ラウロイルクロリド
ラウロイルクロリド · ドデカノイルクロリド · ドデカン酸クロリド · ラウリン酸クロリド · ラウリン酸クロライド · ラウロイルクロライド 塩化物 · 塩化N-ドデカノイル · 塩化ラウロイル
識別子と物理属性
| CAS No. | 112-16-3 |
|---|---|
| 分子式 | C12H23ClO |
| 平均分子量 | 218.76 g/mol |
| 単同位体質量 | 218.143743 g/mol |
| SMILES | CCCCCCCCCCCC(=O)Cl |
| InChIKey | NQGIJDNPUZEBRU-UHFFFAOYSA-N |
| PubChem CID | 8166 |
| ChEMBL | CHEMBL3561663 |
| EC No. | 203-941-7 |
| DTXSID | DTXSID5044368 |
| 現地名 | ラウロイルクロリド |
化学・物理的性質
| XLogP | 5.2 |
|---|---|
| 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 | 10 |
| 重原子数 | 14 |
| 形式電荷 | 0 |
| 複雑度 | 134 |
| Color/Form | WATER-WHITE LIQUID |
| 溶解度 | SOL IN ETHERエタノール、メタノールに可溶。反応する |
| 沸点 | 145 °C @ 18 MM HG134-137 °C/11 mmHg (lit.) |
| 融点 | -17 °C |
| 屈折率 | INDEX OF REFRACTION: 1.4458 @ 20 °C/Dn20/D 1.445 |
| Physical Description | LiquidWater white liquid[HSDB] Colorless liquid[MSDSonline] |
| Other Experimental Properties | DECOMP IN WATER, ALCOHOL |
| 密度 | 0.946 g/mL at 25 °C (lit.) |
| 蒸気圧 | 0.5Pa at 20℃ |
| 引火点 | >230 °F |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| 色 | クリア |
| BRN | 1281201 |
| 安定性 | 安定。強酸化剤、アミン、強塩基とは相容れない。水や湿気に触れさせないでください。 |
| InChI | 1S/C12H23ClO/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3 |
| InChIKey | NQGIJDNPUZEBRU-UHFFFAOYSA-N |
| SMILES | CCCCCCCCCCCC(Cl)=O |
| CAS データベース | 112-16-3(CAS DataBase Reference) |
| NISTの化学物質情報 | Dodecanoyl chloride(112-16-3) |
| EPAの化学物質情報 | Dodecanoyl chloride (112-16-3) |
化学的特性
colourless to light yellow liquid with odor of hydrochloric acid. Soluble in ether, decomposed in water and alcohol.
安全性と法規制
| GHS 分類 | DangerH290 (17.2%): May be corrosive to metals [Warning Corrosive to Metals]H314 (99.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H317 (56.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]H318 (57%): Causes serious eye damage [Danger Serious eye damage/eye irritation]P234, P260, P261, P264, P264+P265, P272, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P333+P317, P362+P364, P363, P390, P405, P406, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 186 reports by companies from 12 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. |
|---|---|
| 規制情報 | Chemical: Dodecanoyl chlorideDodecanoyl chloride is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecanoyl chloride are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Cease Manufacture Update: 07-10-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/1369Status: Active Update: 13-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14344Lauroyl chloride: 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 - Dodecanoyl chloride: Human health tier I assessmentIMAP assessments - Dodecanoyl chloride: Environment tier I assessment |
| 有害性の概要 | Reacts violently with waterA corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause chemical pneumonitis[MSDSonline] |
| Hazard Classes and Categories | Met. Corr. 1 (17.2%)Skin Corr. 1B (99.5%)Skin Sens. 1 (56.5%)Eye Dam. 1 (57%) |
| 有害作用 | Dermatotoxin - Skin burns.Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors. |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 輸送番号（UN） | UN 3265 8/PG 2 |
| 毒性 | LD50 orally in Rabbit: 200 - 2000 mg/kg |
| 税関コード | 29159080 |
| 危険文句（R） | 34-37-29-22-14 |
| 化審法 | (2)-632 |
| 消防法 | 危-4-3-III |
| 危険表示 | C |
| 安全措置（S） | 26-36/37/39-45-8 |
| 危険等級 | 8Skin Corr. 1B |
| 包装等級 | II |
| 貯蔵分類 | 8A - Combustible corrosive hazardous materials |
| 有害物質データ | 112-16-3(Hazardous Substances Data) |
用途
用途
有機合成原料。
使用
Lauroyl chloride is used as tailoring agent for chemical modification of nanocelluloses of different length, nanofibrillated cellulose and cellulose nanocrystals and in the preparation of acylated collagen with water solubility and better surface activity. It is also employed as organic low-friction boundary lubricant in the preparation of novel polyvinyl alcohol hydrogel.It is used in the synthesis of hemicellulose-based hydrophobic biomaterials.
製法・合成法
製造方法
Lauroyl chloride is synthesized by the reaction of lauric acid with thionyl chloride. Reaction: The flask was charged with lauric acid 1330 (200 g, 1.0 mol) and catalyst (imidazole, 2-methyl imidazole, 2.0 mol% based on the acid), and the mixture was heated with stirring to 90 C°. The stirred mixture was maintained at 90 C° for 1 h, at which time gaseous phosgene was introduced below the surface of the liquid at such a rate as to maintain a gentle phosgene reflux from the deflamator. Phosgene addition was regulated and calculated with the aid of a tubular flowmeter. The reaction was continued, generally within the temperature range 80–100 C°, until hydrogen chloride was no longer evolved (cessation of heat generation at the top of the water scrubber). The phosgene feed was stopped and the reaction mixture was kept at 85–95 C° with gentle phosgene reflux from the deflamator until the evolution of carbon dioxide had ceased (30–60 min, as evidenced by cessation of the gas entering at the base of the scrubber column). Occasionally, additional phosgene was required during this period to maintain phosgene reflux and to complete the reaction. Following complete reaction, the deflamator was replaced by a 10-in. (25 cm) glass helix packed distillation column fitted with a total reflux head, and dissolved phosgene was removed from the stirred reaction product by purging with dry nitrogen at 90 C° for 2 h. The product was distilled at 10 mmHg as a single fraction. Yield: 91–94.5% of lauroyl chloride.