2434-86-8

Basic information

• Product Name: (2R,3S)-bicyclo[2.2.1]hept-5-ene-2,3-diyldimethanediyl dimethanesulfonate
• CAS NO: 2434-86-8
• Molecular Formula: C₁₁H₁₈O₆S₂
• Molecular Weight: 310.387
• Mol File: 2434-86-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 516.2°C at 760 mmHg
• Flash Point: 266°C
• Density: 1.358g/cm³
• Vapor Pressure: 2.99E-10mmHg at 25°C
• Refractive Index: 1.523
• CAS DataBase Reference: (2R,3S)-bicyclo[2.2.1]hept-5-ene-2,3-diyldimethanediyl dimethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-bicyclo[2.2.1]hept-5-ene-2,3-diyldimethanediyl dimethanesulfonate(2434-86-8)
• EPA Substance Registry System: (2R,3S)-bicyclo[2.2.1]hept-5-ene-2,3-diyldimethanediyl dimethanesulfonate(2434-86-8)

Safety Data

• Hazardous Substances Data: 2434-86-8(Hazardous Substances Data)

Usage

General Description

The chemical compound "(2R,3S)-bicyclo[2.2.1]hept-5-ene-2,3-diyldimethanediyl dimethanesulfonate" is a bicyclic organic compound that contains a sulfonate functional group. It is formed by the reaction of 1,3-cyclopentadiene with dimethyl sulfone in the presence of a catalyst. (2R,3S)-bicyclo[2.2.1]hept-5-ene-2,3-diyldimethanediyl dimethanesulfonate has potential applications in organic synthesis and chemical reactions, particularly in the formation of carbon-carbon bonds. It is also used as a building block in the synthesis of various organic molecules and pharmaceuticals. The unique structure of this compound makes it a versatile and valuable reagent in organic chemistry.

Upstream product

• 941567-71-1 (1R,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dimethanol 
• 124-63-0 methanesulfonyl chloride 
• 85-39-2 trans-5-norbornene-2,3-dimethanol 
• 129-64-6 bicyclo<2.2.1>-5-hepten-2endo,3endo-dicarboxylic anhydride 
• 542-92-7 cyclopenta-1,3-diene 
• 129-64-6 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 

Downstream Products

• 95722-43-3 exo-9-oxa-endo-4-thiatricyclo<5.2.1.0^2,6>decane-4,4-dioxide 
• 83947-07-3 endo-4-thiatricyclo<5.2.1.0^2,6>dec-8-ene 4,4-dioxide 
• 53292-00-5 (1S,7R)-4-Thia-tricyclo[5.2.1.0^2,6]dec-8-ene 4,4-dioxide 
• 88920-62-1 1-((1R,3S,7S)-4,4-Dioxo-4λ⁶-thia-tricyclo[5.2.1.0^2,6]dec-8-en-3-yl)-cyclohexanol 

Relevant articles and documents

Removal of Nerve Agent Simulants from Water Using Light-Responsive Molecular Baskets

We found that molecular baskets 1-3, with amino acids at their rim, undergo photoinduced decarboxylations to give baskets 4-6 forming a solid precipitate in water. Furthermore, organophosphonates 7-9 (OP), akin in size and shape to G-type nerve agents, form inclusion complexes with baskets 1-3 (K = 6-2243 M-1). Light irradiation (300 nm) of an aqueous solution of 1-3?OP led to the formation of precipitate containing an OP compound thereby amounting to a novel strategy for light-induced sequestration of nerve agents or, perhaps, other targeted compounds. Importantly, the stability of basket OP complexes in addition to functional groups at the basket's rim play a role in the efficiency (up to 98%) by which OPs are removed from water.

Oligomeric benzylsulfonium salts: Facile benzylation via high-load ROMP reagents

(Chemical Equation Presented) The development of high-load, oligomeric benzylsulfonium salts, generated via ring-opening metathesis polymerization, and their utility in facile benzylations of various nucleophiles is reported. These oligomeric sulfonium salts exist as free-flowing powders and are stable at room temperature. After the benzylation event, purification is attained via simple dry load/filtration, followed by solvent removal to deliver products in excellent yield and purity.

Degenerate Thermal Rearrangement of 1,3-Dimethylenecyclopentane. Evidence for Partially Stereospecific Biradical Formation and Closure in 1,3 Shift

Parolysis of 1,3-bis(dideuteriomethylene)cyclopentane at 370 deg C resulted in a first-order degenerate rearrangement in which the 1,3- and 3,3-shift products were formed in a 2:1 ratio, respectively, indicating the intermediacy of an effectively orthogonal 2,2'-bis(allylmethane) biradical.Pyrolysis of trans- and cis-4,5-dimethyl-1,3-dimethylenecyclopentane (T and C) gave 1,3- and 3,3-shift products with stereochemistry consistent with predominant conrotatory-bevel ring opening to produce the orthogonal diradical directly.Pyrolysis of optically active T gave the 1,3-shift products with 20.8percent inversion of configuration of the migrating carbon indicative of partial stereospecific closure of the biradical.Comparative pyrolysis of optically active T and its bis(dideuteriomethylene) derivative revealed no secondary kinetic deuterium isotop effect, but an alternation in the extent of racemization of starting material and amounts of 1,3- and 3,3-shift products indicates a product-determining isotope effect.These data provide further evidence for an intermediate.