563-09-7

Basic information

• Product Name: TRIS(1H,1H-HEPTAFLUOROBUTYL)PHOSPHATE
• Synonyms: TRIS(1H,1H-HEPTAFLUOROBUTYL)PHOSPHATE;Tris-(2,2,3,3,4,4,4-heptafluorobutyl)-phosphate
• CAS NO: 563-09-7
• Molecular Formula: C12H6F21O4P
• Molecular Weight: 644.11
• Mol File: 563-09-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 268.4°C at 760 mmHg
• Flash Point: 116.1°C
• Appearance: /
• Density: 1.674g/cm³
• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: 1.304
• CAS DataBase Reference: TRIS(1H,1H-HEPTAFLUOROBUTYL)PHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(1H,1H-HEPTAFLUOROBUTYL)PHOSPHATE(563-09-7)
• EPA Substance Registry System: TRIS(1H,1H-HEPTAFLUOROBUTYL)PHOSPHATE(563-09-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 563-09-7(Hazardous Substances Data)

Usage

General Description

TRIS(1H,1H-HEPTAFLUOROBUTYL)PHOSPHATE is a synthetic chemical compound commonly used as a flame retardant and plasticizer in a variety of industrial and consumer products. It is part of a group of organophosphate esters that are added to plastics, foams, and textiles to reduce their flammability and increase their flexibility. However, TRIS(1H,1H-HEPTAFLUOROBUTYL)PHOSPHATE has raised concerns about its potential toxicity and environmental impact, as studies have linked it to adverse health effects such as endocrine disruption and developmental toxicity. As a result, its use has been restricted in certain regions, and there is ongoing research into its safety and regulations to protect human health and the environment.

InChI:InChI=1/C12H6F21O4P/c13-4(14,7(19,20)10(25,26)27)1-35-38(34,36-2-5(15,16)8(21,22)11(28,29)30)37-3-6(17,18)9(23,24)12(31,32)33/h1-3H2

Upstream product

• 375-01-9 2,2,3,3,4,4,4-heptafluorobutanol 

Relevant articles and documents

Catalytic activity of various Lewis acids in the phosphorylation of primary polyfluoroalkanols with phosphoryl chloride

The catalytic activity of SnCl2, SnCl4, SbCl3, SbCl5, and BiCl3 in the reaction of 2,2,3,3,4,4,4-heptafluorobutanol with POCl3 was studied. The mechanism of this reaction is discussed. Strong Lewis acids were found to be less active catalysts.

Phosphorylation of heptafluorobutanol in the presence of metal chloride - Ether catalytic systems

Catalytic activity of complex catalysts based on Li, Na, K, and Cs chlorides and polydentate ligands, viz., dibenzo-18-crown-6, mono-, di-, and tetraglymes, and poly(ethylene glycols) PEG-600 and PEG-1000 was examined in the phosphorylation of heptafluorobutanol with phosphorus oxychloride. The introduction of an organic ligand into a catalytic system leads to improvement in solubility of the salt used as a catalyst and to an increase in the reaction rate by a factor of 1.3-2.8. The catalytic systems based on LiCl and poly(ethylene glycols) proved to be most efficient.

Fluorinated phosphorus compounds: Part 3. the synthesis of symmetrical and unsymmetrical fluoroalkyl phosphates

Treatment of phosphorus pentachloride with four molar equivalents of fluoroalcohol gave symmetrical phosphates (RFO)3P=O in isolated yields between 10-92% [RF=CF3CH2, C2F5CH2, HCF2CF2CH2, C3F7CH2, (FCH2)2CH, (CF3)2CH, C2F5(CH3)CH]. The reaction proceeded best for fluoroalcohols having many fluorine atoms. 2,2-Difluoroethanol HCF2CH2OH and 1,3-difluoroisopropanol (FCH2)2CHOH did not react cleanly and gave product mixtures. Hexafluoroisopropanol produced a 3:7 mixture of symmetrical phosphate [(CF3)2CHO]3P=O and chlorophosphorane [(CF3)2CHO]4PCl. The latter reacted readily with water and alcohols. Heating the chloridates CF3CH2OP(O)Cl2, (CF3CH2O)2P(O)Cl and (C2F5CH2O)2P(O)Cl with various fluoroalcohols in the presence of calcium chloride catalyst gave unsymmetrical phosphates in isolated yields between 46-83%. The mixed phosphate (CF3CH2O)2P(O)OCH2C 2F5 did not react with butanol or propylamine in dichloromethane at room temperature.