31562-43-3 Usage
Description
tert-Butylsulfinyl chloride is an organosulfur compound that can be synthesized through a multi-step process starting with tert-butylmagnesium chloride. It is known for its reactivity with primary and secondary amines, as well as its ability to react with 1-thiosugars.
Uses
Used in Chemical Synthesis:
tert-Butylsulfinyl chloride is used as a reagent for the synthesis of tert-butylsulfinamides, which are formed by its reaction with primary and secondary amines. These sulfinamides can be further oxidized to form base-stable tert-butylsulfonamides, which are valuable intermediates in various chemical reactions.
Used in Carbohydrate Chemistry:
In the field of carbohydrate chemistry, tert-butylsulfinyl chloride is used as a reagent to react with 1-thiosugars, leading to the formation of carbohydrate thionolactones. These thionolactones are important compounds for the study and modification of carbohydrate structures, as well as for the development of new carbohydrate-based drugs and materials.
Used in Pharmaceutical Industry:
Due to its ability to form stable sulfonamide compounds, tert-butylsulfinyl chloride can be utilized in the development of pharmaceuticals, particularly in the synthesis of sulfonamide-based drugs. These drugs have a wide range of applications, including the treatment of bacterial infections and other medical conditions.
Used in Material Science:
The reactivity of tert-butylsulfinyl chloride with various substrates also makes it a potential candidate for the development of new materials with unique properties. For instance, it can be used to create novel polymers or to modify existing materials to enhance their performance in various applications.
Check Digit Verification of cas no
The CAS Registry Mumber 31562-43-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,1,5,6 and 2 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 31562-43:
(7*3)+(6*1)+(5*5)+(4*6)+(3*2)+(2*4)+(1*3)=93
93 % 10 = 3
So 31562-43-3 is a valid CAS Registry Number.
InChI:InChI=1/C4H9ClOS/c1-4(2,3)7(5)6/h1-3H3
31562-43-3Relevant articles and documents
The fate of the tert-butylsulfinyl auxiliary after acid-promoted cleavage-a method for recycling t-BuSONH2
Aggarwal, Varinder K.,Barbero, Nekane,McGarrigle, Eoghan M.,Mickle, Greg,Navas, Raquel,Suárez, José Ramón,Unthank, Matthew G.,Yar, Muhammad
supporting information; experimental part, p. 3482 - 3484 (2009/09/28)
Ellman's chiral auxiliary is converted into tert-butylsulfinyl chloride on sulfinamide deprotection with HCl and can be recovered in high yield upon treatment with ammonia. The enantiopure auxiliary can be obtained by trapping the sulfinyl chloride with a chiral alcohol followed by treatment of the resulting sulfinate ester with LiNH2.
Aminohydroxylation of olefins with tert-alkyl sulfonamides
-
, (2008/06/13)
Tert-alkyl sulfonamides chloramine salts are used as nitrogen sources in the catalytic aminohydroxylation and/or aziridination of olefins. The tert-alkyl sulfonamides chloramine salts are close to Chloramine T with respect to their reactivity as nitrogen sources with olefins. However, unlike the tosyl sulfonyl amine group of Chloramine T, the resulting t-alkyl sulfonylamino functionalities can be easily converted to an unprotected amine under mild acidic conditions making the method a simple and cost efficient approach for producing unsubstituted hydroxy amine and/or aziridine products.
