2991-42-6 Usage
Description
4-(Trifluoromethyl)benzene-1-sulfonyl chloride, also known as 4-(Trifluoromethyl)benzenesulfonyl chloride, is a white to pale yellow low melting solid. It is an organic compound with the molecular formula C7H4ClF3O2S and is characterized by its trifluoromethyl group attached to a benzene ring, which is further connected to a sulfonyl chloride group. 4-(Trifluoromethyl)benzene-1-sulfonyl chloride is known for its reactivity and is commonly used in the synthesis of various organic compounds.
Uses
Used in Chemical Synthesis:
4-(Trifluoromethyl)benzene-1-sulfonyl chloride is used as a synthetic intermediate for the production of various organic compounds. Its application is primarily due to its reactivity and the introduction of the trifluoromethyl group, which can significantly alter the properties of the resulting molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-(Trifluoromethyl)benzene-1-sulfonyl chloride is used as a key building block for the synthesis of certain pharmaceutical compounds. The trifluoromethyl group is known to enhance the lipophilicity and metabolic stability of drug molecules, making it a valuable component in the development of new drugs.
Used in Material Science:
4-(Trifluoromethyl)benzene-1-sulfonyl chloride is also utilized in the field of material science for the development of novel materials with specific properties. The introduction of the trifluoromethyl group can lead to materials with improved stability, reactivity, or other desired characteristics.
Used in Synthesis of β-arylated Thiophenes and 2,5-diarylated Pyrroles:
4-(Trifluoromethyl)benzene-1-sulfonyl chloride is used as a reagent in the synthesis of β-arylated thiophenes and 2,5-diarylated pyrroles via palladium-catalyzed desulfitative arylation of thiophenes and pyrroles, respectively. This application is due to its ability to facilitate the formation of these complex organic structures, which are important in various chemical and pharmaceutical applications.
Used in the Synthesis of E-vinyl Sulfone:
When combined with N-vinylpyrrolidinone in acetonitrile, 4-(Trifluoromethyl)benzene-1-sulfonyl chloride can undergo photo-irradiation with visible light in the presence of specific catalysts and disodium phosphate to produce the corresponding E-vinyl sulfone. This reaction is significant for the synthesis of various chemical compounds and materials with potential applications in different industries.
Check Digit Verification of cas no
The CAS Registry Mumber 2991-42-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,9,9 and 1 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2991-42:
(6*2)+(5*9)+(4*9)+(3*1)+(2*4)+(1*2)=106
106 % 10 = 6
So 2991-42-6 is a valid CAS Registry Number.
2991-42-6Relevant articles and documents
Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides
Chen, Rongxiang,Xu, Shaohong,Shen, Fumin,Xu, Canran,Wang, Kaikai,Wang, Zhanyong,Liu, Lantao
, (2021/09/20)
A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazide with NXS (X = Cl or Br) and late-stage conversion to several other functional groups was described. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides and sulfonates. In most cases, these reactions are highly selective, simple, and clean, affording products at excellent yields.
Aromatic Chlorosulfonylation by Photoredox Catalysis
Májek, Michal,Neumeier, Michael,Jacobi von Wangelin, Axel
, p. 151 - 155 (2017/01/17)
Visible-light photoredox catalysis enables the efficient synthesis of arenesulfonyl chlorides from anilines. The new protocol involves the convenient in situ preparation of arenediazonium salts (from anilines) and the reactive gases SO2and HCl (from aqueous SOCl2). The photocatalytic chlorosulfonylation operates at mild conditions (room temperature, acetonitrile/water) with low catalyst loading. Various functional groups are tolerated (e.g., halides, azides, nitro groups, CF3, SF5, esters, heteroarenes). Theoretical and experimental studies support a photoredox-catalysis mechanism.
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.