trans-クロトン酸クロリド
(E)-2-ブテン酸クロリド · trans-クロトン酸クロリド · (E)-2-ブテノイルクロリド · クロトノイルクロリド · (E)-クロトニルクロリド · クロトン酸クロリド · 塩化クロトニル, 90+%, REMAINDER MAINLY CIS-ISOMER · クロトニルクロリド
識別子と物理属性
| CAS No. | 10487-71-5 |
|---|---|
| 分子式 | C4H5ClO |
| 平均分子量 | 104.53 g/mol |
| 単同位体質量 | 104.0028925 g/mol |
| SMILES | C/C=C/C(=O)Cl |
| InChIKey | RJUIDDKTATZJFE-NSCUHMNNSA-N |
| PubChem CID | 643131 |
| EC No. | 210-889-9 |
| DTXSID | DTXSID201314046 |
| 現地名 | trans-クロトン酸クロリド |
化学・物理的性質
| XLogP | 1.6 |
|---|---|
| 極性表面積 | 17.1 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 1 |
| 重原子数 | 6 |
| 形式電荷 | 0 |
| 複雑度 | 75 |
| Physical Description | Pale yellow liquid with an acrid odor[Alfa Aesar MSDS] |
| Kovats Retention Index | 796 |
| 融点 | 72-74 °C |
| 沸点 | 120-123 °C(lit.) |
| 密度 | 1.091 g/mL at 25 °C(lit.) |
| 屈折率 | n20/D 1.459(lit.) |
| 引火点 | 95 °F |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 液体 |
| 色 | 無色透明～褐色 |
| 溶解度 | 水と反応する。 |
| BRN | 506118 |
| InChI | InChI=1S/C4H5ClO/c1-2-3-4(5)6/h2-3H,1H3/b3-2+ |
| InChIKey | RJUIDDKTATZJFE-NSCUHMNNSA-N |
| SMILES | C(Cl)(=O)/C=C/C |
| CAS データベース | 625-35-4(CAS DataBase Reference) |
| NISTの化学物質情報 | 2-Butenoyl chloride, (E)-(625-35-4) |
化学的特性
clear colourless to brown liquid
安全性と法規制
| GHS 分類 | DangerH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H335 (87.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P319, P321, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 有害性の概要 | Reacts with waterCauses burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Flam. Liq. 3 (100%)Skin Corr. 1B (100%)STOT SE 3 (87.2%) |
| 有害作用 | Dermatotoxin - Skin burns.Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors. |
| F | 13-19-21 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | Yes |
| 輸送番号（UN） | UN 2920 8/PG 2 |
| 税関コード | 29161900 |
| 危険文句（R） | 10-34-36/37-37 |
| 化審法 | 新規公示化学物質（2011年3月31日以前届出） |
| 危険表示 | C |
用途
使用
Crotonyl chloride is used in agrochemical, pharmaceutical and dyestuff field. Crotonoyl chloride was used in the synthesis of α,β-unsaturated ester.
製法・合成法
純化方法
If the IR of a film has no OH bands, then fractionally distil it, taking the middle fraction and redistilling it. If OH bands are present, then add excess of oxalyl chloride, reflux for 3hours, then distil off the reagent and fractionally distil the crotonoyl chloride as before. Stabilise the distillate with 160ppm of hydroquinone. The amide forms needles m 158o from aqueous ammonia, and the anilide also forms needles but with m 115-118o from H2O. [Beilstein 2 H 411, 2 I 188, 2 II 392, 2 III 1265, 2 IV 1506.]