78-51-3

Basic information

• Product Name: Tris(2-butoxyethyl) phosphate
• Synonyms: 2-butoxy;2-Butoxy-ethanol phosphate (3:1);2-Butoxy-ethanolphosphate(3:1);2-butoxy-ethanophosphate(3:1);Amgard TBEP;Ethanol, 2-butoxy-, phosphate (3:1);ethanol,2-butoxy-,phosphate(3:1);KP 140
• CAS NO: 78-51-3
• Molecular Formula: C₁₈H₃₉O₇P
• Molecular Weight: 398.47
• EINECS: 201-122-9
• Product Categories: Organics;Functional Materials;Phosphates (Plasticizer);Plasticizer;Organic Building Blocks;Organic Phosphates/Phosphites;Phosphorus Compounds;Agriculture
• Mol File: 78-51-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: -70°C
• Boiling Point: 215-228 °C4 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to very slightly yellow/Liquid
• Density: 1.006 g/mL at 25 °C(lit.)
• Vapor Density: 13.7 (vs air)
• Vapor Pressure: 0.03 mm Hg ( 150 °C)
• Refractive Index: n20/D 1.438(lit.)
• Water Solubility: Soluble
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: Tris(2-butoxyethyl) phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Tris(2-butoxyethyl) phosphate(78-51-3)
• EPA Substance Registry System: Tris(2-butoxyethyl) phosphate(78-51-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 1
• RTECS: KJ9800000
• Hazardous Substances Data: 78-51-3(Hazardous Substances Data)

Usage

Description

Tris(2-butoxyethyl) phosphate, also known as a trialkyl phosphate, is an organic flame retardant with PXR agonistic activity. It is a slightly yellow, oily liquid that is insoluble or has limited solubility in glycerol, glycols, and certain amines, but is soluble in most organic liquids. Tris(2-butoxyethyl) phosphate is combustible and has been detected and quantified in various samples, such as herring gull eggs, house dust, and urine, using liquid chromatography-electrospray ionization(+)-tandem mass spectrometry.

Uses

Used in Analytical Chemistry:
Tris(2-butoxyethyl) phosphate is used as an analytical reference standard for the quantification of the analyte in herring gull eggs, house dust, and urine samples. This application utilizes liquid chromatography techniques to accurately measure the presence and concentration of the compound in these samples.
Used in Plastics and Elastomers Industry:
Tris(2-butoxyethyl) phosphate is used as a primary plasticizer for most resins and elastomers, enhancing their flexibility and workability. Its flame-retarding properties make it a valuable additive in this industry, as it helps to reduce the risk of fire and improve the safety of the final products.
Used in Floor Finishes and Waxes:
In the floor finishes and waxes industry, Tris(2-butoxyethyl) phosphate is used to improve the performance and durability of these products. Its flame-retarding properties also contribute to the safety of floor finishes and waxes, making them less likely to ignite and cause fires.
Used as a Flame-Retarding Agent:
Tris(2-butoxyethyl) phosphate is used as a flame-retarding agent in various applications, including in the manufacturing of textiles, electronics, and construction materials. Its ability to slow down the spread of fire and reduce the intensity of flames makes it a crucial component in fire safety measures.

Air & Water Reactions

Water soluble.

Reactivity Profile

Organophosphates, such as Tris(2-butoxyethyl) 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. Tris(2-butoxyethyl) phosphate may react with oxidizers. .

Fire Hazard

Tris(2-butoxyethyl) phosphate is combustible.

Flammability and Explosibility

Nonflammable

Safety Profile

A poison by intravenous route. Moderately toxic by ingestion. A skin and eye irritant. Combustible when exposed to heat or flame. Dangerous; see also PHOSPHATES; can react with oxidizing materials. To fight fire, use water, foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of POx.

InChI:InChI=1/3C6H14O2.H3O4P/c3*1-2-3-5-8-6-4-7;1-5(2,3)4/h3*7H,2-6H2,1H3;(H3,1,2,3,4)/p-3

Synthetic route

2-Butoxyethanol (111-76-2) → tris(2-butoxyethyl) phosphate (78-51-3)

Conditions	Yield
With magnesium chloride; trichlorophosphate at 50 - 80℃; for 5h; Reagent/catalyst; Temperature; Large scale;	98%
With quinoclamine; hydroquinone; trichlorophosphate
With trichlorophosphate at 45 - 50℃;

tris(2-butoxyethyl) phosphate (78-51-3) + 4-iodo-biphenyl (1591-31-7) → 4-((2-butoxyethyl)sulfonyl)-1,1'-biphenyl

Conditions	Yield
With sodium metabisulfite; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; manganese; tetrabutylammomium bromide In dimethyl sulfoxide at 120℃; for 15h; Inert atmosphere;	48%

Upstream product

• 111-76-2 2-Butoxyethanol 

Downstream Products

• 76382-80-4 butyl phenylpropyl ether 

Relevant articles and documents

A high-purity (butoxy ethyl) phosphate ester industrial preparation method (by machine translation)

The invention relates to a high-purity (butoxy ethyl) phosphate ester of preparation method, the method comprises the following steps: 1) the vacuum condition through the phosphorus oxychloride and ethylene glycol monobutyl ether in the Lewis catalyst under the action of reaction; 2) after the reaction, vacuum-recycle a large amount of glycol flatting, reactant in ethylene glycol monobutyl ether content in the range of 5 - 10%, stop distilling; 3) alkali to neutralize, in and to PH=5 - 8, then distilled under reduced pressure, until the ethylene glycol monobutyl ether content is less than 0.1% stop distilling, to obtain crude; 4) washing the crude product is separated, washed in addition to the water of the product is distilled under reduced pressure to obtain high-purity (butoxy ethyl) phosphate ester. The method of the invention is simple, the purity of the product, in color, to improve the yield is very large. (by machine translation)