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713589

Sigma-Aldrich

p-Toluenesulfonyl azide solution

11-15 % (w/w) in toluene, 97%

Synonyme(s) :

4-Methylbenzenesulfonyl azide solution, p-Toluenesulfonazide solution, Tosyl azide solution

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About This Item

Formule empirique (notation de Hill) :
C7H7N3O2S
Numéro CAS:
Poids moléculaire :
197.21
Numéro MDL:
Code UNSPSC :
12352125
ID de substance PubChem :
Nomenclature NACRES :
NA.22
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Essai

≥96.5% (HPLC)
97%

Forme

liquid

Concentration

11-15 % (w/w) in toluene

Indice de réfraction

n20/D 1.502

Densité

~0.90 g/mL at 20 °C

Groupe fonctionnel

azide

Température de stockage

2-8°C

Chaîne SMILES 

Cc1ccc(cc1)S(=O)(=O)N=[N+]=[N-]

InChI

1S/C7H7N3O2S/c1-6-2-4-7(5-3-6)13(11,12)10-9-8/h2-5H,1H3

Clé InChI

NDLIRBZKZSDGSO-UHFFFAOYSA-N

Description générale

p-Toluenesulfonyl azide is used as a nitrene source and in the synthesis of N-sulfimines, N-tosylphosphinimines, and N-sulfoximines.[1]

Application

p-Toluenesulfonyl azide solution can be employed as a reagent along with alkyne, and amine in the three-component coupling reaction for the synthesis of N-sulfonylamidines in presence of copper catalyst.[2]
It can also be used in the synthesis of N-sulfonyl-1,2,3-triazoles by azide-alkyne cycloaddition reaction in the presence of copper catalyst.[3]
Modifier of refractive index changes of transparent PMMA to generate permanent patterns in films

Pictogrammes

FlameSkull and crossbonesHealth hazard

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 2 Oral - Aquatic Chronic 3 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Organes cibles

Central nervous system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

39.2 °F - closed cup - Solvent

Point d'éclair (°C)

4.0 °C - closed cup - Solvent

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

p-Toluenesulfonyl Azide
Heydt H, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Highly efficient one-pot synthesis of N-sulfonylamidines by Cu-catalyzed three-component coupling of sulfonyl azide, alkyne, and amine
Bae I, et al.
Journal of the American Chemical Society, 127(7), 2038-2039 (2005)
Copper-Catalyzed Synthesis of N-Sulfonyl-1, 2, 3-triazoles: Controlling Selectivity.
Yoo EJ, et al.
Angewandte Chemie (International Edition in English), 46(10), 1730-1733 (2007)

Questions

1–2 of 2 Questions  
  1. 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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  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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