2-アセチルチオフェン
2-アセチルチオフェン · 1-(チオフェン-2-イル)エタノン · 1-(2-チエニル)エタノン · 2-アセトチエノン · メチル2-チエニルケトン · メチル(2-チエニル)ケトン · 2-チエニル(メチル)ケトン · 2‐アセチルチオフェン
識別子と物理属性
| CAS No. | 88-15-3 |
|---|---|
| 分子式 | C6H6OS |
| 平均分子量 | 126.18 g/mol |
| 単同位体質量 | 126.01393581 g/mol |
| SMILES | CC(=O)c1cccs1 |
| InChIKey | WYJOVVXUZNRJQY-UHFFFAOYSA-N |
| PubChem CID | 6920 |
| ChEMBL | CHEMBL401911 |
| ChEBI | CHEBI:179841 |
| EC No. | 201-804-6 |
| DTXSID | DTXSID2058960 |
| 現地名 | 2-アセチルチオフェン |
化学・物理的性質
| XLogP | 1.2 |
|---|---|
| 極性表面積 | 45.3 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 1 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 101 |
| 物質分類 | Other Classes -> Thiophenes |
| SpringerMaterials Properties | Chemical shift |
| 香料 | Fragrance Ingredient (2-Acetylthiophene) -> IFRA transparency List |
| LogP（分配係数） | 1.251.27 |
| 香味料 | EU Flavoring substances |
| 溶解度 | 14 mg/mL at 30 °C14g/リットル水に不溶。 |
| 沸点 | 213.00 °C. @ 760.00 mm Hg214 °C (lit.) |
| 融点 | 9 °C10-11 °C (lit.) |
| 蒸気圧 | 0.36 [mmHg]2.7 hPa (50 °C) |
| Physical Description | Pale yellow liquid with a slightly sweet odor[Alfa Aesar MSDS] |
| 密度 | 1.168 g/mL at 25 °C (lit.) |
| 屈折率 | n20/D 1.565(lit.) |
| 引火点 | 196 °F |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| 色 | クリアペールイエロー～ライトブラウン |
| 臭い | 100.00%で。硫黄、ナッツ、ヘーゼルナッツ、クルミ |
| においのタイプ | 硫黄の |
| 由来生物 | synthetic |
| BRN | 107910 |
| 主な用途 | フレーバーそして香料 |
| InChI | 1S/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3 |
| InChIKey | WYJOVVXUZNRJQY-UHFFFAOYSA-N |
| SMILES | CC(=O)c1cccs1 |
| LogP（分配係数） | 1.250 |
| CAS データベース | 88-15-3(CAS DataBase Reference) |
| NISTの化学物質情報 | Ethanone, 1-(2-thienyl)-(88-15-3) |
| EPAの化学物質情報 | Ethanone, 1-(2-thienyl)- (88-15-3) |
化学的特性
clear colorless to slightly yellow liquid
安全性と法規制
| GHS 分類 | DangerH302 (87.6%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P262, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P316, P317, P321, P330, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1479 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Ethanone, 1-(2-thienyl)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Ethanone, 1-(2-thienyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | Intraperitoneal LD50 (mouse) = 40 mg/kg[RTECS] May cause irritationToxic by ingestion, inhalation, and skin absorption[Alfa Aesar MSDS] See Thiophene. |
| Hazard Classes and Categories | Acute Tox. 4 (87.6%) |
| Toxicity Data | LC50 (rat) = 730 mg/m3/4hr |
| F | 13 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | OB6300000 |
| 輸送番号（UN） | UN 2810 6.1/PG 2 |
| 毒性 | LD50 orally in Rabbit: 25 - 200 mg/kg LD50 dermal Rat 370 mg/kg |
| 税関コード | 29349990 |
| 危険文句（R） | 25-23/24/25-20/21/22 |
| 消防法 | 危-4-3-III |
| 危険表示 | T,Xi,Xn |
| hazard_note | Irritant |
| 安全措置（S） | 45-38-36/37/39-28-36 |
| 危険等級 | 6.1Acute Tox. 2 InhalationAcute Tox. 2 OralAcute Tox. 3 Dermal |
用途
使用
2-Acetylthiophene(2AT) is used as an intermediate in the manufacturing of drugs like Tiamonium Iodide, Suprofan, Stepronin, Tenonitrozole, Namirotene, etc. 2AT is used as an important precursor to thiophene-2-acetic acid (T2AA) or its acid chloride (Cl) and thiophene-2-carboxylic acid (T2CA) (Cl). It is important that the process used to synthesize 2AT yields the lowest amount of 3- acetylthiophene isomer.
製法・合成法
純化方法
Fractionally distil the thiophene through a 12-plate column, and fraction b 77o/4mm is collected. Also wet the acetylthiophene in order to remove and free thiophene which forms an azeotrope with H2O, b 68o. Store it in a brown bottle, and the clear colourless liquid remains thus for extended periods. [Kosak & Hartough Org Synth Coll Vol III 14 1955, Hartough & Kosak J Am Chem Soc 69 3093 1947.] The red 4-nitrophenylhydrazone crystallises from EtOH with m 181-182o. [Beilstein 17/9 V 387.]