りん酸トリス(2-エチルヘキシル)
りん酸トリス(2-エチルヘキシル) · フレキソールTOF · トリス[(2-エチルヘキシル)オキシ]ホスフィンオキシド · トリス(2-エチルヘキシル)=ホスファート · りん酸トリ(2-エチルヘキシル) · ジスフラモールTOF · トリス（２－エチルヘキシル）リン酸 · トリス（2－エチルヘキシル）ホスフェ-ト
識別子と物理属性
| CAS No. | 78-42-2 |
|---|---|
| 分子式 | C24H51O4P |
| 平均分子量 | 434.6 g/mol |
| 単同位体質量 | 434.35249674 g/mol |
| SMILES | CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC |
| InChIKey | GTVWRXDRKAHEAD-UHFFFAOYSA-N |
| PubChem CID | 6537 |
| ChEMBL | CHEMBL1562290 |
| ChEBI | CHEBI:181994 |
| EC No. | 201-116-6 |
| DTXSID | DTXSID0021414 |
| 現地名 | りん酸トリス(2-エチルヘキシル) |
化学・物理的性質
| XLogP | 8.9 |
|---|---|
| 極性表面積 | 44.8 |
| 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 | 21 |
| 重原子数 | 29 |
| 形式電荷 | 0 |
| 複雑度 | 345 |
| 物質分類 | Organophosphate |
| LogP（分配係数） | 4.23 |
| 密度 | 0.9262 at 68 °F (NTP, 1992) - Less dense than waterwill floatRelative density (water = 1): 0.930.9077 @25 °C0.92 g/mL at 20 °C(lit.) |
| Flame Retardants | Flame Retardants -> Organophosphorus flame retardant (OP) |
| 溶解度 | less than 1 mg/mL at 64 °F (NTP, 1992)Solubility in water at 20 °C: none<0.001g/l<0.1 g/100 mL で 18 ºC |
| 引火点 | 305 °F (NTP, 1992)170 °C>230 °F |
| 沸点 | 374 to 451 °F at 760 mmHg (decomposes) (NTP, 1992)at 0.7kPa: 220 °C226.9 °C @760 [mm Hg]215 °C4 mm Hg(lit.) |
| 融点 | -94 °F (NTP, 1992)-74 °C-70°C |
| 蒸気密度 | 14.95 (NTP, 1992) - Heavier than airwill sink (Relative to Air)Relative vapor density (air = 1): 15 |
| 蒸気圧 | 1.9 mmHg at 392 °F (NTP, 1992)Vapor pressure, Pa at 20 °C:0.03 [mm Hg] @20 °C2.1 mm Hg ( 20 °C) |
| Food Contact Substances | FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR |
| Physical Description | Tris(2-ethylhexyl)phosphate is a clear colorless to pale yellow liquid with a slight sharp odor. (NTP, 1992)Other SolidCOLOURLESS VISCOUS LIQUID. |
| 屈折率 | n20/D 1.444(lit.) |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| 比重 | 0.93 |
| 色 | 無色 |
| pH | 7 (H2O, 20℃) |
| BRN | 1715839 |
| ヘンリー定数 | 1.2×102 mol/(m3Pa) at 25℃, HSDB (2015) |
| InChI | 1S/C24H51O4P/c1-7-13-16-22(10-4)19-26-29(25,27-20-23(11-5)17-14-8-2)28-21-24(12-6)18-15-9-3/h22-24H,7-21H2,1-6H3 |
| InChIKey | GTVWRXDRKAHEAD-UHFFFAOYSA-N |
| SMILES | CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC |
| CAS データベース | 78-42-2(CAS DataBase Reference) |
| NISTの化学物質情報 | 2-Ethylhexanol phosphate (3:1)(78-42-2) |
| EPAの化学物質情報 | Tris(2-ethylhexyl) phosphate (78-42-2) |
| ECETOC JACC REPORT | Tris(2-ethylhexyl) phosphate (78-42-2) |
化学的特性
Tris(2-ethylhexyl) phosphate, a clear, viscous liquid, is used as a component of vinyl stabilizers, grease additives, and flame-proofing compositions; however, it is used primarily as a plasticizer for vinyl plastic and synthetic rubber compounds. Tris(2-ethylhexyl) phosphate has been employed as a specialty flameretardant plasticizer for vinyl compositions where low temperature flexibility is critical, eg, in military tarpaulins. It can be included in blends with general purpose plasticizers such as phthalate esters to improve low temperature flexibility.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 52.7% (260 of 493) of all reports.WarningH315 (42%): Causes skin irritation [Warning Skin corrosion/irritation]P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)Aggregated GHS information provided per 493 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Phosphoric acid, tris(2-ethylhexyl) esterPhosphoric acid, tris(2-ethylhexyl) ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphoric acid, tris(2-ethylhexyl) ester 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-ethylhexyl) phosphate (EC: 201-116-6)Tris (2-ethylhexyl) phosphate: Does not have an individual approval but may be used under an appropriate group standard |
| 火災危険 | This chemical is combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. |
| 健康有害性 | SYMPTOMS: Symptoms of exposure to this compound include irritation of the skin and eyes. Skin contact may cause discomfort, itching, reddening and swelling of the skin. Eye contact may cause discomfort, redness, tearing and swelling. Other symptoms may include difficult breathing and pulmonary edema. |
| 反応性グループ | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters |
| Reactivity Profile | TRIS(2-ETHYLHEXYL)PHOSPHATE is incompatible with oxidizing materials. It may soften or deteriorate certain plastics and elastomers. It is incompatible with cellulose acetate and cellulose acetate butyrate. (NTP, 1992) |
| Chemical Dangers | Decomposes on heating. This produces toxic fumes of phosphine and phosphorus oxides. Reacts with oxidants. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Skin Irrit. 2 (42%) |
用途
使用
Solvent, antifoaming agent, plasticizer.
一般的な説明
Clear colorless to pale yellow liquid with a slight sharp odor. Insoluble in water; Soluble in alcohol, acetone, and ether. Combustible.
製法・合成法
純化方法
TEHP, in an equal volume of diethyl ether, is shaken with aqueous 5% HCl, and the organic phase is filtered to remove traces of pyridine (used as a solvent during manufacture) as its hydrochloride. This layer is shaken with aqueous Na2CO3, then water, and the ether is distilled off at room temperature. The ester is then filtered, dried for 12hours at 100o/15mm, and again filtered, then shaken intermittently for 2days with activated alumina (100g/L). It is decanted through a fine sintered-glass disc (with exclusion of moisture), and distilled under vacuum. [French & Muggleton J Chem Soc 5064 1957.] *Benzene can be used as a solvent (to give 0.4M solution) instead of ether. IR ( ): 1702, 1701, 481 and 478cm -1 [Bellamy & Becker J Chem Soc 475 1952]. The uranyl nitrate salt is purified by partial crystallisation from hexane [Siddall & Dukes J Am Chem Soc 81 790 1959, Siddall J Am Chem Soc 81 4176 1959]. [Beilstein 1 IV 1786.]