2-フェニルアセトアミド
2-フェニルアセトアミド · α-フェニルアセトアミド · ベンゼンアセトアミド · α-トルアミド · フェニルアセトアミド · フェニル酢酸アミド · Benzeneacetamide · PHENYLACETAMIDE
識別子と物理属性
| CAS No. | 103-81-1 |
|---|---|
| 分子式 | C8H9NO |
| 平均分子量 | 135.16 g/mol |
| 単同位体質量 | 135.06841391 g/mol |
| SMILES | NC(=O)Cc1ccccc1 |
| InChIKey | LSBDFXRDZJMBSC-UHFFFAOYSA-N |
| PubChem CID | 7680 |
| ChEMBL | CHEMBL347645 |
| ChEBI | CHEBI:16562 |
| EC No. | 203-147-0 |
| DTXSID | DTXSID1059282 |
| 現地名 | 2-フェニルアセトアミド |
化学・物理的性質
| XLogP | 0.5 |
|---|---|
| 極性表面積 | 43.1 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 2 |
| 重原子数 | 10 |
| 形式電荷 | 0 |
| 複雑度 | 116 |
| 物質分類 | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| SpringerMaterials Properties | Boiling point |
| 蒸気圧 | 0.000344 [mmHg] |
| Physical Description | Solid[Merck Index] |
| 融点 | 156 °C |
| 沸点 | 280-290 °C (dec.) |
| 密度 | 1.1031 (rough estimate) |
| 屈折率 | 1.5589 (estimate) |
| 貯蔵条件 | Refrigerator |
| 溶解度 | メタノールに可溶。 |
| pKa（酸解離定数） | 16.21±0.40(Predicted) |
| 外観・状態 | 個体 |
| 色 | プレートまたはリーフレット |
| Merck | 14,7266 |
| InChI | InChI=1S/C8H9NO/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H2,9,10) |
| InChIKey | LSBDFXRDZJMBSC-UHFFFAOYSA-N |
| SMILES | C1(CC(N)=O)=CC=CC=C1 |
| CAS データベース | 103-81-1(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzeneacetamide(103-81-1) |
| EPAの化学物質情報 | Benzeneacetamide (103-81-1) |
化学的特性
2-Phenylacetamide, also known as alpha-toluamide or benzeneacetamide, belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. Pure crystals are plate shaped and colorless to white. soluble in hot water, ethanol, slightly soluble in cold water, ether and benzene.
安全性と法規制
| GHS 分類 | WarningH302 (97.7%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 有害性の概要 | An eye irritantA possible sensitizerHarmful by ingestion[Aldrich MSDS] See 2-Chloro-N-phenylacetamide. |
| Hazard Classes and Categories | Acute Tox. 4 (97.7%) |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | AC7705000 |
| 毒性 | LD50 ipr-mus: 430 mg/kg PCJOAU 10,579,76 |
| 税関コード | 29242990 |
| 危険文句（R） | 22-36 |
| 化審法 | (9)-1200 |
| 危険表示 | Xi |
| 安全措置（S） | 22-24/25-60-36-26 |
| 危険等級 | IRRITANT |
用途
使用
In agriculture, 2-Phenylacetamid can be used in the production of many important intermediates of pesticides, such as carbamine. In the field of dyes: it can react with some monomers with color to produce some important raw materials for blue and purple dyes. In the field of fragrances, it can be used as an important raw material for the synthesis of certain spices and flavors. 2-Phenylacetamide can also be used in the synthesis of organometallic, organic peroxide, organic peroxide ester, and other compounds, and can be used as a crosslinking agent for polymers, a film forming agent for coatings, a plasticizer for plastics, etc.
使用
2-Phenylacetamide is used as a pharmaceutical intermediate in the production of penicillin G and phenobarbital, etc. It is also used in organic synthesis.
製法・合成法
製造方法
Synthesis of 2-phenylacetamide: Add concentrated hydrochloric acid to phenylacetonitrile, stir to dissolve, and react at 50°C for half an hour. Then slowly add water under cooling to separate out crystals, filter after cooling, wash with ice water to obtain crude product. The crude product was washed with sodium carbonate solution, then washed with ice water, and dried to obtain purer phenylacetamide.
純化方法
Crystallise the acetamide repeatedly from absolute EtOH, EtOAc (m 160-161o) or H2O (m 159-160o). Dry it in vacuo over P2O5. [Beilstein 9 H 347, 9 III 2193, 9 IV 1632.]