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163260

Sigma-Aldrich

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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About This Item

经验公式（希尔记法）:
C6H2ClN3O3
CAS号:
10199-89-0
分子量:
199.55
Beilstein:
614212
EC號碼:
233-496-4
MDL號碼:
MFCD00005808
分類程式碼代碼:
12352100
PubChem物質ID:
24849737
NACRES:
NA.22

化驗

98%

形狀

powder

mp

97-99 °C (lit.)

溶解度

chloroform: soluble 50 mg/mL, clear to slightly hazy, faintly yellow to yellow

官能基

chloro
nitro

SMILES 字串

[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 密鑰

IGHBXJSNZCFXNK-UHFFFAOYSA-N

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相关类别

一般說明

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。

應用

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。

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319

危險分類

Eye Irrit. 2 - Skin Irrit. 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
STBK4603
STBJ6389
STBJ4136
STBJ0332
STBH6212

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Sigma-Aldrich

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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
Marco Filice et al.
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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.
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Tetrahedron Letters, 42(43), 7571-7574 (2001)
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Diels–Alder Reaction

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. Since the reaction involves the formation of a cyclic product via a cyclic transition state, it is also referred to as a "cycloaddition".

Diels–Alder Reaction

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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