5433-22-7

Basic information

• Product Name: (1R,2S)-cyclohexane-1,2-diyl bis(4-methylbenzenesulfonate)
• CAS NO: 5433-22-7
• Molecular Formula: C₂₀H₂₄O₆S₂
• Molecular Weight: 424.531
• Mol File: 5433-22-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 585.7°C at 760 mmHg
• Flash Point: 308°C
• Density: 1.35g/cm³
• Vapor Pressure: 4.36E-13mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: (1R,2S)-cyclohexane-1,2-diyl bis(4-methylbenzenesulfonate)(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-cyclohexane-1,2-diyl bis(4-methylbenzenesulfonate)(5433-22-7)
• EPA Substance Registry System: (1R,2S)-cyclohexane-1,2-diyl bis(4-methylbenzenesulfonate)(5433-22-7)

Safety Data

• Hazardous Substances Data: 5433-22-7(Hazardous Substances Data)

Usage

General Description

The chemical (1R,2S)-cyclohexane-1,2-diyl bis(4-methylbenzenesulfonate) is an organic compound with the molecular formula C24H28O6S2. It is a cyclic compound consisting of a cyclohexane ring with two 4-methylbenzenesulfonate groups attached to adjacent carbons (1R and 2S). (1R,2S)-cyclohexane-1,2-diyl bis(4-methylbenzenesulfonate) is often used as a reagent in organic synthesis and pharmaceutical manufacturing. It has been studied for its potential use in the synthesis of various organic compounds and has shown promise as a versatile building block in the creation of complex molecules. Additionally, it has also been investigated for its potential therapeutic applications.

Upstream product

• 15051-90-8 2-hydroxycyclohexyl 4-methylbenzenesulfonate 
• 98-59-9 p-toluenesulfonyl chloride 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 110-83-8 cyclohexene 
• 98806-81-6 C₂₀H₁₉IO₆S₂ 
• 75067-08-2 benzene 
• 7182-86-7 tetrabutylammonium p-toluenesulfonate 
• 73178-07-1 -p-chlorobenzene 
• 1460-57-7 trans-1,2-cyclohexandiol 
• 15051-90-8 trans-2-hydroxycyclohexyl p-toluenesulfonate 
• 104-15-4 toluene-4-sulfonic acid 
• 286-20-4 cyclohexane-1,2-epoxide 
• 14248-14-7 (+/-)-trans-1-acetoxy-2-(toluene-4-sulfonyloxy)-cyclohexane 
• 14248-14-7 (+/-)-cis-2-(toluene-sulfonyl-⁽⁴⁾-oxy)-1-acetoxy-cyclohexane 

Downstream Products

• 176214-67-8 (1R,2S)-1,2-Bis-thiocyanato-cyclohexane 

Relevant articles and documents

1-[hydroxy(sulfonyloxy)iodo]-1H,1H-perfluoroalkanes: Stable, fluoroalkyl analogs of Koser's reagent

1-[Hydroxy(sulfonyloxy)iodo]-1H,1H/-perfluoroalkanes 3 [RfCH2I(OH)OSO2R; R = CH3, CH3, p-CH3C6H4, Rf = CF3, C2F5] can be pr

Selective Sulfonylating Agents

A variety of bulky sulfonyl chlorides have been investigated as sulfonylating reagents for polyol systems in an endeavour to find a selective reagent that would also give rise to a reactive sulfonate ester group.

Reaction Manifolds of Alkenes with benzene: Stereospecific syn-1,2-Ditosyloxylation of the Carbon-Carbon Double Bond and Other Processes

The treatment of various alkenes with benzene (1) in CH2Cl2 gives moderate yields of the corresponding vic-bis(tosyloxy)alkanes (2).When cis- and trans-2-butenes, cis- and trans-2-pentenes, cis-3-hexene, cis-4-octene, and cyclohexene are reactants, the tosyloxy ligands are introduced with syn stereospecifity.With cis- and trans-stilbenes, however, a mixture of meso- and dl-1,2-diphenyl-1,2-bis(tosyloxy)ethanes results from either alkene.Some alkenes react with 1 in a different way.Thus, trans-3-hexene and trans-4-octene with 1 give low yields of 2,5-bis(tosyloxy)-3-hexene and 3,6-bis(tosyloxy)-4-octene, respectively.Evidence is presented that the formation of the bis(tosyloxy)alkenes proceeds via initial oxidation of the trans alkenes by 1 to conjugated dienes and subsequent conjugate ditosyloxylation of the dienes.In a few cases, molecular rearrangements occur.Thus, norbornene with 1 gives 2,7-bis(tosyloxy)norbornane, among other products, while 1,1-diphenylethylene gives deoxybenzoin (major product) and (β,β-diphenylethenyl)phenyliodonium tosylate.The reaction of styrene with 1 depends on the medium; when CH2Cl2 is present, the product is 1-phenyl-1,2-bis(tosyloxy)ethane, but in the absence of solvent, the product is 1,1-bis(tosyloxy)-2-phenylethane.Most alkenes react with 1 to give p-toluenesulfonic acid as a byproduct, and, in rare instances, (iodoxy)benzene is obtained.A mechanism for the vic-ditosyloxylation of alkenes by 1, consistent with the observed syn stereospecificity, is proposed.