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りん酸トリス(1-メチル-2-クロロエチル)

Tris(2-chloroisopropyl) phosphate

HCID 26176
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
13674-84-5
標準SMILES
CC(CCl)OP(=O)(OC(C)CCl)OC(C)CCl
InChIKey
KVMPUXDNESXNOH-UHFFFAOYSA-N
分子式
C9H18Cl3O4P
平均分子量
327.6 g/mol
単同位体質量
326.000829

概要

Tris(1-chloro-2-propyl) phosphate is a clear colorless viscous liquid. (NTP, 1992)

名称と識別子

優先名称
Tris(2-chloroisopropyl) phosphate
IUPAC
tris(1-chloropropan-2-yl) phosphate
現地名
りん酸トリス(1-メチル-2-クロロエチル)
英語名
Tris(1-Chloro-2-Propyl) Phosphate
分子式
C9H18Cl3O4P
分子量
327.57

名称と別名

13674-84-5Amgard TMCPTRIS(2-CHLOROISOPROPYL)PHOSPHATEHostaflam OP 820Tris(1-chloro-2-propyl)phosphateTRIS(2-CHLOROISOPROPYL) PHOSPHATEAntiblaze 802-Propanol, 1-chloro-, phosphate (3:1)TCPP phosphate cpdTri-(2-chloroisopropyl)phosphateLEVAGARD PP2-Propanol, 1-chloro-, 2,2',2''-phosphate
名称をさらに表示
りん酸トリス(1-メチル-2-クロロエチル)りん酸トリス[1-(クロロメチル)エチル]りん酸トリス[1-メチル-2-クロロエチル]りん酸トリス(2-クロロ-1-メチルエチル)トリス(クロロプロピル)ホスフェ-トトリス(2クロロ1メチルエチル)=ホスファトトリス(1-クロロ-2-プロピル)=ホスファートTCPP リン酸トリス(1-クロロ-2-プロピル)りん酸トリス(1-クロロプロパン-2-イル)りん酸トリス(1-クロロ-2-プロピル)りん酸トリス(1-クロロ-2-プロピル), TECH GRADEトリス(1-クロロプロパン-2-イル) ホスファートトリス(1-クロロプロパン-2-イル)ホスファートTCPPTRIS(1-CHLORO-2-PROPYL) PHOSPHATETCIPPTris(1-chloropropan-2-yl) phosphateTRIS(2-CHLORO-1-METHYLETHYL) PHOSPHATE

物性

構造計算による物性

XLogP
2.6
極性表面積
44.8 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
9
重原子数
17
形式電荷
0
複雑度
216

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Organophosphates, Other

Organophosphate

LogPlog Kow = 2.59
DensitySpecific gravity: 1.29 at 25 °C
Flame RetardantsFlame Retardants -> Organophosphorus flame retardant (OP)
Viscosity61 cP at 25 °C
Color/FormClear, colorless liquid
Solubility · 2 件

less than 1 mg/mL at 67.1 °F (NTP, 1992)

In water, 1.6X10+3 mg/L at 25 °C

Flash Point · 2 件

greater than 200 °F (NTP, 1992)

218 - 220 °C (424 - 428 °F) - Open Cup

Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point235-248 °C
DecompositionHazardous decomposition products formed under fire conditions. - Carbon oxides, Phosphorous oxides, Hydrogen chloride gas

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 0.8% (6 of 728) of reports.

Warning

H302 (99%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P273, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 728 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危険有害性情報

Regulatory Information · 4 件

Chemical: 2-Propanol, 1-chloro-, 2,2',2''-phosphate

2-Propanol, 1-chloro-, 2,2',2''-phosphate is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanol, 1-chloro-, 2,2',2''-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)

REACH registered substance: Tris(2-chloro-1-methylethyl) phosphate (EC: 237-158-7)

2-Propanol, 1-chloro-, phosphate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationPEC / SN / Other assessments - Trisphosphates: Health and Environment
Fire HazardsThis compound is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this chemical emits very toxic fumes. (NTP, 1992)
Hazards Summary · 1 件

The product of commerce is an isomeric mixture consisting of 57-83% tris(1-chloro-2-propyl) phosphate (CAS# 13674-84-5), 16-35% bis(1-chloro-2-propyl) 2-chloro-1-propyl phosphate (CAS# 76025-08-6), 1-7% bis(2-chloro-1-propyl) 1-chloro-2-propyl) phosphate (CAS# 76649-15-5), and less than 1% tris(2-chloro-1-propyl) phosphate (CAS# 6145-73-9). [NTP] Causes no to mild skin and eye irritation in rabbits; No evidence of skin sensitization in guinea pigs; No evidence of delayed neurotoxicity in hens; [Reference #1] Not a skin or eye irritant; Harmful by ingestion; No evidence of reproductive or developmental toxicity in rats in the absence of severe systemic toxicity; [Albemarle MSDS]

化学と産業

薬理情報

Biological Half-Life · 2 件

The terminal (plasma) half-life was 48.7 +/- 6.0 hours.

After a single oral dose of (14)C-labelled TMCPP in rats, the biological half-times in blood were 12 hours (first phase) and 59 hours (second phase), respectively. In human pooled milk collected from Swedish women after delivery of their first babies in 1997-2006, levels of tris(1-chloro-2-propyl) phosphate were 22-82 ng/g lipid.

Metabolism/Metabolites · 1 件

Radiolabeled dosing solutions were prepared by mixing the (14)C-radiolabeled tris(1-chloro-2-propyl)phosphate with the non-radiolabeled Fyrol PCF in a vehicle of ethanol, Emulphor and water. Dosing solutions were prepared and analyzed so that rats wou1d receive approximately 0.5 mL (2mL/kg body weight) containing either 20 or 200 mg tris(1-chloro-2propyl) phosphate/kg body weight and 40 uCi of radiolabeled tris(1-chloro-2propyl) phosphate. Two study phases were performed. In the recovery phase animals were dosed and urine, feces and expired air were collected at 11 time intervals over 8 days. At least 5 animals per sex received oral doses of 200 mg/kg, while 5 males each received 20 mg/kg by either a single oral or i.v. administration. In the plasma phase animals were dosed and blood samples, urine and feces were collected at 18 predetermined intervals over 8 days. In both phases, at least 5 animals per sex received oral doses of 200 mg/kg, while 5 males each received 20 mg/kg by either a single oral or i.v. administration. Urine, feces, expired air, tissues and serial blood samples were collected and analyzed for total radioactivity. Metabolites of tris (1-chloro-2-propyl)phosphate were isolated, quantitated, and identified in the urine and feces of rats...Identifiable metabolites accounted for 75-78.5% of urinary and fecal radiocarbon at both doses in both sexes 0,0-[bis(l-chloro-2-propyl)]-0-(2-proprionic acid) phosphate was identified as a major metabolite and accounted for over 50% of the dose in the urine and feces of both sexes at both dose levels.

Absorption, Distribution and Excretion · 4 件

Radiolabeled dosing solutions were prepared by mixing the (14)C-radiolabeled tris(1-chloro-2-propyl)phosphate with the non-radiolabeled Fyrol PCF in a vehicle of ethanol, Emulphor and water. Dosing solutions were prepared and analyzed so that rats would receive approximately 0.5 mL (2mL/kg body weight) containing either 20 or 200 mg tris(1-chloro-2propyl) phosphate/kg body weight and 40 uCi of radiolabeled tris(1-chloro-2propyl) phosphate. Two study phases were performed. In the recovery phase animals were dosed and urine, feces and expired air were collected at 11 time intervals over 8 days. At least 5 animals per sex received oral doses of 200 mg/kg, while 5 males each received 20 mg/kg by either a single oral or i.v. administration. In the plasma phase animals were dosed and blood samples, urine and feces were collected at 18 predetermined intervals over 8 days. In both phases, at least 5 animals per sex received oral doses of 200 mg/kg, while 5 males each received 20 mg/kg by either a single oral or i.v. administration. Urine, feces, expired air, tissues and serial blood samples were collected and analyzed for total radioactivity... Tris (1-chloro-2-propyl) phosphate and its metabolites were rapidly eliminated following a single bolus dose in male and female rats. ...No difference was observed between sexes or between doses. A biphasic (plasma) elimination followed first order kinetics. While urinary excretion was identified as the primary route of elimination, the extent of elimination was dependent upon the amount administered and the route of administration. This was also true for fecal elimination. Urinary and fecal elimination were sex-independent with eighty-nine percent of the dose being eliminated by 72 hours. Total body burden at the end of eight days was less than 1%...

関連反応

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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
Tris(chlorisopropyl)Phosphate
TRIS(CHLOROISOPROPYL)PHOSPHATE
Tris(1-chloro-2-propyl) phosphate, Tris(2-chloroisopropyl) phosphate
amgardtmcp
DTXSID5026259Phosphoric acid, tris(2-chloro-1-methylethyl) esterCRT22GFY70J50.405JTOLGARD TMCPtris(2-chloro-1-methylethyl)phosphatetris(chloroisopropyl) phosphateDTXCID106259

データベース識別子

CAS
13674-84-5
PubChem CID
26176
DTXSID
DTXSID5026259
ChEMBL
CHEMBL3188873
ChEBI
CHEBI:143728
UNII
CRT22GFY70
EC Number
237-158-7
Nikkaji
J50.405J
Melting Point-42 °C

物理化学的性質

融点
-39.9 °C · -39.9°C
沸点
270 °C · 270°C
比重(密度)
1.28 · 1.28
屈折率
1.46 · 1.460~1.466 (20℃/D)
闪点
-218 °C · -218 °C
貯蔵温度
Sealed in dry,Room Temperature
溶解性
DMSO(微量)、メタノール(微量)
外見
液体
色
無色透明
臭い (Odor)
穏やかな臭い
水溶解度
0.1 g/100 · <0.1 g/100 mL で 19.5 ºC
BRN
1842347 · 1842347
Henry's Law Constant
1.6 · 1.6×102 mol/(m3Pa) at 25℃, HSDB (2015)
安定性
湿気に敏感
主な用途
農業
InChI
1S/C9H18Cl3O4P/c1-7(4-10)14-17(13,15-8(2)5-11)16-9(3)6-12/h7-9H,4-6H2,1-3H3
InChIKey
KVMPUXDNESXNOH-UHFFFAOYSA-N
SMILES
CC(CCl)OP(=O)(OC(C)CCl)OC(C)CCl
CAS データベース
13674 · 13674-84-5(CAS DataBase Reference)
NISTの化学物質情報
2 · 2-Propanol, 1-chloro-, phosphate (3:1)(13674-84-5)
EPAの化学物質情報
Tris(1-chloro-2-propyl) phosphate (13674-84-5)
化学的性質 · 1 件

化学的特性Tris(2-chloro-1-methylethyl) phosphate is clear colorless oily liquid with high water solubility and low lipophilicity (as indicated by logKOW). This substance ismanufactured as a reactionmixture, which contains four isomers. It is the primary isomer in the mixture at 50–85% weight/weight (w/w), followed by bis(1- chloro-2-propyl)-2-chloropropyl phosphate [15–40% (w/w); CASRN: 76025-08-6], bis(2-chloropropyl)-1-chloro-2-propyl phosphate [

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

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. 2-Propanol, 1-chloro-, phosphate (3:1) is included on this list. Effective date: 12/16/88; Sunset date: 11/9/93.

Reactivity ProfileTRIS(1-CHLORO-2-PROPYL) PHOSPHATE may hydrolyze under acidic or alkaline conditions. (NTP, 1992)
Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 3 件

Acute Tox. 4 (99%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 4

Skin, Eye, and Respiratory IrritationsCauses respiratory tract irritation. ... Harmful if absorbed through skin. Causes skin irritation. Causes eye irritation.
Hazardous Reactivities and IncompatibilitiesMaterials to avoid: Strong oxidizing agents

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide, or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

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.

Fire Fighting ProceduresUse water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Storage ConditionsKeep container tightly closed in a dry and well-ventilated place.
Cleanup MethodsSoak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal.
Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, 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 ethanol followed by washing with a 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.

Disposal Methods · 2 件

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.

Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.

Preventive Measures · 5 件

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.

Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.

Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).

For more Preventive Measures (Complete) data for Tri-(2-chloroisopropyl) phosphate (6 total), please visit the HSDB record page.

Personal Protective Equipment (PPE) · 2 件

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)

Wear self contained breathing apparatus for fire fighting if necessary.

毒性情報

Body BurdenTri-(2-chloroisopropyl)phosphate concentrations in hand wash samples from workers at a circuit board factory and furniture workshop, Kuopio, Finland, were <4 ng/hand(1).
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 290(SRC), determined from a log Kow of 2.59(2) and a regression-derived equation(3), indicates that tri-(2-chloroisopropyl)phosphate is expected to have moderate mobility in soil(SRC). Volatilization of tri-(2-chloroisopropyl)phosphate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.0X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Tri-(2-chloroisopropyl)phosphate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 9.2X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(3). Utilizing the Japanese MITI test, 0% of the Theoretical BOD was reached in 4 weeks(2) indicating that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 290(SRC), determined from a log Kow of 2.59(2) and a regression-derived equation(3), indicates that tri-(2-chloroisopropyl)phosphate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 6.0X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). According to a classification scheme(6), a BCF range of 0.8 to 2.8(2) suggests bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 0% of the Theoretical BOD was reached in 4 weeks(2) indicating that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tri-(2-chloroisopropyl)phosphate, which has an estimated vapor pressure of 9.2X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist solely in the vapor phase in the ambient atmosphere. Vapor-phase tri-(2-chloroisopropyl)phosphate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 0.2 days(SRC), calculated from its rate constant of 4.5X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Tri-(2-chloroisopropyl)phosphate does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Milk ConcentrationsENVIRONMENTAL: In human pooled milk collected from Swedish women after delivery of their first babies in 1997-2006, levels of tris(1-chloro-2-propyl) phosphate were 22-82 ng/g lipid.
Average Daily IntakeThe estimated daily dust ingestion of tri-(2-chloroisopropyl)phosphate was approximately 1200 and 300 ng/day for a child and an adult, respectively, assuming ingestion of 100 mg dust/day (child) and 20 mg dust/day (adult)(1).
Ongoing Test Status · 1 件

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 March 1, 2013: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=13674-84-5]

Effluent Concentrations · 1 件

Tri-(2-chloroisopropyl)phosphate influent and effluent concentrations were 2.79 and 2.26 ug/L, respectively, at the Kalby Sewage Treatment Plant in Lund, Sweden; sampling was conducted on October 21, 2002. Samples were collected upstream and downstream of the plant located on the Hoje River(1).

Soil Adsorption/Mobility · 1 件

The Koc of tri-(2-chloroisopropyl)phosphate is estimated as 290(SRC), using a log Kow of 2.59(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that tri-(2-chloroisopropyl)phosphate is expected to have moderate mobility in soil.

Atmospheric Concentrations · 1 件

INDOOR: Tri-(2-chloroisopropyl)phosphate was detected at concentrations of 63, 46, 57, and 130 ng/cu m in a theater, furniture store 1 and 2, and an office, respectively, collected from locations in Zurich, Switzerland. The compound was not detected in three electronic stores nor 2 other offices, detection limit = 0.12 ng/cu m(1).

Human Toxicity Excerpts · 1 件

/GENOTOXICITY/ In an initial unscheduled DNA synthesis (UDS) assay, human WI-38 cells blocked in G1 phase were grown in a medium containing Fyrol PCF in DMSO at concentrations of 0.1, 0.5, 1 or 5 uL/mL. In one series, S9 from Arochlor-pretreated rat livers provided the activation system. N-methyl nitroguanidine was used as the positive control in the activation system, while benzo(a)pyrene was used as the positive control in the nonactivated system. A second assay was conducted because Fyrol PCF concentrations above 0.1 uL/mL were too toxic. The second assay employed Fyrol in DMSO at concentrations of 5, 10, 50 and 100 nL/mL...Fyrol PCF was perhaps weakly active at 0.01 uL/mL in activated and nonactivated systems without an associated dose response at higher concentrations.

Artificial Pollution SourcesTri-(2-chloroisopropyl)phosphate's production and use as a flame retardant(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 件

AEROBIC: Tri-(2-chloroisopropyl)phosphate, present at 100 mg/L, reached 0% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L in the Japanese MITI test(1). A low removal efficiency of 19% was noted for the Kalby Sewage Treatment plant in Lund, Sweden which releases treated effluent into the Hoje River(2).

Carcinogen Classification · 6 件

Tris(chloropropyl) Phosphate

TR-602: Toxicology and Carcinogenesis Studies of an Isomeric Mixture of Tris(chloropropyl) Phosphate Administered in Feed to Sprague Dawley (Hsd:Sprague Dawley SD) Rats and B6C3F1/N Mice (2023 )

11/01/22

Some Evidence

Some Evidence

Some Evidence

法規制情報

TSCA Requirements · 1 件

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. 2-Propanol, 1-chloro-, phosphate (3:1) is included on this list. Effective date: 12/16/88; Sunset date: 11/9/93.

安全データ

wgk
1
tsca
TSCA listed
rtecs
TC9000000
risk_code
22-37
化審法
一般化学物質
hazard_code
Xn
Hazard Classifications
Acute Tox. 4 Oral
ストレージクラス
10 - Combustible liquids
有毒物質データの
13674-84-5(Hazardous Substances Data)

Radiolabelled (14)C-tris(1-chloro-2-propyl) phosphate (99 % pure by GC) was administered in a single oral dose of 16.4 mg/kg bw (0.05 mmol/kg) in olive oil to groups of 3-5 male Wistar rats. Absorption was calculated from the radioisotopic measurements of cumulative urinary excretion and cumulative exhalation 7 days post-exposure, and of the amount in blood and tissues of rats sacrificed at 3, 6, 12 hours as well as 1, 3 or 7 days following administration. Absorption of radiolabelled TMCPP was rapid. Radiolabel was detected throughout the body as early as 3 hours post-administration. At 7 days, 76 % of the administered oral dose had been excreted in the urine and in expired air or remained in the carcass. Another 22 % was excreted in the feces. TMCPP, however, undergoes enterohepatic circulation and it is not clear if this proportion includes unabsorbed TMCPP, TMCPP excreted in the bile, or both. Therefore, at least 76 % was absorbed following oral administration to rats.

(14)C-labelled TMCPP was administered in a single oral dose of 50 umol/ kg bw in olive oil to male Wistar rats. After 3 hours, the highest concentration of (14)C was found in the liver (29 nmol/g tissue) and the kidney (27 nmol/g tissue) followed by the lung (9 nmol/g tissue). The concentrations in blood, heart, spleen, brain, testis, adipose tissue and muscle were all below 4 nmol/g tissue.

Wistar rats were given 50 umol TMCPP/kg bw orally. Most of the (14)C-labelled TMCPP was excreted within 24 hours and by 7 days, less than 1 % remained in the tissues. Urinary excretion accounted for 67 %, fecal excretion for 22 %, and expired air for 8 % of the label. Also biliary excretion of (14)C-TMCPP was measured in cannulated rats for 48 hours following the same oral dose. Biliary radioactivity peaked within 2 hours of administration and after 48 hour, biliary excretion accounted for approximately 45 % of the administered dose.

用途と製造

Uses · 4 件

Used as a flame retardant primarily for polyurethane foams; Minor uses include textile back-coating formulations and special coatings; [Reference #1] Also used in adhesives and binding agents, insulating materials, extinguishing agents, fillers, construction materials, intermediates, and paints, lacquers, and varnishes; [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

Flame retardant, mainly in polyurethane foams

Adhesives, binding agents; insulating materials; flame retardants and extinguishing agents; fillers; construction materials; paints, lacquers and varnishes; intermediates.

U.S. Production · 4 件

2023: 40,000,000 - <55,000,000 lb

2-Propanol, 1-chloro-, 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 volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 2-Propanol, 1-chloro-, phosphate (3:1). Aggregated National Production Volume: 10 to < 50 million lbs.

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 2-Propanol, 1-chloro-, 2,2',2''-phosphate. National Production Volume: 54,673,933 lb/yr.

Consumer UsesPlasticizer
Industry UsesPlasticizer
Methods of ManufacturingTMCPP is produced by the reaction of phosphorus oxychloride and propylene oxide. The most abundant isomer in commercial products is the branched isomer, tris(1-chloro-2-propyl) phosphate.
Formulations/Preparations · 5 件

Fyrol PCF

Amgard TMCP

Antiblaze 80

Levagard PP

Tolgard TMCP

Household ProductsInformation on 31 consumer products that contain Tri-(2-chloroisopropyl)phosphate in the following categories is provided:
General Manufacturing Information · 5 件

Miscellaneous Manufacturing

2-Propanol, 1-chloro-, 2,2',2''-phosphate: ACTIVE

... preferred additive for rigid urethane foams where favorable price and good storage stability in the isocyanate or the polyol-catalyst mixture are required. It is used in isocyanate foam to reduce friability and brittleness and is also used in flexible urethane foams in combination with melamine

Tris(monochloropropyl) phosphates theoretically comprise four different symmetrical isomers...Although tris(1-chloro-2-propyl) phosphate (CAS No. 13674-84-5) is the most abundant isomer in commercial products, companies have tended to refer to their product by the name tris(2-chloropropyl) phosphate (TCPP), though that name refers to CAS No. 6145-73-9. This has led to a considerable degree of uncertainty in the literature and toxicity databases as to the identity of the substance that has undergone toxicity testing.

TMCPP was commercialized in the mid-1960s and production increased by about 4 % per year the next 30 years. In 2002, Finland had the highest use (among the Nordic countries) with 1 000 tonnes/year and Sweden the lowest with 100 tonnes/year. The major use of TMCPP is as a flame retardant, mainly in polyurethane foams. The highest TMCPP level was reported from a polyurethane foam filler (180 g/kg). Lower concentrations were reported from polyurethane- containing carpet backing (13 g/kg), mattresses (1.5 g/kg) and wallpaper of glass fibre (1 g/kg) (98). TMCPP has been found to be emitted from upholstery at rates of up to 77 ug/m2/hour.

応用分野 · 1 件

一般的な説明Clear colorless viscous liquid. Tris(2-chloroisopropyl) Phosphate(TCPP), mixture of isomers is suitable for use in environmental and food residue analysis. It is a mixture of isomers, composition may vary, typical composition: main isomer tris(1-chloro-2-propyl) phosphate 66%, minor components: bis(1-chloro-2-propyl) (2-chloropropyl) phosphate and (1-chloro-2-propyl) bis(2-chloropropyl) phosphate.

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