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Merck

742430

Sigma-Aldrich

疊氮苄 溶液

~0.5 M in dichloromethane, ≥95.0% (HPLC)

别名:

苄基叠氮 溶液, 苯甲基叠氮 溶液

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About This Item

经验公式(希尔记法):
C7H7N3
CAS号:
分子量:
133.15
Beilstein:
636825
MDL编号:
UNSPSC代码:
12352125
PubChem化学物质编号:
NACRES:
NA.22
价格与库存信息目前不能提供

方案

≥95.0% (HPLC)

表单

solution

浓度

~0.5 M in dichloromethane

杂质

≤2.0% water

储存温度

2-8°C

SMILES字符串

[N-]=[N+]=NCc1ccccc1

InChI

1S/C7H7N3/c8-10-9-6-7-4-2-1-3-5-7/h1-5H,6H2

InChI key

UDLLFLQFQMACJB-UHFFFAOYSA-N

一般描述

苄基叠氮化物是一种芳族叠氮化物,常用于铜(I)催化的叠氮化物-炔烃环加成反应。[1]

应用

  • Synthesis of Estrone Heterodimers and Evaluation of Their In Vitro Antiproliferative Activity.:研究用苄基叠氮为关键试剂合成具有显著抗增殖活性的雌激素异二聚体,说明它在医药中间体合成中的应用潜力(Bózsity N et al., 2024)。
  • Fluoride Abstraction Induced by Tris(pentafluoroethyl)difluorophosphorane: A Convenient Way to Synthesize Cationic N-Heterocyclic Carbene- and Cyclic (Alkyl)(amino)carbene-Ligated Copper Alkyne and Arene Complexes.:该文描述了用苄基叠氮合成炔或脂芳烃的铜复合物的方法,强调它在创新点击化学应用中的作用(Riethmann M et al., 2024)。

象形图

Health hazardExclamation mark

警示用语:

Warning

危险分类

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

靶器官

Central nervous system

储存分类代码

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Lachlan S Campbell-Verduyn et al.
Chemical communications (Cambridge, England), 16(16), 2139-2141 (2009-04-11)
Monodentate phosphoramidite ligands are used to accelerate the copper(i)-catalyzed 1,3-dipolar cycloaddition of azides and alkynes (CuAAC) rapidly yielding a wide variety of functionalized 1,4-disubstituted-1,2,3-triazoles; Cu(i) and Cu(ii) salts both function as the copper source in aqueous solution to provide excellent
Cu-catalyzed azide? alkyne cycloaddition
Meldal M & Torn?e CW
Chemical Reviews, 108(8), 2952-3015 (2008)
Tommy Siu-Ming Tang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(30), 10729-10740 (2015-06-23)
The synthesis, characterization, photophysics, lipophilicity, and cellular properties of new phosphorescent ruthenium(II) polypyridine complexes functionalized with a dibenzocyclooctyne (DIBO) or amine moiety [Ru(N^N)2 (L)](PF6 )2 are reported (L=4-(13-N-(3,4:7,8-dibenzocyclooctyne-5-oxycarbonyl) amino-4,7,10-trioxa-tridecanyl-aminocarbonyl-oxy-methyl)-4'-methyl-2,2'-bipyridine bpy-DIBO, N^N=2,2'-bipyridine bpy (1 a), 1,10-phenanthroline phen (2 a); L=4-(13-amino-4,7,10-trioxa-tridecanylaminocarbonyl-oxy-methyl)-4'-methyl-2,2'-bipyridine bpy-NH2 , N^N=bpy
Daniel Zewge et al.
Bioconjugate chemistry, 25(12), 2222-2232 (2014-11-15)
Chemical modification of siRNA is achieved in a high-throughput manner (96-well plate format) by copper catalyzed azide-alkyne cycloadditions. This transformation can be performed in one synthetic operation at up to four positions with complete specificity, good yield, and acceptable purity.

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    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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    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/449/386/product-dating-information-mk.pdf

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