368-43-4 Usage
Description
Benzenesulfonyl fluoride, also known as tosyl fluoride, is a clear light yellow liquid with unique chemical properties. It is a derivative of benzenesulfonic acid, where one of the hydrogen atoms is replaced by a fluorine atom. BENZENESULFONYL FLUORIDE is known for its reactivity and is widely utilized in various chemical reactions and processes.
Uses
Used in Chemical Synthesis:
Benzenesulfonyl fluoride is used as a reagent in the chemical synthesis of α-sulfonyl phosphonates. It is particularly effective in the direct sulfonylation of lithiated alkyl phosphonates, which are important intermediates in the preparation of various organic compounds.
Used in Mass Spectrometry:
In the field of analytical chemistry, benzenesulfonyl fluoride has been employed in the study of gas-phase fluorine migration reactions of radical cations. This research has been conducted using electron ionization tandem mass spectrometry, providing valuable insights into the compound's chemical behavior and properties.
Used in Pharmaceutical Industry:
Benzenesulfonyl fluoride is also utilized in the pharmaceutical industry as a protecting group for amines and alcohols during organic synthesis. Its selective reactivity and ease of removal make it a preferred choice for protecting functional groups in the synthesis of complex molecules, including drugs and drug candidates.
Used in Research and Development:
Due to its unique chemical properties, benzenesulfonyl fluoride is often used in research and development for the synthesis of novel compounds and the investigation of various chemical reactions. It serves as a valuable tool for chemists in understanding reaction mechanisms and developing new synthetic routes.
Safety Profile
A poison by
intraperitoneal route. Slightly irritating to
sbn. Flammable when exposed to heat or
flame. It can react vigorously with oxihzing
materials. To fight fire, use water, foam,
CO2, water spray or mist, dry chemical.
When heated to decomposition it emits
toxic fumes of Fand SO,. See also
FLUORIDES and SULFATES.
Check Digit Verification of cas no
The CAS Registry Mumber 368-43-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,6 and 8 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 368-43:
(5*3)+(4*6)+(3*8)+(2*4)+(1*3)=74
74 % 10 = 4
So 368-43-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H5F3Si/c7-10(8,9)6-4-2-1-3-5-6/h1-5H
368-43-4Relevant articles and documents
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Seel et al.
, p. 437 (1978)
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Metal-Free Visible-Light Synthesis of Arylsulfonyl Fluorides: Scope and Mechanism
Louvel, Dan,Chelagha, Aida,Rouillon, Jean,Payard, Pierre-Adrien,Khrouz, Lhoussain,Monnereau, Cyrille,Tlili, Anis
supporting information, p. 8704 - 8708 (2021/05/17)
The first metal-free procedure for the synthesis of arylsulfonyl fluorides is reported. Under organo-photoredox conditions, aryl diazonium salts react with a readily available SO2 source (DABSO) to afford the desired product through simple nucleophilic fluorination. The reaction tolerates the presence of both electron-rich and -poor aryls and demonstrated a broad functional group tolerance. To shed the light on the reaction mechanism, several experimental techniques were combined, including fluorescence, NMR, and EPR spectroscopy as well as DFT calculations.
Synthesis of Sulfones and Sulfonyl Derivatives using Sodium (tert-butyldimethylsilyl)oxymethanesulfinate
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Paragraph 0908-0912; 0914; 0916-0917; 0919-0922; 0924-0927, (2021/04/29)
The present invention relates to a method for manufacturing a sulfone and sulfonyl derivative compound using sodium (tert-butyldimethylsilyl)oxymethanesulfinate, which is a novel organic sulfin salt, wherein the novel organic sulfin salt has good stability, environmental friendliness and economy, and is easy to handle, and thus significantly reduces the amount of transition metal catalysts and the amount of organic sulfin salts used when introducing aryl or alkenyl. Also, alkylation, arylation, amination, and fluorination are all possible during secondary functionalization. Therefore, the present invention can be usefully used in preparation and mass production of various kinds of sulfones and derivatives thereof including asymmetric sulfone derivatives.
