosphate (18350-99-7)

Guidance literature:

With water; triethylamine; In chloroform; for 3h; Heating;

DOI:10.1021/je00052a048

Reference yield: 72.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → Bis(2,6-dimethylphenyl) hydrogen phosphate (18350-99-7)

Guidance literature:

2.6-dimethylphenol; With pyridine; trichlorophosphate; at 65 - 70 ℃; Large scale;

With water; In pyridine; at 14 - 25 ℃; Large scale;

DOI:10.1021/acs.oprd.6b00048

Reference yield:

2.6-dimethylphenol (576-26-1,25134-01-4) → Bis(2,6-dimethylphenyl) hydrogen phosphate (18350-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / POCl₃, MgCl₂ / 4 h / 150 °C

2: 89 percent / H₂O, Et₃N / CHCl₃ / 3 h / Heating

With water; triethylamine; magnesium chloride; trichlorophosphate; In chloroform;

DOI:10.1021/je00052a048

upstream raw materials:

di(2,6-xylyl)phosphorochloridate

2.6-dimethylphenol

Downstream raw materials:

Pyrophosphorsaeure-tetrakis(2,6-dimethyl-phenylester)

Refernces

• 1、 Nifant'Ev, Ilya E.,Tavtorkin, Alexander N.,Korchagina, Sof'Ya A.,Gavrilenko, Inna F.,Glebova, Nataliya N.,Kostitsyna, Nataliya N.,Yakovlev, Vladimir A.,Bondarenko, Galina N.,Filatova, Marina P.. "Neodymium tris-diarylphosphates: Systematic study of the structure-reactivity relationship in butadiene and isoprene polymerisation". . p. 219 - 277. Retrieved 2014/05/20.
• 2、 Blonski, Casimir,Gasc, Maria-Benedicte,Klaebe, Alain,Perie, Jean-Jacques,Roques, Raymond,et al.. "'O-Phosphobiotine Analogues.' Isolation, X-Ray Structure, and Reactivity of the Intermediate of the Addition of Hindered Phosphoric Esters and Thioesters on the Carbodi-imide Group. ON Phosphoryl Migration versus P-O-P Bond Formation". . p. 7 - 14. Retrieved 2007/10/02.