Dibutyl phenyl phosphate

Base Information

• Chemical Name: Dibutyl phenyl phosphate
• CAS No.: 2528-36-1
• Molecular Formula: C14H23 O4 P
• Molecular Weight: 286.308
• Hs Code.: 2919900090
• European Community (EC) Number: 219-772-7
• UNII: LXX4UW7ZYD
• DSSTox Substance ID: DTXSID50873428
• Nikkaji Number: J92.210B
• Wikidata: Q27283246
• ChEMBL ID: CHEMBL4094240
• Mol file: 2528-36-1.mol

Synonyms:dibutyl phenylphosphate;dibutylphenylphosphate

Chemical Property of Dibutyl phenyl phosphate

Chemical Property:

• Vapor Pressure: 0.000267mmHg at 25°C
• Boiling Point: 333.3°Cat760mmHg
• Flash Point: 169.1°C
• PSA: 54.57000
• Density: 1.076g/cm³
• LogP: 4.80690
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 286.13339621
• Heavy Atom Count: 19
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

DibutylPhenylPhosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Combustible. TLV: 0.3 ppm.
• Hazard Codes: Combustible. TLV: 0.3 ppm.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: CCCCOP(=O)(OCCCC)OC1=CC=CC=C1
• Uses: Component in hydraulic fluids Dibutyl Phenyl Phosphate is a phosphorus flame retardant additive.

Technology Process of Dibutyl phenyl phosphate

There total 12 articles about Dibutyl phenyl 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: 95.0%

dibutyl hydrogen phosphite (1809-19-4) + phenol (108-95-2,27073-41-2) → dibutyl phenyl phosphate (2528-36-1)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In tetrachloromethane; water; at 25 - 30 ℃; for 1h;

Reference yield: 88.0%

Diphenyliodonium triflate (66003-76-7) + dibutyl phosphate (107-66-4) → dibutyl phenyl phosphate (2528-36-1)

Guidance literature:

With triethylamine; In toluene; at 110 ℃; for 3h; Inert atmosphere;

DOI:10.1021/cs501523g

Reference yield: 73.0%

dibutyl phosphate (107-66-4) + phenol (108-95-2,27073-41-2) → dibutyl phenyl phosphate (2528-36-1)

Guidance literature:

With tetrachloromethane; copper; sodium carbonate; triethylamine; In dichloromethane; at 100 ℃; for 12h; Sealed tube;

DOI:10.1016/j.tet.2015.10.028

upstream raw materials:

phosphoric acid dibutyl ester-phenyl ester

O-phenyl phosphorodichloridate

butan-1-ol

phenol

Downstream raw materials:

phenol

dibutyl 2-hydroxyphenylphosphonate

dibutyl phosphate

Refernces

• 1、 Xiong, Biquan,Hu, Chenghong,Li, Haotian,Zhou, Congshan,Zhang, Pangliang,Liu, Yu,Tang, Kewen. "CDI-promoted direct esterification of P(O)-OH compounds with phenols". supporting information. p. 2482 - 2486. Retrieved 2017/05/31.
• 2、 Xiong, Biquan,Zeng, Kui,Zhang, Shanshan,Zhou, Yongbo,Au, Chak-Tong,Yin, Shuang-Feng. "Copper-catalyzed direct esterification of P(O)-OH compounds with phenols". supporting information. p. 9293 - 9298. Retrieved 2015/11/27.