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Trixylenyl phosphate

HCID 19736
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Basic information

CAS
25155-23-1
Standard SMILES
Cc1ccc(OP(=O)(Oc2ccc(C)cc2C)Oc2ccc(C)cc2C)c(C)c1
InChIKey
KOWVWXQNQNCRRS-UHFFFAOYSA-N
Molecular formula
C24H27O4P
Average molar mass
410.4 g/mol
Monoisotopic mass
410.16469634

Overview

Toxic by ingestion and skin absorption when pure. Produces phosphorus oxide gases during combustion. Primary hazard is threat to the environment. Immediate steps should be taken to limit spread to the environment. Easily penetrates soil to contaminate groundwater and nearby waterways.

Names & identifiers

Preferred name
Trixylenyl phosphate
IUPAC
tris(2,4-dimethylphenyl) phosphate
English name
Trixylyl phosphate
Molecular formula
C24H27O4P
Molecular weight
410.45

Names & synonyms

Trixylenyl phosphateTri-xylenyl phosphateXylyl phosphateCoalite NTPPhosflex 179Reofos 95Xylenol, phosphate (3:1)Tri-dimethyl phenyl phosphateTris(dimethylphenol) phosphatePhosphoric acid, trixylyl esterDimethylphenol phosphate (3:1)7M08K25Q1J
Show more names
TXPDimethylphenol 1,1',1''-phosphateivviol-3reofos95HSDB 6094coalitentpCCRIS 4891phosflex179
Phenol, dimethyl-, phosphate (3:1)DTXSID9026267ANTIBLAZE TXPDURAD TXPFYRQUEL LRefChem:192072ANTIBLAZE 524DURAD 220X

Database identifiers

CAS
25155-23-1、3862-12-2
PubChem CID
19736
DTXSID
DTXSID80959466
UNII
5TL8H5QK8V

Properties

Computed structural properties

XLogP
7.2
Topological polar surface area
44.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
6
Heavy atoms
29
Formal charge
0
Complexity
491

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Organophosphates, Other

Other Classes -> Organophosphates, Other

LogPlog Kow = 5.63
Density · 4 items

1.130 to 1.155 (USCG, 1999)

1.142 at 38 °C/4 °C

Inflammable; pour point= -60 °C; density: 1.14 kg/l /Trixylyl phosphate/

1.155

Color/Form · 3 items

Glassy

Clear liquid

Liquid

Solubility · 6 items

Insoluble (NTP, 1992)

log Kow= 5.63; water solubility= 0.89 ppm at 25 °C /Kronitex TXP/

Sol in benzene, hexane, and chloroform.

0.002% by weight in water at 85 °C

In water, 0.89 ppm at 25 °C

Water solubility = 0.72 mg/L using OECD 105 method

Flash Point · 2 items

450 °F (NTP, 1992)

>245 °C (>473 °F) (Open Cup)

Boiling Point · 2 items

469 to 509 °F at 10 mmHg (NTP, 1992)

BP: 243-265 °C at 10 mm Hg

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H360F: May damage fertility [Danger Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1023) of reports.

Danger

H319 (38.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Hazard information

Regulatory Information · 6 items

Chemical: Phenol, dimethyl-, phosphate (3:1)

Hazard Traits - Reproductive Toxicity

Phenol, dimethyl-, 1,1',1''-phosphate is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, dimethyl-, 1,1',1''-phosphate are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

REACH registered substance: Trixylyl phosphate (EC: 246-677-8)

Substance: Trixylyl phosphate

Other Safety InformationEvaluation - Cresyl phosphates and xylyl phosphates
DOT LabelClass 9
Fire HazardsSpecial Hazards of Combustion Products: Toxic acidic vapors may form. (USCG, 1999)
Health HazardsBreathing or swallowing large quantities may cause ataxia. May irritate skin, respiratory tract, mucous membrane, and eyes. (USCG, 1999)
Hazards Summary · 2 items

There are 5 isomers of Tris(x,y-xylenyl)phosphate; [HSDB] See Tris(3,5-xylenyl)phosphate.

Chemistry & industry

Uses & manufacturing

Uses · 6 items

Used as a flame retardant; [HSDB]

Used in flame retardants, plasticizes, and hydraulic fluids; [HSDB]

Used in flame retardants' compositions

Non-flammable hydraulic fluid (steel works, furnaces, mines); polyvinyl chloride plasticizer /Trixylyl phosphate/

... /Flame retardant-plasticizer/ for wire and cable insulation ... usually used in blends with phthalates.

The major current area of use is in power generation fluids.

ImpuritiesTri-o-cresyl phosphate and other o-cresyl-components /TXP formulations/
U.S. Imports · 5 items

(1981) 90,401 million pounds /Trixylyl phosphate/

(1983) 9,921 million pounds /Trixylyl phosphate/

(1978) 4.10X10+7 G (PRINCIPAL CUSTOMS DISTRICTS)

(1980) 1.00X10+7 G (PRINCIPAL CUSTOMS DISTRICTS)

(1983) 9.9X10+3 lb

U.S. Production · 5 items

2023: 1,000,000 - <8,500,000 lb

In million pounds: (1980) 5.0; (1981) 4.1; (1982) 3.4; (1983) 3.4; (1984) 3.7 /Trixylyl phosphate/

Phenol, dimethyl-, phosphate (3:1) is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#5692]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Phenol, dimethyl-, 1,1',1''-phosphate. Aggregated National Production Volume: 1 to < 10 million pounds.

Consumer UsesHydraulic fluids
Industry UsesFlame retardant
Methods of Manufacturing · 2 items

Xylenol, mixed + phosphorus oxychloride (dehydrochlorination) /Trixylyl phosphate/

Related reactions

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Compound notes

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EC Number
246-677-8、654-299-3
Nikkaji
J173.955G
Decomposition · 2 items

Decomposition of this product under fire conditions can produce carbon monoxide, phosphorus oxides and organic decomposition products.

When heated to decomposition it emits toxic vapors of phosphorus oxides.

Melting Point · 2 items

-4 °F (USCG, 1999)

-20 °C /pour point/

PolymerizationHazardous polymerization is not expected to occur.
Vapor Pressure · 3 items

0.00000002 [mmHg]

0.00000005 [mmHg]

5.15X10-8 mm Hg at 30 °C

Refractive Index · 2 items

Index of refraction: 1.5550 @ 20 °C

Index of refraction 1.5535

Physicochemical properties

Melting point
-19.9 °C · -19.9°C
Boiling point
300 °C · ≥300 °C(lit.)
Density
1.136 g/mL · 1.136 g/mL at 20 °C(lit.)
vapor pressure
0 Pa · 0Pa at 20℃
refractive index
20 · n20/D 1.552
Flash point
232 ℃ · 232℃
storage temp.
Hygroscopic, Refrigerator, under inert atmosphere
solubility
Acetonitrile (Slightly), Chloroform (Slightly)
form
liquid
color
Colourless
Water Solubility
20 μg/L · 20μg/L at 20℃
Stability
Hygroscopic, Moisture Sensitive
LogP
6.38 at · 6.38 at 25℃
Substances of Very High Concern (SVHC) Candidate List
Trixylyl phosphate (25155-23-1)
CAS DataBase Reference
25155 · 25155-23-1
FDA UNII
7 M08K25Q1J · 7M08K25Q1J
EPA Substance Registry System
Tris(dimethylphenol) phosphate (25155-23-1)
Symbol(GHS)
8 · GHS08
Signal word
Danger
Hazard statements
360 F · H360F
Safety Statements
26 · 26-36
RIDADR
3082 · 3082
WGK Germany
2 · 2
RTECS
8320000 · ZE8320000
TSCA
TSCA listed
HazardClass
9 · 9
PackingGroup
III
Hazardous Substances Data
25155 · 25155-23-1(Hazardous Substances Data)
REACH Registrations
Active

May cause skin, eye, mucous membrane, and respiratory tract irritation; [CAMEO] A mild skin and eye irritant, based on animal studies; [eChemPortal: HPVIS] May cause irritation; [MSDSonline]

Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
TSCA Requirements · 1 item

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Phenol, dimethyl-, phosphate (3:1) is included on this list. Effective date: 10/4/82; Sunset date: 10/4/92.

Reactivity Profile · 1 item

Organophosphates, such as TRIXYLENYL 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.

DOT Hazard Classification · 2 items

Trixylenyl phosphate

Marine pollutant

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Other Hazardous ReactionsUnder wet alkaline or acidic conditions, this product hydrolyzes slowly and nonviolently. Vapors may decompose at elevated temperatures to release harmful materials.

Safety & protection

Fire FightingExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Firefighting Hazards · 1 item

As in any fire, prevent human exposure to fire, smoke, fumes or products of combustion. Evacuate non-essential personnel from the fire area. Firefighters should wear full-face, self contained breathing apparatus and impervious protective clothing. If possible, move containers from the fire area. If not leaking, keep fire exposed containers cool with a water fog or spray to prevent rupture due to excessive heat. High pressure water may spread product from broken containers increasing contamination or fire hazard. Dike fire control water for later disposal. Do not allow contaminated water to enter waterways.

Fire Fighting ProceduresUse water fog or spray, dry chemical, foam or carbon dioxide extinguishing agents.
Storage Conditions · 1 item

Store away from foodstuffs and animal feed. Containers should be stored in a cool, dry, well-ventilated area away from flammable or oxidizing materials and sources of heat or flame. Information about storage in one common storage facility: Prolonged storage at elevated temperatures under wet alkaline or acidic conditions should be avoided to assure product integrity. Care should be taken to prevent moisture condensation in the container. Carbon steel is the preferred material of construction for storage containers. The product is normally shipped in unlined tank cars, trucks and drums. Further information about storage conditions: The maximum storage temperature is 149 F or 65 °C (higher in the absense of air/moisture). At temperatures below 4.4 °C (40 °F), the viscosity characteristics are such that improved pumping rates may be achieved by warming. Temperatures from 27 - 37.8 deg C (80 - 100 °F) provide good flow rates. This product can be stored and transported in equipment constructed of mild steel.

Cleanup Methods · 1 item

Soak up liquid with a suitable absorbent such as clay, sawdust, or kitty litter. Sweep up absorbed material and place in a chemical waste container for disposal. Cover spill area with a slurry of powdered household detergent and water. Use stiff brush to work slurry into cracks and crevices. Allow to stand for 2-3 minutes, then flush with water. Dike water for later disposal. Do not allow contaminated water to enter waterways or sewers.

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 2 items

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 2 items

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Personal Protective Equipment (PPE) · 3 items

Self contained breathing apparatus. (USCG, 1999)

Protective gloves & clothing were developed in order to reduce the hazard of industrial use of triaryl phosphate. ... /Triaryl phosphate/

Respiratory protection (supplied-air respirator with full facepiece or self-contained breathing apparatus) should be available where these compounds are manufactured or used and should be worn in case of emergency and overexposure. /Phosphorus compounds/

Other Standards Regulations and GuidelinesAppendix B to 49 CFR 172.101 lists potential marine pollutants. Triphenyl phosphate is included as a marine pollutant on this list.

Toxicology

Interactions · 1 item

4,4'-DIAMINODIPHENYL DISULFIDE WAS 1 OF 5 ANTIOXIDANTS STUDIED FOR THE PROTECTION OF POISONING BY AROMATIC ESTERS OF PHOSPHORIC ACID (H3PO4). WHEN IT WAS INJECTED SC INTO GUINEA PIGS OR RATS IN COMBINATION WITH TRIXYLENYL PHOSPHATE, IT SHOWED THE GREATEST PROTECTIVE ACTION AGAINST THE INHIBITORY EFFECTS OF AROMATIC ESTERS ON THE ACTIVITY OF CHOLINESTERASE. /AROMATIC ESTERS OF PHOSPHORIC ACID/

Ecotoxicity Values · 4 items

LC50; Species: Nitocra spinipes (Harpacticoid Copepod); Conditions: saltwater, static, salinity 7 ppt; Concentration: 1900 ug/L for 96 hr (95% confidence interval: 500-8100 ug/L) /formulation/

LC50; Species: Nitocra spinipes (Harpacticoid Copepod); Conditions: saltwater, static, 21 °C, salinity 7 ppt; Concentration: 880 ug/L for 96 hr (95% confidence interval: 500-1540 ug/L) /formulation/

LC50; Species: Danio rerio (Zebra Danio); Conditions: freshwater, renewal, 23 °C; Concentration: 20000-30000 ug/L for 96 hr /formulation/

EC50; Species: Tetrahymena pyriformis (Ciliate) length 0.2 mL; Conditions: static, 30 °C; Concentration: 160000 ug/L for 24 hr

Environmental Fate · 6 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1.0X10+5(SRC), determined from a structure estimation method(2), indicates that tris(2,4-xylenyl)phosphate is expected to be immobile in soil(SRC). Volatilization of tris(2,4-xylenyl)phosphate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.2X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Tris(2,4-xylenyl)phosphate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.1X10-8 mm Hg(SRC), determined from a fragment constant method(4). Tris(2,4-xylenyl)phosphate may be susceptible to hydrolysis in alkaline soils based on aquatic data for other triaryl phosphates(6). Biodegradation of aryl phosphates may occur slowly in the environment based on activated sludge tests showing 13 to 65% biodegradation of trixylenyl phosphate over 14 and 25 weeks, respectively(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1.0X10+5(SRC), determined from a structure estimation method(2), indicates that tris(2,4-xylenyl)phosphate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 7.2X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Tris(2,4-xylenyl)phosphate may be stable to degradation in waters having slightly acidic and neutral pH values; however, decomposition of tris(2,4-xylenyl)phosphate may occur in alkaline waters via hydrolysis based on data for other triaryl phosphates(8). According to a classification scheme(5), an estimated BCF of 720(SRC), from a log Kow of 5.63(6), measured for Kronitex TXP, a commercial product containing tris(2,4-xylenyl)phosphate and other trixylenyl and triethylphenyl phosphate isomers, and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Biodegradation of aryl phosphates may occur slowly in the environment based on activated sludge tests showing 13 to 65% biodegradation of trixylenyl phosphate over 14 and 25 weeks, respectively(6).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tris(2,4-xylenyl)phosphate, which has an estimated vapor pressure of 2.1X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase tris(2,4-xylenyl)phosphate may be removed from the air by wet and dry deposition(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1.9X10+5(SRC), determined from a structure estimation method(2), indicates that trixylyl phosphate is expected to be immobile in soil(SRC). Volatilization of trixylyl phosphate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.1X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 5.15X10-8 mm Hg at 30 °C(3), and water solubility, 0.89 mg/L(4). Trixylyl phosphate is not expected to volatilize from dry soil surfaces based upon its estimated vapor pressure(SRC). Utilizing the Japanese MITI test, 0-1% of the Theoretical BOD was reached in 4 weeks(5) indicating that biodegradation is not an important environmental fate process in soil(SRC). However, commercial plasticizers containing trixylyl phosphate can be degraded by activated sludge inoculum(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1.9X10+5(SRC), determined from a structure estimation method(2), indicates that trixylyl phosphate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 3.1X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 5.15X10-8 mm Hg(3), and water solubility, 0.89 mg/L(4). According to a classification scheme(5), an estimated BCF of 360(SRC), from its log Kow of 5.63(4) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is(SRC). Base-catalyzed second-order half-lives of 2.5 years, 93 days, 9.3 days and 22 hours at pH values of 7, 8, 9 and 10, respectively(2), indicate that hydrolysis may be an important fate process in alkaline water. Utilizing the Japanese MITI test, 0-1% of the Theoretical BOD was reached in 4 weeks(6) indicating that biodegradation is not an important environmental fate process in water(SRC). However, commercial plasticizers containing trixylyl phosphate can be degraded by activated sludge inoculum(4).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), trixylyl phosphate, which has a vapor pressure of 5.15X10-8 mm Hg at tt °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase trixylyl phosphate may be removed from the air by wet and dry deposition(SRC). Trixylyl phosphate does absorb at UV wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Toxicity Summary · 1 item

IDENTIFICATION AND USE: This chemical is a clear liquid. It is sparingly soluble in water.The only commercial products found to contain trixylyl phosphate are generally employed as hydraulic fluids, flame retardants, and plasticizers. This chemical is used in power generation fluids. HUMAN EXPOSURE AND TOXICITY: Triaryl phosphates include mixed isomers of triphenyl phosphate, tricresyl phosphate, trixylyl phosphate and others. Of these, the ortho isomer of tricresyl phosphate ... is by far the most toxic. Occupational exposure to this chemical may occur through dermal contact at sites where the commercial products containing it are produced or used. The general population may be exposed to trixylyl phosphate by via dermal contact with consumer products containing the substance. Foods sometimes become contaminated with aryl and alkyl phosphates by diffusion from phosphate treated packaging materials. ANIMAL STUDIES: Delayed neurotoxicity was observed in hens exposed to trioxylyl phosphate. A hydraulic fluid containing trixylenyl phosphate was examined for effects of organophosphorus induced delayed neurotoxicity (OPIDN) in hens. A neurotoxic effect was associated with exposure to product. When this chemical is administered to guinea pigs caused disturbances in the neuromuscular function of the limbs. Trixylyl phosphate, mixed isomers, was tested for mutagenicity in the Salmonella/microsome preincubation assay. Mixed isomers trixylyl phosphate were tested for mutagenicity over a wide range of doses in four Salmonella typhimurium strains (TA 98, TA 100, TA 1535, and TA 1537) in the presence and absence of metabolic activation. Trixylenyl phosphate mixed isomers, were negative in these tests. Ataxia, fine tremor and abnormal timidity was observed in rats given ip injections of this chemical. Rats exposed to this chemical had weight loss and alterations in lung tissue.

Ecotoxicity Excerpts · 1 item

/AQUATIC SPECIES/ THREE COMMERCIAL TRIARYL PHOSPHATES, PILABRAC 521, REOFOS 95 /TRIXYLYL PHOSPHATE/ AND REOLUB HYD 46, WERE TESTED FOR ACUTE TOXICITY AGAINST THE BRACKISH WATER HARPACTICOID NITOCRA SPINIPES BROECK (CRUSTACEA) AND THE ZEBRA FISH, BRACHYDANIO RERIO. THE 96 HR LC50 VALUES RANGED FROM 0.27 TO 1.75 MG/L, WITH PLIABRAC 521 AS THE MOST TOXIC AND REOLUB HYD 46 AS THE LEAST TOXIC. LOW TO MODERATE ACCUMULATION OF TRIARYL PHOSPHATES WAS OBSERVED. FOR THE VARIOUS TRIARYL PHOSPHATES, A DIETARY ACCUMULATION OF 0.06 TO O.6 FROM FOOD TO MINNOW, PHOXINUS PHOXINUS, WAS OBSERVED. THE MOST HYDROPHILIC COMPOUNDS WERE READILY CLEARED FROM FISH WHEN THE FISH WERE PLACED IN CLEAN WATER, WHEREAS THE MOST LIPOHILIC ONES WERE STILL DETECTABLE, ALBEIT IN LOW CONCENTRATIONS, IN THE FISH AFTER A 2 WEEK DEPURATION PERIOD. A ROTARY FLOW BEHAVIORAL STUDY DID NOT REVEAL ANY EFFECTS ON SWIMMING PERFORMANCE IN THE BLEAK, BUT REPRODUCTION WAS AFFECTED AS A RESULT OF LONG-TERM (163 DAY) EXPOSURE OF MINNOWS TO SUBACUTE CONCENTRATIONS OF PLIABRAC 521.

Ongoing Test Status · 1 item

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical.[Available from, as of October 25, 2012: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=25155-23-1]

Effluent ConcentrationsMonitoring of effluents from waste water treatment plants in England and Wales between 2007 and 2008 found measurable trixylyl phosphate concentrations (detection limit of 0.062 ug/L) 0.0871 to 4.31 ug/L(1).
Soil Adsorption/Mobility · 2 items

Using a structure estimation method based on molecular connectivity indices(1), the Koc for tris(2,4-xylenyl)phosphate can be estimated to be 1.0X10+5(SRC). According to a classification scheme(2), this estimated Koc value suggests that tris(2,4-xylenyl)phosphate is expected to be immobile in soil.

Using a structure estimation method based on molecular connectivity indices(1), the Koc of trixylyl phosphate can be estimated to be 1.9X10+5(SRC). According to a classification scheme(2), this estimated Koc value suggests that trixylyl phosphate is expected to be immobile in soil.

TSCA Test Submissions · 1 item

The mutagenicity of dimethyl phenyl phosphate was evaluated in Salmonella tester strains TA98, TA100, TA1535 and TA1537 (Ames Test), both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. The compound was tested at concentrations of 2, 6, 18, 54 and 162 ug/0.1 mL in DMSO solvent. Dimethyl phenol phosphate did not cause a positive response in any of the tester strains with or without metabolic activation.

Human Toxicity Excerpts · 1 item

/OTHER TOXICITY INFORMATION/ Triaryl phosphates ... include mixed isomers of triphenyl phosphate, tricresyl phosphate, trixylenyl phosphate, & ... /others/. Of these, the ortho isomer of tricresyl phosphate ... is by far the most toxic. /Triaryl phosphates/

Fish/Seafood ConcentrationsTrixylenyl phosphate, isomer not specified, was detected in sturgeon from the Columbia River near Longview, OR at a concentration of 0.08 ng/g(1).
Artificial Pollution Sources · 2 items

Specific use information for tris(2,4-xylenyl)phosphate was not located. However, trixylenyl phosphates are produced and used as flame retardants and plasticizers(1) and hydraulic fluids(2) and tris(2,4-xylenyl)phosphate may be released to the environment through various waste streams during such production and/or use(SRC).

Trixylyl phosphate's production and use in commercial flame retardant-plasticizer products, such as wire and cable insulation(2), and in hydraulic and power generation fluids(3) may result in its release to the environment through various waste streams(SRC).

Regulatory information

TSCA Requirements · 1 item

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Phenol, dimethyl-, phosphate (3:1) is included on this list. Effective date: 10/4/82; Sunset date: 10/4/92.

Safety data

wgk
2
tsca
TSCA listed
rtecs
ZE8320000
ridadr
3082
Signal word
Danger
Symbol(GHS)
GHS08
safety_code
26-36
hazard_class
9
packing_group
III
Hazard statements
H360F
REACH Registrations
Active
Hazardous Substances Data
25155-23-1(Hazardous Substances Data)

... /Trixylyl & tritolyl phosphates/ differ only in the fraction (as defined by boiling range) of tar acids used as raw materials. ... As commercial products both are made by the interaction of phosphorus oxychloride on mixtures containing phenol & all isomers of cresol, xylenol, & some higher molecular wt tar acids. The resultant products are internal mixtures, as the reactivities of the isomers differ in their readiness to esterify. /Trixylyl & tritolyl phosphates/

Formulations/Preparations · 3 items

TRIS(2,5-XYLENYL)PHOSPHATE IS PRESENT IN BOTH KRONITEX TXP AND FYRQUELL 220, WHICH ARE COMMERCIALLY USED FLAME RETARDANTS.

Fyrquel EHC

Phosflex 41-P, Kronitex TXP

General Manufacturing Information · 6 items

Utilities

Phenol, 2,4-dimethyl-, 1,1',1''-phosphate: INACTIVE

Phenol, dimethyl-, 1,1',1''-phosphate: ACTIVE

THE SEPARATION OF PHENOLS, CRESOLS, AND XYLENOLS IS STUDIED USING TRI(2,4-XYLENYL)PHOSPHATE AS LIQ PHASES COATED ON STAINLESS STEEL OPEN TUBULAR COLUMNS AT TEMP BETWEEN 100 AND 130 °C.

TRI (2,4-XYLENYL) PHOSPHATE IS EFFECTIVE AS SYNERGIST OF MALATHION AGAINST RESISTANT HOUSEFLIES AND MOSQUITOES.

The bulk of the hydrolysis products from ... commercial flame retardant /such as/, Fyrquell 220 & Kronitex TXP, were xylenols which occurred in the following order of abundance: 2,5- >2,3- >3,5- >2,4- >3,4-xylenol.

Applications · 2 items

UsesTrixylyl Phosphate is used commercially as hydraulic fluids, flame retardants, and plasticizers. It inhibits the human ether-a-go-go-related gene (hERG) channel, which is a voltage-gated potassium (K+) channel involved in the repolarization of the cardiac action potential.

General DescriptionTrixylyl phosphate (CAS 25155-23-1) is generally used as a flame retardant in hydraulic fluids and as a plasticizer. Toxic by ingestion and skin absorption when pure. Produces phosphorus oxide gases during combustion. Primary hazard is threat to the environment. Immediate steps should be taken to limit spread to the environment. Easily penetrates soil to contaminate groundwater and nearby waterways.

Preparation methods

PreparationTrixylenyl phosphate is produced through the reaction of phosphorus oxytrochloride and xylenols.