55109-28-9

Basic information

• Product Name: 1-Propanesulfinic acid
• CAS NO: 55109-28-9
• Molecular Formula: C3H8O2S
• Molecular Weight: 108.161
• Mol File: 55109-28-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Propanesulfinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanesulfinic acid(55109-28-9)
• EPA Substance Registry System: 1-Propanesulfinic acid(55109-28-9)

Safety Data

• Hazardous Substances Data: 55109-28-9(Hazardous Substances Data)

Upstream product

• 1948-52-3 propyl propylthiosulfinate 
• 107-03-9 1-thiopropane 
• 31110-65-3 ethyl n-propyl sulfone 
• 7732-18-5 water 
• 598-03-8 propyl sulfone 

Downstream Products

• 1113-13-9 propyl propylthiosulfonate 
• 75910-57-5 1-Phenyl-3-(propane-1-sulfonyl)-3-(toluene-4-sulfonyl)-propan-1-one 
• 75910-45-1 1-(4-Chloro-phenyl)-3-(propane-1-sulfonyl)-3-(toluene-4-sulfonyl)-propan-1-one 

Relevant articles and documents

Reductive Cleavage of Secondary Sulfonamides: Converting Terminal Functional Groups into Versatile Synthetic Handles

Sulfonamides are pervasive in pharmaceuticals and agrochemicals, yet they are typically considered as terminal functional groups rather than synthetic handles. To enable the general late-stage functionalization of secondary sulfonamides, we have developed a mild and general method to reductively cleave the N-S bonds of sulfonamides to generate sulfinates and amines, components which can further react in situ to access a variety of other medicinally relevant functional groups. The utility of this platform is highlighted by the selective manipulation of several complex bioactive molecules.

Formation of α-Disulfoxides, Sulfinic Anhydrides, and Sulfines during the m-Chloroperoxybenzoic Acid Oxidation of Symmetrical S-Alkyl Alkanethiosulfinates

The m-chloroperoxybenzoic acid (MCPBA) oxidation of S-methyl methanethiosulfinate (33), S-propyl propanethiosulfinate (34), S-2-propyl 2-propanethiosulfinate (35), S-butyl butanethiosulfinate (36), and S-(phenylmethyl)phenylmethanethiosulfinate (37) has been at low temperatures and compared with the MCPBA oxidation of S-(2-methyl-2-propyl)-2-methyl-2-propanethiosulfinate (26) and S-(2,2-dimethylpropyl)-2,2-dimethylpropanethiosulfinate (30).Diastereomeric α-disulfoxides are observed with 33-36 at -40 deg C, sulfinic anhydrides are observed with 33, 35, and 36 at -40 deg C, and sulfines are observed on warming the product mixtures from 34-37 from -40 deg C to -20 deg C.The lachrymatory factor ((Z)-propanethial S-oxide, 47) of the onion was observed during the oxidation of 35.The absence of thiosulfonates at -40 deg C and their presence at higher temperature suggest that they are not formed in the initial oxidation process but from subsequent reactions of thiosulfinates and sulfinic acids.Various mechanisms for the formation of intermediates and products are discussed.