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Merck

163260

4-氯-7-硝基苯并-2-氧杂-1,3-二唑

98%

同義詞:

4-氯-7-硝基-1,2,3-苯并噁二唑, NBD-chloride

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經驗公式(希爾表示法):
C6H2ClN3O3
CAS 編號:
分子量::
199.55
Beilstein:
614212
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

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品質等級

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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本產品
2545514011224940
assay

98%

assay

≥97.0% (HPLC)

assay

99%

assay

≥98.0% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

solubility

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

solubility

-

solubility

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

solubility

methanol: soluble 1 g/10 mL, clear, colorless, water: soluble

form

powder

form

-

form

solid

form

pellets

mp

97-99 °C (lit.)

mp

97-100 °C, 97-99 °C (lit.)

mp

70-73 °C (lit.)

mp

63-65 °C (lit.)

functional group

chloro

functional group

-

functional group

chloro, nitro

functional group

-

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。[1]据报道,它能与 -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。[1]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。[2]它作为柱前衍生剂的用途已被研究。[3][4]

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[5]
  • 合成官能化羟基萘并呋咱。[6]
  • 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。[1]
  • 通过Diels-Alder反应合成7-硝基苯并呋喃(NBD)-标记的马来酰亚胺。[7]

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

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


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分析證明 (COA)

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存取文件庫

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)
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
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)
Rolffy Ortiz-Andrade et al.
Journal of ethnopharmacology, 143(2), 455-462 (2012-07-24)
Justicia spicigera is a plant species used for the Teenak (Huesteca Potosina) and Mayan (Yucatan peninsula) indigenous for the empirical treatment of diabetes, infections and as stimulant. To evaluate the cytotoxicity, antioxidant and antidiabetic properties of J. spicigera. The effects

文章

Diels-Alder 反應是共轭二烯和烯烴(親二烯)之間形成不飽和六元環的反應。它也被稱為環化反應。

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.

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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