Trixylyl phosphate

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| ImageFile = Trixylylphosphate General Formula V.1.svg

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| OtherNames = {{unbulleted list|tris(dimethylphenyl) phosphate|Tri-dimethyl phenyl phosphate|Tri-xylenyl phosphate }}

| Section1 = {{Chembox Identifiers

| CASNo = 25155-23-1

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| EC_number = 246-677-8

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| Section2 = {{Chembox Properties

|C=24 | H=27 | O=4 | P=1

| Appearance = Viscous liquid

| Density = 1.142

| MeltingPtC=-20

| BoilingPtC = 394

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| Solubility = 20 µg/L

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| Section3 = {{Chembox Hazards

| FlashPt =

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| GHSPictograms = {{GHS08}}

| GHSSignalWord = Danger

| HPhrases = {{H-phrases|H360F}}

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Trixylyl phosphate (TXP) is an aromatic phosphate ester. It was historically used as a flame retardant for acetate plastics (cellulose nitrate and cellulose acetate) and PVC. It also saw significant use as a fire-resistant hydraulic fluid.

Trixylyl phosphate is now banned or restricted in several jurisdictions, due to its poor safety profile. Short term exposure can cause organophosphate-induced delayed neuropathy,{{cite journal |last1=Mortensen |first1=A |last2=Ladefoged |first2=O |title=Delayed neurotoxicity of trixylenyl phosphate and a trialkyl/aryl phosphate mixture, and the modulating effect of atropine on tri-o-tolyl phosphate-induced neurotoxicity. |journal=Neurotoxicology |date=1992 |volume=13 |issue=2 |pages=347–54 |pmid=1436754}} but it is also regarded as a reproductive toxin. In the EU is classified as a substance of very high concern, requiring authorisation to be used.

Synthesis

Trixylyl phosphate is prepared industrially by the reaction of phosphoryl chloride with mixed xylenols. In practise this produces a range of products.

References

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Category:Organophosphates

Category:Flame retardants

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