Overview
1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) is a bicyclic amidine compound renowned for its strong basicity and non-nucleophilic character. First synthesized in the 1960s, it has become indispensable in organic synthesis due to its ability to deprotonate weak acids without participating in side reactions. DBU's unique structure—a fused bicyclic system with a conjugated double bond—imparts exceptional thermal stability (up to 200°C) and solubility in both polar and nonpolar solvents. These properties make it superior to traditional bases like triethylamine in many applications.
Physical and Chemical Properties
As a liquid at room temperature, DBU exhibits a density slightly higher than water (1.02 g/cm³) and low volatility under standard conditions. Its pKa of ~12 in water classifies it as a stronger base than most aliphatic amines. The compound's non-nucleophilicity stems from steric hindrance around its reactive nitrogen centers, preventing unwanted alkylation or acylation. This selectivity is crucial when working with sensitive substrates in pharmaceutical synthesis. DBU also forms stable crystalline salts with acids, facilitating purification processes.
Main Applications
In polymer chemistry, DBU catalyzes the production of polyurethanes and polycarbonates by activating diols and isocyanates. Its thermal stability allows for high-temperature curing processes without degradation. Pharmaceutical manufacturers employ DBU in β-lactam antibiotic synthesis and as a deprotection agent for acid-labile groups. The agrochemical industry utilizes it to synthesize pyrethroid insecticides. Recent research explores its use in CO2 capture technologies due to its reversible carbamate formation.
Safety and Storage
DBU requires careful handling as it causes severe skin burns and eye damage (H314). Always use nitrile gloves, goggles, and vapor protection in well-ventilated areas. Secondary containment is mandatory for bulk storage. For long-term stability, store DBU under nitrogen or argon in corrosion-resistant containers (stainless steel or PTFE-lined). Moisture absorption can be minimized with molecular sieves. Shelf life typically exceeds two years when properly sealed at room temperature.
B2B Procurement Guide
Industrial buyers should prioritize suppliers offering batch certificates with HPLC purity analysis (≥98% purity for most applications). Pharmaceutical-grade DBU requires additional testing for heavy metals and residual solvents per USP/EP standards. Bulk shipments (200kg drums) typically offer 10-15% cost savings versus lab-scale packaging. Consider just-in-time procurement for moisture-sensitive applications. Leading manufacturers include BASF, TCI Chemicals, and Sigma-Aldrich, with regional distributors providing local logistic support.
Related Manufacturers
- 主营：聚苯胺、脯氨酸甲酯盐酸盐、苄基三甲基氯化铵
- 主营：叔碳酸、十八醛、溶菌酶、2-甲基丁醛、氢氯噻嗪杂质、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、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、盐酸邻菲罗啉、壳聚糖季铵盐
- 主营：化工中间体、有机中间体、香精香料、22、添加剂、表面活性剂、天然/合成树脂、分析试剂、日化原料、催化剂、高分子材料
- 主营：氮杂双、硫化锰、丙酮缩甘油、甲基三丁基膦磷酸二甲酯盐
- 主营：甘氨酸、海藻糖、钙钛矿、2-[[(3ar、2-氯烟酸、氟苯基、油胺碘、硅酸锆、甘油醚、青霉素、状结晶、酒石酸、抗氧剂、钛白粉、凉味剂、晶粉末、硫酸钯、苯乙酮、白色粉、中间体、山梨醇、淡奶油、聚氯乙烯、清澈液体、白色细粉
- 主营：偶氮引发剂、引发剂、聚合引发剂
- 主营：环氧树脂、阻燃剂、抗氧剂、2-萘酚、2-肼基乙醇、2'-氮杂双(2、联苯二氯苄、对叔戊基苯酚、紫苏葶、nor-azado、羟钴胺、嘧菌酯、磷酸铑、肉桂醛、新癸酸、赖氨酸、咯菌腈、柚皮素、达比加、乙氧基、脯氨酸、辣椒精
- 主营：水杨甙、甘氨酸、水苏糖、氮杂双、乳酶生、阻燃剂、鳕鱼粉、西瓜酮、喹烯酮、硫酸锆、甲醇钾、虫胶酸、硫酸锶、紫苏葶、苯丁锡、红桔油、肌氨酸、四氢萘、布洛芬、嘧菌酯、碳酸镧、氟草隆、烟酰胺、磷酸铁、丙酸铵、碳酸镁
- 主营：离子液体、5-二甲基吡唑、TS-钛硅分子筛、27776、丙酮缩氨基硫脲、硫酸烟酰苯胺
- 主营：硫酰胺、抗氧剂、氟苯基、2-戊酮酸、2-甲基丁酸、2-甲基丁酯、2-氰基嘧啶、中间体、溴咪唑并、焦谷氨醇、异丁酰胺、利伐沙班、l-脯氨酰胺、l-苯基乳酸、l-氨基丙醇、d-苯基乳酸、3-氨基丙醇、对氰基苯酚、邻氟苯甲酸、邻溴苯乙酸、间溴苯甲酸、丁位癸内酯
- 主营：杂环化合物、丙烯酸系列
- 主营：三甲胺盐酸盐、3-氯丙基三氯硅烷、H酸单钠盐
- 主营：对二苯甲酸二肼
- 主营：5039-78-1、丙烯酰氧、氧乙基三、22、乙基三甲基、甲基丙烯酰、三甲基氯化铵、氧乙基二甲基、烯丙基氯化铵
- 主营：钛酸酯、阻燃剂、催化剂、彩色显影剂 CD-3、彩色显影剂 CD-4、光稳定剂292、邻苯三酚、L-丙交酯、左旋樟脑磺酸、右旋樟脑磺酸、三碘化硼、纳斯特试剂、抗氧剂1135、硅烷偶联剂