推荐产品
等级
technical grade
质量水平
方案
90%
表单
liquid
折射率
n20/D 1.460 (lit.)
沸点
105-108 °C/11 mmHg (lit.)
密度
1.601 g/mL at 25 °C (lit.)
官能团
bromo
ester
SMILES字符串
COC(=O)C(Br)C(=O)OC
InChI
1S/C5H7BrO4/c1-9-4(7)3(6)5(8)10-2/h3H,1-2H3
InChI key
NEMOJKROKMMQBQ-UHFFFAOYSA-N
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一般描述
Dimethyl bromomalonate undergoes manganese(III)-promoted free-radical chain addition reaction with olefins, to yield dimethyl 2-bromoalkylmalonates. Organocatalyzed Michael addition of dimethyl bromomalonate to nitrostyrenes to yield synthetically useful nitrocyclopropanes has been reported. Dimethyl bromomalonate reacts readily with arylnitroso compounds to yield the corresponding N-aryl-C,C-dimethoxycarbonylnitrones.
应用
Dimethyl bromomalonate may be used in the enantioselective synthesis of nitrocyclopropanes.
警示用语：
Danger
危险声明
危险分类
Skin Corr. 1B
储存分类代码
8A - Combustible corrosive hazardous materials
WGK
WGK 3
闪点(°F)
230.0 °F - closed cup
闪点(°C)
110 °C - closed cup
个人防护装备
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Manganese (III)-promoted free-radical addition of dimethyl bromomalonate to olefins using an electrochemical regeneration procedure.
Nedelec JY and Nohair K.
Synlett, 09, 659-660 (1991)
Stereoselective synthesis of functionalised cyclopropanes from nitroalkenes via an organocatalysed Michael-initiated ring-closure approach.
Russo A and Lattanzi A.
Tetrahedron Asymmetry, 21(9), 1155-1157 (2010)
Yi-Ning Xuan et al.
Organic letters, 11(7), 1583-1586 (2009-03-06)
Highly enantioselective synthesis of nitrocyclopropanes was achieved via the organocatalytic conjugate addition of dimethyl bromomalonate to nitroalkenes and the consequent intramolecular cyclopropanation. 6'-Demethyl quinine was found to be the efficient catalyst. Excellent enantioselectivities, diastereoselectivities, and good yields were obtained for
Synthesis and 1, 3-dipolar cycloaddition reactions of N-aryl-C, C-dimethoxycarbonylnitrones.
Tomioka Y, et al.
Journal of Heterocyclic Chemistry, 40(1), 121-128 (2003)
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