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Bis(2-ethylhexyl) phosphate

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Bis(2-ethylhexyl) phosphate Basic information
Product Name:Bis(2-ethylhexyl) phosphate
Synonyms:PHOSPHORIC ACID BIS (2-ETHYLHEXYL) ESTER;PHOSPHORIC ACID DI(2-ETHYLHEXYL) ESTER;PHOSPHORIC ACID DIOCTYL ESTER;Phosphorsurebis-(2-ethylhexyl)-ester;isooctanol, hydrogen phosphate;DIETHYLHEXYL PHOSPHATE;Bis(2-ethylhexyl) Hydrogen Phosphate [for Rare Metals Extraction];Dicapryl phosphate
CAS:298-07-7
MF:C16H35O4P
MW:322.42
EINECS:206-056-4
Product Categories:Organics;Industrial/Fine Chemicals;organophosphorus compound;Building Blocks;Chemical Synthesis;Organic Building Blocks;Organic Phosphates/Phosphites;Phosphorus Compounds;orgainic intermediates;solvent;298-07-7;K00001;bc0001
Mol File:298-07-7.mol
Bis(2-ethylhexyl) phosphate Structure
Bis(2-ethylhexyl) phosphate Chemical Properties
Melting point −60 °C(lit.)
Boiling point 48 °C (12 mmHg)
density 0.965 g/mL at 25 °C(lit.)
vapor pressure <0.1 hPa (20 °C)
refractive index n20/D 1.443(lit.)
Fp >230 °F
storage temp. Store below +30°C.
solubility ethanol: soluble100mg/mL, clear
form Liquid
pka1.47±0.50(Predicted)
Specific Gravity0.974
color Colorless
PH3 (< 1g/l, H2O)
Water Solubility slightly soluble
FreezingPoint -60℃
BRN 1712988
Henry's Law Constant2.4×102 mol/(m3Pa) at 25℃, HSDB (2015)
Stability:Moisture Sensitive
InChI1S/C16H35O4P/c1-5-9-11-15(7-3)13-19-21(17,18)20-14-16(8-4)12-10-6-2/h15-16H,5-14H2,1-4H3,(H,17,18)
InChIKeySEGLCEQVOFDUPX-UHFFFAOYSA-N
SMILESCCCCC(CC)COP(O)(=O)OCC(CC)CCCC
LogP2.88 at 25℃
CAS DataBase Reference298-07-7(CAS DataBase Reference)
NIST Chemistry ReferenceBis(2-ethylhexyl)hydrogen phosphate(298-07-7)
EPA Substance Registry SystemBis(2-ethylhexyl) phosphate (298-07-7)
ECETOC JACC REPORTBis(2-ethylhexyl) phosphate (298-07-7)
Safety Information
Hazard Codes C
Risk Statements 21-34
Safety Statements 26-36/37/39-45-25
RIDADR UN 1902
WGK Germany 1
RTECS TB7875000
Autoignition Temperature255 °C
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29190090
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Corr. 1B
Hazardous Substances Data298-07-7(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 4940 mg/kg LD50 dermal Rabbit 1250 mg/kg
MSDS Information
ProviderLanguage
Di(2-ethylhexyl) phosphate English
ACROS English
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ALFA English
Bis(2-ethylhexyl) phosphate Usage And Synthesis
Chemical Propertiesclear colorless to light yellow liquid
UsesAdditive to lubrication oils, corrosion inhibitor, and antioxidant. Used as extractant in the hydrometallurgical separation of cobalt and nickel. Metal extraction and separation, intermediate for wetting agents and detergents . Feedstock for chemical synthesis; extraction fluid for metal salts; cation extracting agent.
UsesExtraction of metals.Bis(2-ethylhexyl) phosphate is used as a lubricant additive, corrosion inhibitor and a metal extractant. It is involved in the solvent extraction of uranium salts and rare earth metals. Iron(II) ions are extracted after reduction of Iron(III) ions. Further, it is used as a plasticizer and as a solvent in the synthesis of plastic.
Production MethodsProduced by chlorinating bis(2-ethylhexyl) phosphonate to give the phosphate diester chloride, followed by hydrolysis, or by saponification of tris(2-ethylhexyl) phosphate .
Synthesis2-ethylhexan-1-ol could be used as a starting material to synthesize Bis(2-ethylhexyl) phosphate.
Bis(2-ethylhexyl) phosphate
General DescriptionOdorless light yellow liquid. Floats on water.
Reactivity ProfileOrganophosphates, such as Bis(2-ethylhexyl) phosphate, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides. Mildly corrosive to most metals; may form flammable hydrogen gas [USCG, 1999].
Health HazardContact with liquid irritates eyes and may cause serious injury; consult an eye specialist. Also causes skin irritation on contact. Ingestion produces irritation similar to that caused by strong vinegar.
Fire HazardSpecial Hazards of Combustion Products: Irritating phosphorus oxides may be released.
Flammability and ExplosibilityNon flammable
Purification MethodsContaminants of commercial samples include the monoester, polyphosphates, pyrophosphate, 2-ethylhexanol and metal impurities. Dissolve the acid in n-hexane to give an 0.8M solution. Wash this with an equal volume of M HNO3, then with saturated (NH4)2CO3 solution, with 3M HNO3, and twice with water [Petrow & Allen Anal Chem 33 1303 1961]. Similarly, the impure sodium salt, after scrubbing with pet ether, is acidified with HCl and the free organic acid is extracted into pet ether and purified as above [Peppard et al. J Inorg Nucl Chem 7 231 1958], or as described by Stewart & Crandall [J Am Chem Soc 73 1377 1951]. It can be purified via its copper salt [McDowell et al. J Inorg Nucl Chem 38 2127 1976]. [Beilstein 1 IV 1796.]
Bis(2-ethylhexyl) phosphate Preparation Products And Raw materials
Raw materials1-Octanol-->2-Ethylhexanol-->Octanoyl chloride
Preparation ProductsHydrogen peroxide
Tag:Bis(2-ethylhexyl) phosphate(298-07-7) Related Product Information
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