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4-Chloro-3-phenylsydnone is a chemical compound with the molecular formula C12H8ClNO. It is a derivative of sydnone, which is a heterocyclic compound containing a pyrrole ring fused to a benzene ring, with a carbonyl group and a nitrile group. The compound is characterized by the presence of a chlorine atom at the 4-position and a phenyl group at the 3-position. 4-Chloro-3-phenylsydnone is an important intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds due to its unique structure and reactivity. It can be used in the preparation of various functionalized molecules, such as amides, esters, and nitriles, through nucleophilic addition and substitution reactions. The compound is typically synthesized through the condensation of 3-phenylsydnone with chloroacetyl chloride, followed by cyclization.

5226-93-7

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5226-93-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5226-93-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,2,2 and 6 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5226-93:
(6*5)+(5*2)+(4*2)+(3*6)+(2*9)+(1*3)=87
87 % 10 = 7
So 5226-93-7 is a valid CAS Registry Number.

5226-93-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-chloro-3-phenyl-1,2,3-λ5-oxadiazol-3-ium-5-olate

1.2 Other means of identification

Product number -
Other names 4-chloro-3-phenylsydnone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5226-93-7 SDS

5226-93-7Relevant academic research and scientific papers

Sydnone Reporters for Highly Fluorogenic Copper-Free Click Ligations

Favre, Camille,De Cremoux, Lucie,Badaut, Jerome,Friscourt, Frédéric

, p. 2058 - 2066 (2018/02/23)

Bioorthogonal fluorescent turn-on reactions are attractive for the sensitive real-time detection of a variety of phenomena including bioconjugation, chemical reactivity, and material assembly. Herein we describe the use of 3,4-disubstituted sydnones, a singular class of mesoionic dipoles, for highly fluorescent turn-on copper-free click cycloadditions with the fluorogenic dibenzocyclooctyne Fl-DIBO. Coherent with time-dependent density functional theory calculations, the pyrazole cycloadducts were found to be highly fluorescent with compelling photophysical properties including excellent fluorescence enhancement (up to 240-fold), high quantum yields (over 45%), and large Stokes shift (over 100 nm). Furthermore, the good stability and reactivity of 4-chlorosydnones with Fl-DIBO allowed us to employ them as chemical reporters for the challenging detection of modified-proteins in complex cellular extracts, with exquisite specificity in no-wash conditions. This novel fluorogenic system significantly expands our chemical biology toolbox and should be beneficial in countless applications.

4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

Plougastel, Lucie,Koniev, Oleksandr,Specklin, Simon,Decuypere, Elodie,Créminon, Christophe,Buisson, David-Alexandre,Wagner, Alain,Kolodych, Sergii,Taran, Frédéric

supporting information, p. 9376 - 9378 (2014/08/05)

New sydnone derivatives have been synthesized and screened for their capacity to undergo fast copper-free cycloaddition reaction with bicyclo-[6.1.0]-nonyne. The influences of substitution in positions N-3 and C-4 of sydnones have been particularly studied leading to the identification of highly reactive partners for bio-orthogonal ligation reactions.

Chlorination of 3-substituted sydnones with dichloroiodobenzene

Ito,Turnbull

, p. 1441 - 1446 (2007/10/03)

3-Substituted sydnones (cf. 1) form the 4-chloro congeners 3 cleanly, in good yield using PhICl2 in the presence of triethylamine.

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