Octyl diphenyl phosphate

Base Information

• Chemical Name: Octyl diphenyl phosphate
• CAS No.: 115-88-8
• Molecular Formula: C20H27O4P
• Molecular Weight: 362.406
• Hs Code.: 2919900090
• European Community (EC) Number: 204-113-8
• DSSTox Substance ID: DTXSID8074287
• Nikkaji Number: J129.597G
• Wikidata: Q82002688
• Mol file: 115-88-8.mol

Synonyms:Octyl diphenyl phosphate;115-88-8;DIPHENYL OCTYL PHOSPHATE;Disflamoll DPO;Phosphoric acid, octyl diphenyl ester;HSDB 2575;EINECS 204-113-8;Octyl phenyl phosphate ((C8H17O)(PhO)2PO);diphenyloctyl phosphate;SCHEMBL145636;DTXSID8074287;Phosphoric acid octyldiphenyl ester;phosphoric acid octyl ester diphenyl ester

Chemical Property of Octyl diphenyl phosphate

Chemical Property:

• Appearance/Colour: Colorless Transparent Liquid
• Vapor Pressure: 4.71E-07mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 425.5 °C at 760 mmHg
• Flash Point: 224.6 °C
• PSA: 54.57000
• Density: 1.105 g/cm³
• LogP: 6.62960
• Water Solubility.: 0.14mg/L(24 oC)
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 362.16469634
• Heavy Atom Count: 25
• Complexity: 352

Purity/Quality:

98%,99%, ^*data from raw suppliers

Octylphenylphosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: CCCCCCCCOP(=O)(OC1=CC=CC=C1)OC2=CC=CC=C2
• Uses: Octyl phenyl phosphate is a phosphorus flame retardant additive.

Technology Process of Octyl diphenyl phosphate

There total 9 articles about Octyl diphenyl 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: 94.0%

octanol (111-87-5) + chlorophosphoric acid diphenyl ester (2524-64-3) → n-octyl diphenyl phosphate (115-88-8)

Guidance literature:

With titanium tetrachloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ol026618q

Reference yield: 83.0%

octanol (111-87-5) + diphenyl phosphoryl azide (26386-88-9) → n-octyl diphenyl phosphate (115-88-8)

Guidance literature:

With sodium carbonate; In cyclohexane; at 80 ℃; for 24h; Schlenk technique;

DOI:10.1016/j.mcat.2020.111120

Reference yield: 82.0%

diphenyl hydrogen phosphate (838-85-7) + octanol (111-87-5) → n-octyl diphenyl phosphate (115-88-8)

Guidance literature:

With copper(l) iodide; sodium carbonate; triethylamine; In tetrachloromethane; at 80 ℃; for 12h;

DOI:10.1021/cs501523g

upstream raw materials:

octanol

chlorophosphoric acid diphenyl ester

2-octyloxy-benzooxazole

diphenyl hydrogen phosphate

Refernces

• 1、 Hao, Qingqing,Hong, Qian,Jiao, Lin-Yu,Li, Zhuo,Liu, Shanshan,Ma, Xiao-Xun,Ning, Zi-Hui,Sun, Ming,Xu, Long,Zhang, Ze. "Recyclable copper catalyst on chitosan for facile preparation of alkyl/aryl mixed phosphates via deaminated esterification between diphenylphosphoryl azides and aliphatic alcohols". . . Retrieved 2020/07/15.
• 2、 Jones, Simon,Selitsianos, Dimitrios,Thompson, Kate J.,Toms, Steven M.. "An improved method for Lewis acid catalyzed phosphoryl transfer with Ti(t-BuO)4". . p. 5211 - 5216. Retrieved 2007/10/03.