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Isodecyl diphenyl phosphate

Isodecyl diphenyl phosphate structure

Isodecyl diphenyl phosphate 

structure
  • CAS No:

    29761-21-5

  • Formula:

    C22H31O4P

  • Chemical Name:

    Isodecyl diphenyl phosphate

  • Synonyms:

    Phosphoric acid,isodecyl diphenyl ester;Isodecyl alcohol,diphenyl phosphate;Isodecyl diphenyl phosphate;Diphenyl isodecyl phosphate;Phosflex 390;Santicizer C 148;Santicizer 2148;Diacizer D 148;59800-46-3;146480-14-0;1620815-46-4

  • Categories:

    Organic Chemistry  >  Inorganic Acid Esters

Description

Liquid


Isodecyl diphenyl phosphate is a viscous clear colorless liquid. (NTP, 1992)|Liquid


Isodecyl diphenyl phosphate is a viscous clear colorless liquid. (NTP, 1992)

Isodecyl diphenyl phosphate Basic Attributes

390.45

390.19600

249-828-6

2927JBB380

3082

DTXSID3025465

Characteristics

44.8

5.44

Isodecyl diphenyl phosphate is a viscous clear colorless liquid. (NTP, 1992)

1.070 g/cm3

-31° F (NTP, 1992)

249 deg C (dec) @ 1.33 kPa

greater than 200° F (NTP, 1992)

1.517

Water solubility: 0.75 mg/l at 25 deg C

1.6X10-5 mm Hg at 25 deg C (est)

200.2 Ų [M+H]+

Pour point: < - 50 °C|Henry's Law Constant: 4.36X10-7 atm-cu m/mole at 25 °C (est)

This compound may hydrolyze under high or low pH conditions. (NTP, 1992). Insoluble in water.

Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters

Organophosphates, such as ISODECYL DIPHENYL 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.

Safety Information

III

9

3082

P273, P501

H413

This chemical is probably combustible. (NTP, 1992)

H413 (98.03%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]|P273, and P501|Aggregated GHS information provided by 550 companies from 3 notifications to the ECHA C&L Inventory.

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this chemical under refrigerated temperatures and away from mineral acids and bases. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicity

Isodecyl diphenyl phosphate and other aryl phosphates are released during production to soil via land disposal of solid or semi-solid wastes(1). Isodecyl diphenyl phosphate may also be released to the environment through processing and use applications; furthermore, release via use applications are expected to be more than from production(1). Isodecyl diphenyl phosphate may volatilize from plastic items where it is used as a plasticizer, it may leak from hydraulic fluids, and it may be released from lubricants where it is used as an additive(1-2). Isodecyl diphenyl phosphate may be released from plastics that are exposed to water in piping, it may leach from landfills, and it may be released in waste water effluents resulting from production and use(1-2).

TERRESTRIAL FATE: Biodegradation is expected to be the dominant fate process of isodecyl diphenyl phosphate in soil(SRC); a screening test exhibited an aerobic half-life of about 11 days or less in natural waters(2). Based on analogy to triphenyl phosphate, aqueous hydrolysis may aid in soil degradation for isodecyl diphenyl phosphate especially under alkaline conditions (half-lives of 0.23 to 7.5 days at pH 9.5 to pH 8.2 for triphenyl phosphate)(1,SRC). Based on an estimated Koc of 21,695, isodecyl diphenyl phosphate should be immobile in soil and adsorption should take place(SRC).|AQUATIC FATE: Isodecyl diphenyl phosphate is expected to slowly volatilize from water based on a low Henry's Law constant(SRC). Biodegradation is an important removal process in aerobic waters with an aerobic half-life of about 11 days or less(1,3). However, biodegradation in benthic sediments is unclear(1). No hydrolysis data were located for isodecyl diphenyl phosphate; however, phosphate esters are generally resistant to hydrolysis in neutral or acid waters (pH 5-7)(2). Aqueous hydrolysis may be an important degradative pathway of isodecyl diphenyl phosphate in the environment under mildly alkaline conditions (pH 9)(1). Half-lives of the first hydrolysis step for triphenyl phosphate have been measured to range from 0.23 to 7.5 days at pH 9.5 to pH 8.2, respectively(1,2). An estimated Koc of 21,695 suggests that adsorption from the water column to sediment and suspended material may be an important fate process for isodecyl diphenyl phosphate in aquatic systems(1-3,SRC). Bioconcentration in aquatic organisms may be important(1,SRC).|ATMOSPHERIC FATE: Based on an estimated vapor pressure of 1.6X10-5 mm Hg at 25 °C(2), isodecyl diphenyl phosphate should exist in the particulate- and vapor-phases in the ambient atmosphere(3). Vapor-phase isodecyl diphenyl phosphate is rapidly degraded in the ambient atmosphere by reaction with photochemically formed hydroxyl radicals; the half-life for this reaction in air can be estimated to be about 8.8 hrs(1,SRC). Particulate-phase isodecyl diphenyl phosphate may be susceptible to wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of isodecyl diphenyl phosphate with photochemically produced hydroxyl radicals has been estimated to be 4.38X10-11 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 8.8 hrs at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Phosphate esters are generally resistant to hydrolysis in neutral or acid waters (pH 5-7)(3). Aqueous hydrolysis may be an important degradative pathway of isodecyl diphenyl phosphate in the environment under mildly alkaline conditions (pH 9)(2). By analogy, half-lives of the first hydrolysis step for triphenyl phosphate have been measured to range from 0.23 to 7.5 days at pH 9.5 to pH 8.2, respectively(2-3).

Calculated BCFs of 1,100(1) and 7,500(2) indicate that isodecyl diphenyl phosphate has a moderate potential to bioconcentrate in aquatic organisms(1,SRC).

Based upon a measured log Kow of 5.44(1), the Koc for isodecyl diphenyl phosphate can be estimated to be about 21,695 from a regression derived equation(2). According to a suggested classification scheme(3), isodecyl diphenyl phosphate should be immobile in soil and sediment. The low water solubility of 0.75 mg/l at 25 °C(1) and high Koc value suggest that adsorption to soil and sediment may be an important fate process for isodecyl diphenyl phosphate(4,SRC).

The Henry's Law constant for isodecyl diphenyl phosphate can be estimated to be 4.36X10-7 atm-cu m/mole at 25 °C using a chemical structure estimation method(2,SRC). According to a suggested classification scheme(1), this Henry's Law constant indicates that isodecyl diphenyl phosphate volatilizes slowly from water. The volatilization half-life of isodecyl diphenyl phosphate from a model river 1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec can be estimated to be approximately 166 days based on the Henry's Law constant(1,SRC).

Occupational exposure to isodecyl diphenyl phosphate will occur via dermal contact and inhalation of vapor. (SRC)|NIOSH (NOES Survey 1981-1983) has statistically estimated that 13,976 workers are potentially exposed to isodecyl diphenyl phosphate in the USA(1).

Drug Information

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Inhalation of material may be harmful. Contact may cause burns to skin and eyes. Inhalation of Asbestos dust may have a damaging effect on the lungs. Fire may produce irritating, corrosive and/or toxic gases. Some liquids produce vapors that may cause dizziness or suffocation. Runoff from fire control may cause pollution. (ERG, 2016)

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. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

A comatose patient who is diaphoretic, has pinpoint pupils and the odor of an insecticide on clothing or breath, and is noted to have muscle fasciculations represents the classic presentation of organophosphate poisoning. ... Specific steps in management include the following. 1. Decontamination. ... 2 Airway. Establish an airway if necessary. ... 3. Respiratory Status. Respiratory distress, in fact, is commonly found in these patients from multiple causes. ... 4. Cardiac Monitoring. ... 5. Cholinesterase Level. ... 6. Pralidoxime. Pralidoxime is the treatment of choice for organophosphate poisoning and should be used for nearly all patients with clinically significant orgnophosphate poisoning,particularly whose patients with muscular fasciculations and weakness. ... 7. Atropine. Atropine is the physiologic antidote for organophosphate poisoning. A trial dose of atropine should be instituted on clinical ground when one suspects organophosphate intoxication. /Organophosphate poisoning/

Isodecyl diphenyl phosphate Use and Manufacturing

Uses

Used in PC, PVC, PVA, CA, CAB, CN, EC, EPOXY, phenolic resins, nitrile resins, acrylic resins, vinyl resins as flame retardant plasticizers with the advantage of low volatility, used in poly Vinyl chloride wallpaper, board and film have good cold resistance.


Plasticizers


Foam seating and bedding products

Production

1.0X10+7 lb (1977)

Plastics product manufacturing|Phosphoric acid, isodecyl diphenyl ester: ACTIVE|TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Computed Properties

Molecular Weight:390.5
XLogP3:7.4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:13
Exact Mass:390.19599646
Monoisotopic Mass:390.19599646
Topological Polar Surface Area:44.8
Heavy Atom Count:27
Complexity:391
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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