物质信息
ID:715629
名称和标识
IUPAC标准名
2H,3H,4H,6H,7H,8H,9H,10H-pyrimido[1,2-a]azepine
IUPAC传统名
1,8-diazabicycloundec-7-ene
别名
DBU1,8-Diazabicyclo[5.4.0]undec-7-ene1,8-二氮双环[5.4.0]十一-7-烯
化合物性质
理化性质
熔点
-70°C
折射率
1.5220
沸点
261°C
密度
1.020
闪点
116°C(240°F)
安全信息
联合国危险货物等级
8
欧盟危险性物质标志
腐蚀性 (C)
有害性 (X)联合国危险货物包装类别(PG)
II
安全公开号
26-36/37/39-45-60-61
TSCA收录
是
危险公开号
22-34-52/53
保存注意事项
Air Sensitive
GHS警示性声明
P260-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A
联合国危险货物编号
UN3267
GHS危险品标识
腐蚀金属，类别1
腐蚀皮肤，类别1A，1B，1C
严重眼损伤，类别1
急性毒性（口服，皮肤接触，吸入），类别1,2,3
GHS危险声明
H301-H314-H318-H402-H412
产品相关信息
纯度
99%
描述信息
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分子图谱
暂无数据
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参考文献
• Widely used as a base in elimination reactions, cf 1,5-Diazabicyclo[4.3.0]non-5-ene, A13437. For use in dehydrohalogenation, see, e.g. Org. Synth. Coll., 9, 247, 663 (1998).
• For use in the enantioselective conversion of benzylic alcohols to azides, see Diphenylphosphonic azide, A12124.
• Promotes the epoxidation of ɑ?-unsaturated δ-lactones and other enones by t-butyl hydroperoxide, where other bases fail: Tetrahedron, 51, 8573 (1995).
• In combination with NBS in MeOH, promotes the Hofmann rearrangement of amides to give methyl carbamates under mild conditions: J. Org. Chem., 62, 7495 (1997).
• DBU forms hydrogen-bonded complexes with carboxylic acids, which can be alkylated in good yield by alkyl bromides or iodides, in a simple esterification procedure: Bull. Chem. Soc. Jpn., 51, 2401 (1978).
• Reportedly superior to imidazole for the preparation of TBDMS derivatives of, e.g. amines, thiols and carboxylic acids: Tetrahedron Lett., 26, 475 (1985).
• For a review of the chemistry of DBU and other pyrimidoazepines, see: Adv. Heterocycl. Chem., 42, 84 (1987).
• Used in the Wittig reaction to generate ylides stabilized by aryl or electron-withdrawing groups, see: Chem. Ber., 99, 2012 (1966).