73766-65-1

Basic information

• Product Name: Benzenesulfinyl chloride, 2,4,6-trimethyl-
• CAS NO: 73766-65-1
• Molecular Formula: C9H11ClOS
• Molecular Weight: 202.705
• Mol File: 73766-65-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzenesulfinyl chloride, 2,4,6-trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfinyl chloride, 2,4,6-trimethyl-(73766-65-1)
• EPA Substance Registry System: Benzenesulfinyl chloride, 2,4,6-trimethyl-(73766-65-1)

Safety Data

• Hazardous Substances Data: 73766-65-1(Hazardous Substances Data)

Upstream product

• 59057-35-1 2,4,6-trimethylbenzenesulphinic acid 
• 108-67-8 1,3,5-trimethyl-benzene 

Downstream Products

• 73766-51-5 R_S-l-menthyl 2,4,6-trimethylbenzenesulfinate 
• 73766-66-2 S_S-l-menthyl 2,4,6-trimethylbenzenesulfinate 
• 50827-54-8 sodium 2,4,6-trimethylbenzenesulfinic acid 
• 1316848-67-5 C₂₄H₂₇F₆N₃O₂S 
• 73766-54-8 (+)-(R)-(1-Cyclohexenylmethyl)-mesityl-sulfoxid 
• 73766-53-7 (-)-(R)-(Cyclohexylidenmethyl)-mesityl-sulfoxid 
• 253316-09-5 (RS)-N-[carbo-(1R)-menthoxy]-2,4,6-trimethylbenzenesulfonimidoyl chloride 
• 79248-68-3 (S)-1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose mesitylenesulfinate 
• 79248-68-3 (R)-1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose mesitylenesulfinate 

Relevant articles and documents

Chiral sulfinamide/achiral sulfonic acid cocatalyzed enantioselective protonation of enol silanes

The application of chiral sulfinamides and achiral sulfonic acids as a cocatalyst system for enantioselective protonation reactions is described. Structurally simple, easily accessible sulfinamides were found to induce moderate-to-high ee's in the formation of 2-aryl-substituted cycloalkanones from the corresponding trimethylsilyl enol ethers.

Preparation of racemic and enantiopure arenesulfonimidoyl azoles - New compounds chiral on sulfur

The novel arenesulfonimidoyl imidazoles 7a-j and nitrotriazoles 9d-j were obtained in good yield from the corresponding arenesulfonimidoyl chlorides 6a-j. The reaction of optically pure sulfonimidoyl chlorides 6 with imidazole resulted in the first reported optically active arenesulfonimidoyl imidazoles 7 with high enantiomeric purities (ee up to >99%); the stereochemical course of the reaction (inversion or retention at sulfur) is shown to be strongly dependent on the aryl substituent. By contrast, the analogous reaction of optically pure compounds 6 with 3-nitro-1,2,4-triazole led to racemic arenesulfonimidoyl nitrotriazoles 9. Optically active compounds of this type, (S)-9f (ee 99%) and (R)-9f (ee 92%), were obtained by semi-preparative chiral HPLC. The optically active arenesulfonimidoyl imidazolium salt (RS,RC)-8j was prepared by diastereoselective methylation (de >90%) of the optically pure imidazole derivative (RS,RC)-7j.

Stereoselective Synthesis of Alcohols, III Stereochemistry of the Sigmatropic Rearrangement of (1-Cycloalkenylmethyl) Sulfoxides

Rearrangement of the chiral allyl sulfoxides 17 and 20 proceeded via the exo-transition state 14 to give the α-methylenecycloalkanols 18 and 21 in high enantiomeric purity.The extent of chirality transferred was less (44 and 60percent) on rearrangement of