アセチレンジカルボン酸
アセチレンジカルボン酸 · ブチン二酸 · 2-ブチン二酸 · But-2-ynedioic acid · 2-BUTYNEDIOIC ACID · 2-Butynedioate · NSC-1903 · NSC-631597
識別子と物理属性
| CAS No. | 142-45-0 |
|---|---|
| 分子式 | C4H2O4 |
| 平均分子量 | 114.06 g/mol |
| 単同位体質量 | 113.99530854 g/mol |
| SMILES | O=C(O)C#CC(=O)O |
| InChIKey | YTIVTFGABIZHHX-UHFFFAOYSA-N |
| PubChem CID | 371 |
| ChEMBL | CHEMBL1874364 |
| ChEBI | CHEBI:30781 |
| EC No. | 205-536-0 |
| DTXSID | DTXSID3059715 |
| 現地名 | アセチレンジカルボン酸 |
化学・物理的性質
| XLogP | 0.1 |
|---|---|
| 極性表面積 | 74.6 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 0 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 161 |
| 物質分類 | Other Classes -> Other Organic Compounds |
| SpringerMaterials Properties | Crystal structure |
| Physical Description | Beige crystalline solid[Sigma-Aldrich MSDS] |
| 融点 | 180-187 °C (dec.) (lit.) |
| 沸点 | 133.5°C (rough estimate) |
| 密度 | 1.1794 (rough estimate) |
| 屈折率 | 1.5260 (estimate) |
| 引火点 | 131 °C |
| 貯蔵条件 | 2-8°C |
| 溶解度 | Methanol (Slightly), Water溶ける |
| pKa（酸解離定数） | pK1: 1.75pK2: 4.40 (25°C) |
| 外観・状態 | 結晶性粉末または結晶 |
| 色 | 白またはクリームからベージュ |
| BRN | 878357 |
| InChI | 1S/C4H2O4/c5-3(6)1-2-4(7)8/h(H,5,6)(H,7,8) |
| InChIKey | YTIVTFGABIZHHX-UHFFFAOYSA-N |
| SMILES | OC(=O)C#CC(O)=O |
| CAS データベース | 142-45-0(CAS DataBase Reference) |
| NISTの化学物質情報 | 2-Butynedioic acid(142-45-0) |
| EPAの化学物質情報 | 2-Butynedioic acid (142-45-0) |
化学的特性
cream coloured to beige crystalline powder or
安全性と法規制
| GHS 分類 | DangerH301 (95.8%): Toxic if swallowed [Danger Acute toxicity, oral]P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | 2-Butynedioic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| 有害性の概要 | A skin and strong eye irritantToxic by ingestion[Sigma-Aldrich MSDS] See Butynediol and Propiolic acid. |
| Hazard Classes and Categories | Acute Tox. 3 (95.8%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 輸送番号（UN） | UN 2811 6.1/PG 3 |
| 税関コード | 29171990 |
| 危険文句（R） | 25-36/37/38 |
| 化審法 | (2)-3393 |
| 危険表示 | T,Xi |
| 安全措置（S） | 26-45-37/39 |
| 危険等級 | 6.1Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 包装等級 | II |
| 貯蔵分類 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
用途
使用
Acetylenedicarboxylic acid is employed in the preparation of dimethyl acetylenedicarboxylate and potassium hydrogenacetylenedicarboxylate. It is also used as a laboratory reagent. Further, it is used as a precursor in organic synthesis and also serves as a pharmaceutical intermediate.
製法・合成法
純化方法
The acid is soluble in Et2O and crystallises from Et2O/pet ether (m 183-183.5o), or H2O as the dihydrate which dehydrates in a desiccator over conc H2SO4 in a vacuum. The dipicrate crystallises from aqueous ether. For the mono K salt see entry in “Metal-organic Compounds”, Chapter 5. [Abbott et al. Org Synth Coll Vol II 10 1943, Huntress et al. Org Synth Coll Vol IV 329 1963, Beilstein 2 H 801, 2 I 317, 2 II 670, 2 III 1991, 2 IV 2290.]