701-27-9 Usage
Description
3-Fluorobenzenesulfonyl chloride, also known as m-fluorobenzenesulfonyl chloride, is a fluorinated arylsulfonyl chloride. It is a chemical compound that can be prepared from 1,3-benzenedisulfonyl fluoride. 3-FLUOROBENZENESULFONYL CHLORIDE is characterized by the presence of a fluorine atom attached to a benzene ring, which is connected to a sulfonyl group and a chloride atom. Its unique structure and properties make it a versatile reagent in various chemical reactions and applications.
Uses
Used in Organic Synthesis:
3-Fluorobenzenesulfonyl chloride is used as a reagent in the preparation of various organic compounds. Its electron-withdrawing fluorine atom and sulfonyl group make it a useful intermediate for the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in the Preparation of Pyrrole Derivatives:
3-Fluorobenzenesulfonyl chloride is used as a key intermediate in the synthesis of 1-(2-bromobenzyl)-2-(3-fluorophenyl)pyrrole and 1-(2-bromobenzyl)-2,5-bis(3-fluorophenyl)pyrrole. These pyrrole derivatives have potential applications in various fields, such as pharmaceuticals and materials science, due to their unique chemical properties and structures.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 3-fluorobenzenesulfonyl chloride can be employed as a building block for the development of new drugs and drug candidates. Its fluorinated aryl moiety can be incorporated into various drug molecules to modulate their pharmacological properties, such as potency, selectivity, and metabolic stability.
Used in Chemical Research:
3-Fluorobenzenesulfonyl chloride is also used as a research tool in academic and industrial laboratories. It can be utilized to study various chemical reactions, such as nucleophilic substitutions, rearrangements, and coupling reactions. 3-FLUOROBENZENESULFONYL CHLORIDE can provide valuable insights into the reactivity and selectivity of fluorinated arylsulfonyl chlorides in different chemical transformations.
Check Digit Verification of cas no
The CAS Registry Mumber 701-27-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,0 and 1 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 701-27:
(5*7)+(4*0)+(3*1)+(2*2)+(1*7)=49
49 % 10 = 9
So 701-27-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H4ClFO2S/c7-11(9,10)6-3-1-2-5(8)4-6/h1-4H
701-27-9Relevant articles and documents
Oxyhalogenation of thiols and disulfides into sulfonyl chlorides/bromides using oxone-KX (X = Cl or Br) in water
Madabhushi, Sridhar,Jillella, Raveendra,Sriramoju, Vinodkumar,Singh, Rajpal
supporting information, p. 3125 - 3131 (2014/06/10)
A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides by oxyhalogenation of thiols and disulfides with oxone-KX (X = Cl or Br) using water as the solvent is described. This journal is the Partner Organisations 2014.
Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists
-
, (2008/06/13)
The present invention relates to urotensin II receptor antagonists, CCR-9 antagonists, pharmaceutical compositions containing them and their use.
Elimination of substituted fluoren-9-ylmethyl benzenesulfonates: Hammett substituent effects at a mechanistic borderline
Larkin, Finbar G.,More O'Ferrall, Rory A.,Murphy, Donal G.
, p. 1833 - 1848 (2007/10/03)
Rates of elimination of fourteen substituted fluoren-9-ylmethyl benzenesulfonates have been measured in methanolic sodium methoxide and 90% aqueous ethanolic solutions of triethylamine, trimethylamine and 4-methyl morpholine. For the sodium methoxide, a linear Hammett plot with ρ = 0.74, consistent with reaction by an E2 mechanism, is observed. For the amine bases the Hammett plots are curved, suggesting a transition from an E2 mechanism for electron-withdrawing substituents to an irreversible E1cB mechanism with a smaller value of ρ for electron-donating substituents. The evidence for a change of mechanism is weakened by systematic and random deviations of substituents from correlations which span small changes in reactivity (less than ten-fold), by a surprisingly large value of ρ = 2 implied for the concerted (E2) reaction and by the possible influence of negative hyperconjugation. Nevertheless, it is consistent with independent evidence that the borderline between concerted and stepwise mechanisms is associated with chemically distinguishable reaction paths, even though pronounced carbanion character (and probably a small extent of bond-breaking to the leaving group) ensures a degree of similarity of structure and sensitivity to substituents of their transition states.
