4,4,4-トリフルオロ-1-(2-チエニル)-1,3-ブタンジオン
4,4,4-トリフルオロ-1-(2-チエニル)-1,3-ブタンジオン · 1,1,1-トリフルオロ-3-(2-テノイル)アセトン · テノイルトリフルオロアセトン · 1-(2-テノイル)-3,3,3-トリフルオロアセトン · 3-(2-チエニルカルボニル)-1,1,1-トリフルオロアセトン · 1,1,1-トリフルオロ-4-(2-チエニル)-2,4-ブタンジオン · -1-(2-チエニル)-4,4,4-トリフルオロブタン-1,3-ジオン · 1-(2-チエニル)-4,4,4-トリフルオロブタン-1,3-ジオン
識別子と物理属性
| CAS No. | 326-91-0 |
|---|---|
| 分子式 | C8H5F3O2S |
| 平均分子量 | 222.19 g/mol |
| 単同位体質量 | 221.99623506 g/mol |
| SMILES | O=C(CC(=O)C(F)(F)F)c1cccs1 |
| InChIKey | TXBBUSUXYMIVOS-UHFFFAOYSA-N |
| PubChem CID | 5601 |
| ChEMBL | CHEMBL1236433 |
| EC No. | 206-316-7 |
| DTXSID | DTXSID1059812 |
| 現地名 | 4,4,4-トリフルオロ-1-(2-チエニル)-1,3-ブタンジオン |
化学・物理的性質
| XLogP | 2.2 |
|---|---|
| 極性表面積 | 62.4 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 6 |
| 回転可能結合数 | 3 |
| 重原子数 | 14 |
| 形式電荷 | 0 |
| 複雑度 | 249 |
| 物質分類 | Other Uses -> Chelating Agents |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | 1.46 |
| 沸点 | 96-98 °C at 8.00E+00 mm Hg96-98 °C8 mm Hg(lit.) |
| 融点 | 42.8 °C40-44 °C(lit.) |
| 蒸気圧 | 0.0069 [mmHg] |
| Physical Description | A yellow-tan solid with a weak odor[MSDSonline] |
| 密度 | 1.4373 (estimate) |
| 引火点 | 233 °F |
| 貯蔵条件 | 2-8°C |
| 溶解度 | 水に難溶、有機溶剤に易溶。アルカリ性水性媒体中でエノラートの形で存在し、水により溶けやすい。ベンゼンとアルカリ性水性媒体 (pH 約 8) の間の平衡分配比は約 1 です。 pH>9 のアルカリ性水性媒体では、TTA はトリフルオロアセトンとアセチルチオフェンに分解されます。不溶性 |
| pKa（酸解離定数） | 5.60±0.23(Predicted) |
| 外観・状態 | 結晶性粉末、結晶および/またはチャンク |
| 色 | ライトイエローまたはベージュからブラウン |
| 臭い | 無臭 |
| BRN | 168645 |
| 安定性 | DMSO溶液またはエタノール溶液で-20°Cで最大1か月保存できます。 |
| InChI | 1S/C8H5F3O2S/c9-8(10,11)7(13)4-5(12)6-2-1-3-14-6/h1-3H,4H2 |
| InChIKey | TXBBUSUXYMIVOS-UHFFFAOYSA-N |
| SMILES | FC(F)(F)C(=O)CC(=O)c1cccs1 |
| CAS データベース | 326-91-0(CAS DataBase Reference) |
| NISTの化学物質情報 | 1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-(326-91-0) |
| EPAの化学物質情報 | 1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)- (326-91-0) |
化学的特性
light yellow to beige to brown crystalline powder,
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 1.2% (1 of 80) of reports.WarningH315 (98.8%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 80 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | 1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | IMAP assessments - 1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-: Environment tier I assessment |
| 有害性の概要 | A skin, eye, and respiratory irritantHarmful if ingestedWill burn if preheatedAvoid breathing dustToxicology information is incomplete[MSDSonline] |
| Hazard Classes and Categories | Skin Irrit. 2 (98.8%) |
| Protective Action Criteria (PAC) | 12 [mg/m3]130 [mg/m3]790 [mg/m3] |
| F | 10-23 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 税関コード | 29349990 |
| 危険文句（R） | 36/37/38-22 |
| 危険表示 | Xi,Xn |
| 安全措置（S） | 26-36-37/39 |
| 危険等級 | IRRITANT |
| 貯蔵分類 | 11 - Combustible Solids |
用途
使用
Thenoyltrifluoroacetone is one of the most proved extracting agents in solventextraction analysis. It is equally suitable for the separation and selective enrichment of metal ions. 2-Thenoyltrifluoroacetone (TTFA) is an inhibitor of respiration in animals and bacteria. In animals, TTFA binds at the quinone reduction site of succinate:ubiquinone oxidoreductase (SQR; Complex II), preventing ubiquinone from binding. It inhibits NADH fumarate reductase in bacteria. TTFA also inhibits photosystem II in plants and NADH-ubiquinone oxidoreductase of the virus Vibrio cholerae, decreasing cholera toxin production. This compound is also a chelator of metals, including lanthanum, zirconium, hafnium, and neodymium. Reagent for the determination of actinides and lanthanides. 2-Thenoyltrifluoroacetone is used for the extractive spectrophotometric determination of ruthenium at ph 4.0 (acetate buffer). Thenoyltrifluoroacetone has also been used as an alternative β-diketone for in-house assay development since NTA was not, until recently, commercially available.
製法・合成法
純化方法
Crystallise the dione from hexane or *benzene. (Anaqueous solutions slowly decompose it). It has 1638(C=O), 1657(C=C)cm-1 . The oxime crystallises from H2O or aqueous EtOH. It is used for the determination of Actinides and Lanthanides. [Chaston et al. Aust J Chem 18 673 1956, Jeffrey et al. In Vogel’s Textbook of Qunatitative Chemical Analysis 5thedn J Wiley & Sons, p170 1989, Beilstein 17 III/IV 5989, 17/11 V 128.]