163260
4-氯-7-硝基苯并-2-氧杂-1,3-二唑
98%
别名:
4-氯-7-硝基-1,2,3-苯并噁二唑, NBD-chloride
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关于此项目
经验公式（希尔记法）:
C6H2ClN3O3
化学文摘社编号:
分子量:
199.55
Beilstein:
614212
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
98%
表单
powder
mp
97-99 °C (lit.)
溶解性
chloroform: soluble 50 mg/mL, clear to slightly hazy, faintly yellow to yellow
官能团
chloro
nitro
SMILES字符串
[O-][N+](=O)c1ccc(Cl)c2nonc12
InChI
1S/C6H2ClN3O3/c7-3-1-2-4(10(11)12)6-5(3)8-13-9-6/h1-2H
InChI key
IGHBXJSNZCFXNK-UHFFFAOYSA-N
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一般描述
4-氯-7-硝基苯并呋喃（NBD-Cl）是一种高度灵敏的发色和荧光试剂。据报道，它能与 反-1-甲氧基-3-(三甲基硅氧基)-1,3-丁二烯（Danishefsky二烯）发生自发反应，通过正常电子需求的Diels-Alder（NEDDA）反应，区域选择性地生成烯醇硅醚。已有研究对NBD-Cl进行了分子结构、振动光谱和NBO（自然键轨道）分析。它作为柱前衍生剂的用途已被研究。
应用
4-氯-7-硝基苯并呋喃（NBD-氯化物）被用于以下研究：
- 合成荧光磷脂衍生物，即NBD-二癸酰基磷脂酰乙醇胺
- 合成官能化羟基萘并呋咱。
- 药物配方中富马酸氯马斯汀、氯雷他定、氯沙坦钾和雷米普利的分光光度法和荧光分光光度法测定。
- 通过Diels-Alder反应合成7-硝基苯并呋喃（NBD）-标记的马来酰亚胺。
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2
储存分类代码
11 - Combustible Solids
WGK
WGK 3
个人防护装备
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Molecular structure, vibrational, UV and NBO analysis of 4-chloro-7-nitrobenzofurazan by DFT calculations.
Kurt M, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 79(5), 1162-1170 (2011)
Gholamreza Bahrami et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 850(1-2), 400-404 (2007-01-02)
A new, sensitive and simple high-performance liquid chromatographic method for analysis of topiramate, an antiepileptic agent, using 4-chloro-7-nitrobenzofurazan as pre-column derivatization agent is described. Following liquid-liquid extraction of topiramate and an internal standard (amlodipine) from human serum, derivatization of the
Gholamreza Bahrami et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 857(2), 322-326 (2007-08-21)
A sensitive and rapid high-performance liquid chromatographic method for the analysis of fluvoxamine, a selective serotonin reuptake inhibitor in human serum, is described using 4-chloro-7-nitrobenzofurazan as pre-column derivatization agent. The drug and an internal standard (fluoxetine) were extracted from 0.25
Marco Filice et al.
Organic & biomolecular chemistry, 9(15), 5535-5540 (2011-06-23)
Lipase B from Candida antarctica (CAL-B) has been site-directedly modified by the introduction of a trans,trans-hexadiene moiety onto lipase molecules, identified by MALDI-TOF. This modification on CAL-B permitted its immobilization on Q-Sepharose supports in excellent yields (>95%) when native lipase
4-Chloro-7-nitrobenzofurazan as a Diels-Alder reagent. A facile access to highly functionalized naphthofurazans.
Vichard D, et al.
Tetrahedron Letters, 42(43), 7571-7574 (2001)
商品
The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.
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