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Sigma-Aldrich

Benzylazid -Lösung

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

Synonym(e):

α-Azidotoluol -Lösung, (Azidomethyl)-benzol -Lösung

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10 ML
€ 134,00
50 ML
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About This Item

Empirische Formel (Hill-System):
C7H7N3
CAS-Nummer:
622-79-7
Molekulargewicht:
133.15
Beilstein:
636825
MDL-Nummer:
MFCD00013836
UNSPSC-Code:
12352125
PubChem Substanz-ID:
329765573
NACRES:
NA.22

€ 134,00

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Assay

≥95.0% (HPLC)

Form

solution

Konzentration

~0.5 M in dichloromethane

Verunreinigungen

≤2.0% water

Lagertemp.

2-8°C

SMILES String

[N-]=[N+]=NCc1ccccc1

InChI

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

InChIKey

UDLLFLQFQMACJB-UHFFFAOYSA-N

Verwandte Kategorien

Allgemeine Beschreibung

Benzyl azide is an aromatic azide generally used in copper(I)-catalyzed azide-alkyne cycloaddition reactions.[1]

Anwendung

  • Synthesis of Estrone Heterodimers and Evaluation of Their In Vitro Antiproliferative Activity.: This research investigates the synthesis of estrone heterodimers using benzyl azide as a key reagent, demonstrating significant antiproliferative activity, thus highlighting its potential in pharmaceutical intermediate synthesis (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.: This paper describes a method for synthesizing copper alkyne and arene complexes using benzyl azide, emphasizing its role in innovative click chemistry applications (Riethmann M et al., 2024).

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Central nervous system

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Zulassungslistungen

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EU REACH Annex XVII (Restriction List)

CAS No.

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCB3315
BCBL4667V
BCBL2329V
BCBJ9254V
BCBF8788V

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Die Dokumentenbibliothek aufrufen

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

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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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  2. 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/449/386/product-dating-information-mk.pdf

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