Overview
(S)-(+)-Epichlorohydrin is the single enantiomer form of epichlorohydrin, characterized by its chiral center at the epoxide carbon. It plays a crucial role in asymmetric synthesis, particularly in the pharmaceutical industry where enantiomeric purity is essential. This compound serves as a key building block for various active pharmaceutical ingredients (APIs) and chiral auxiliaries. Its production typically involves enzymatic resolution or asymmetric synthesis methods to achieve high optical purity, often exceeding 98% enantiomeric excess (ee).
Physical and Chemical Properties
As a volatile liquid with a characteristic chloroform-like odor, (S)-(+)-Epichlorohydrin exhibits typical epoxide reactivity, participating in ring-opening reactions with nucleophiles such as amines, alcohols, and carboxylic acids. The chiral nature of this compound significantly influences its reactivity and interaction with biological systems. Its optical rotation is typically [α]D20 = +20° to +30° (neat). The compound's stability is affected by acidic or basic conditions, which can lead to polymerization or hydrolysis.
Main Applications
In pharmaceuticals, (S)-(+)-Epichlorohydrin is employed in the synthesis of β-blockers, antihypertensive drugs, and other cardiovascular medications where stereochemistry is critical for biological activity. The agrochemical industry utilizes this chiral building block for producing enantiomerically pure pesticides and herbicides. Additionally, it finds use in specialty polymers where the introduction of chirality modifies material properties for advanced applications such as liquid crystals or chiral stationary phases for chromatography.
Safety and Storage
Handling (S)-(+)-Epichlorohydrin requires strict safety measures due to its flammability (Flash point: 31°C) and toxicity. Appropriate personal protective equipment including chemical-resistant gloves, goggles, and respiratory protection should be used. Storage should be in tightly sealed containers under inert atmosphere, preferably at temperatures below 25°C. Compatibility with storage materials must be considered - stainless steel or glass containers are preferred. Firefighting measures should include alcohol-resistant foam, dry chemical, or carbon dioxide extinguishers.
B2B Procurement Guide
When procuring (S)-(+)-Epichlorohydrin, buyers should specify required enantiomeric purity (typically ≥98% ee) and verify this through certificates of analysis. Pharmaceutical-grade material should come with full regulatory documentation including DMF references if available. Consider supplier qualifications carefully, with preference for manufacturers with chiral synthesis expertise and appropriate quality certifications. Minimum order quantities may apply due to the specialized nature of production. Logistics planning should account for hazardous material shipping regulations.
Related Manufacturers
- 主营：可燃气体探测器、有毒气体探测器、可燃气体报警器、环氧氯丙烷泄漏报警仪、天然气报警器、有毒气体报警器、六氟化硫报警器、氨气报警器、一氧化碳报警器、二氧化碳报警器、硫化氢报警器、液化气报警器、甲烷报警器、氧气报警器、便携式气体检测仪、可燃气体检测仪、有毒气体报警仪、多合一气体检测仪、人体静电释放器、正压式空气呼吸器
- 主营：阻燃剂、乙酸镍、乙酸镝、环氧氯丙烷、硫酸锂、硫酸锶、溴氨酸、香茅醇、肌氨酸、锂电池、四氢萘、磷酸铬、碳酸镁、碳酸镍、防冻剂、磷酸铝、叔丁醇、氟苯基、浮选剂、稀释剂、羟乙基、去除剂、庚二酸、除磷剂、十八烯、蛋白酶
- 主营：环氧氯丙烷、精细化工品、润滑油、有机中间体
- 主营：肌氨酸钠、硫化锰、V50偶氮二异丁脒盐酸盐、右旋环氧氯丙烷、腰果酚缩水甘油醚、乙硫氮、二新癸酸二甲基锡、三硫代碳酸钠、PX-4MP、芥酸PKO、四氧化三锰
- 主营：阻燃剂、茄边碱、紫苏葶、075-68-6)、9-溴菲(、肌氨酸、敌螨普、丁酸铝、碳酸镁、肉桂醛、乙烯醇、乙氧基、吡唑胺、对氨基、叶绿素、氟苯基、特丁津、羟乙基、噻虫啉、仲丁威、黄岑素、氧化铕、硫化环、呋虫胺、羰基双
- 主营：前胡醇、阻燃剂、酸性橙、075-68-6)、硫酸锰、甲醇钙、脱乙基、肌氨酸、双黄酮、敌螨普、肉桂醇、甲基亚、肉桂醛、磷酸铜、磷酸铝、异丁酯、特戊醛、多菌灵、乙烯醇、乙氧基、对氨基、氟苯基、酸性红、羟乙基、白碳黑
- 主营：叔碳酸、十八醛、溶菌酶、环氧氯丙烷、海藻糖、癸二醇、氨基丙基、氢路噻嗪、邻苯二甲、乙基碳二、羟基癸酸、正十七烷、谷胱甘肽、烷二甲醇、松果体素、vc磷酸酯镁、2-甲基丁醛、朱栾倍半萜、丁烷四乙酸、表面活性剂、癸烷撑二醇、缩水甘油邻、10-羟基羊蜡酸、氢氯噻嗪杂质、盐酸邻菲罗啉、壳聚糖季铵盐
- 主营：离子液体、5-二甲基吡唑、咪唑、环氧氯丙烷、催化剂、阻燃剂、正丁醇锆、四氟硼酸锂、香兰基丁醚、氟化物、全氟辛基三甲氧基硅烷、丙酮肟、双酚E型氰酸酯、叔丁基乙烯基醚、钯碳催化剂、钛硅分子筛、硫酸烟酰苯胺、丙酮缩氨基硫脲
- 主营：无水乙醇、乙酸乙酯、磷酸、环氧氯丙烷、甲醇、乙二醇、二氯甲烷、异丙醇、二甲苯、各种化学试剂、化工原料
- 主营：5-三甲基己醛、正癸酸、樊多B醛、右旋环氧氯丙烷、聚乙二醇甲醚甲基丙烯酸酯、山梨醇缩水甘油醚、聚苯胺、磷脂酸铵盐、谷胱甘肽、二氧化钒、三羟甲基氨基甲烷盐酸盐、3二羟基萘、二苯酮、庚酰氯、菲尼酮、茶香醇、苹果酸、菠萝醚
- 主营：十一烯酸锌、周位酸、敌草隆、鱼藤酮、158474-72、对叔戊基苯酚、二醋酸纤维素、大茴香酸钠、肉豆蔻酸甲酯
- 主营：杀菌剂、单宁酸、抗氧剂、环氧氯丙烷、交联剂、咪唑钾、中间体、咪唑、绝缘材料、氧化钛铝、离子液体、日化原料、苯基膦酸、氟甲基磺、2-吲哚甲酸、甲基咪唑啉、乳化稳定剂、油漆催干剂
- 主营：硫酸烟酰苯胺、TS-1钛硅分子筛、2-氯丙酰氯、环氧氯丙烷、甲基磺酸铋、异硬脂酸、油酸咪唑啉、苯基膦酸、单宁酸、抗氧剂、中间体、离子液体
- 主营：糖精钠 128-44-9、70693-62-8 过硫酸氢钾、水杨酸钠 54-21-7、硫化钴 12013-10-4、聚乙烯胺、烯丙基磺酸钠
- 主营：磷酸三钙、钡玻璃粉、锶玻璃粉、右旋环氧氯丙烷、生物活性玻璃、虫胶粉/精制紫胶、全氟三丁胺、卡波姆树脂、月桂酰赖氨酸、木瓜蛋白酶、低温玻璃粉、磺化栲胶、聚酰亚胺pi树脂微粉、八甘醇、羟基磷灰石、高取代羟丙基纤维素、异戊橡胶、杜仲胶、二水硫酸钙、壳聚糖、氢化卵磷脂、辛烯基琥珀酸淀粉钠、花椒麻素、甲氧基聚乙二醇丙烯酸、维生素A棕榈酸酯、水解胶原蛋白锌