959-42-2

Basic information

• Product Name: Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate, (1R,2R,4S)-rel-
• Synonyms: 2-exo-norbornyl tosylate;exo-2-bicyclo[2.2.1]heptyl tosylate;exo-2-(tosyloxy)norbornane;exo-2-norbornyl p-toluenesulfonate;2exo-norbornyl p-toluenesulfonate;Bicyclo[2.2.1]hept-exo-2-yl p-toluenesulfonate
• CAS NO: 959-42-2
• Molecular Formula: C14H18O3S
• Molecular Weight: 266.361
• Mol File: 959-42-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 55-56 °C
• Boiling Point: 399.3±11.0 °C(Predicted)
• Density: 1.26±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate, (1R,2R,4S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate, (1R,2R,4S)-rel-(959-42-2)
• EPA Substance Registry System: Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate, (1R,2R,4S)-rel-(959-42-2)

Safety Data

• Hazardous Substances Data: 959-42-2(Hazardous Substances Data)

Upstream product

• 497-37-0 exo-2-norbornanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 23730-25-8 Bicyclo<3.1.1>hept-2-yl p-toluenesulfinate 
• 497-36-9 norbornan-2-ol 
• 498-66-8 norborn-2-ene 
• 497-37-0 (2R)-(+)-exo-2-norborneol 

Downstream Products

• 279-19-6 nortricyclane 
• 498-66-8 norbornene 
• 50414-49-8 2-exo-phenyloxybicyclo[2.2.1]heptane 
• 17152-77-1 p-Norborn-2-yl-phenol 
• 17152-43-1 o-Norborn-2-yl-phenol 
• 79602-21-4 2-(4-phenoxybutoxy)norbornane 
• 497-37-0 (2R)-(+)-exo-2-norborneol 
• 58534-83-1 2-(4-methylphenyl)bicyclo[2.2.1]heptane 
• 58534-84-2 2-(2-methylphenyl)bicyclo[2.2.1]heptane 
• 24584-22-3 exo-2-(phenylthio)bicyclo<2.2.1>heptane 
• 497-36-9 norbornan-2-ol 
• 104-15-4 toluene-4-sulfonic acid 
• 497-37-0 exo-2-norbornanol 
• 279-19-6 tricyclo<2.2.1.0^2,6>heptane 

Relevant articles and documents

Cobalt-Catalyzed Silylcarbonylation of Unactivated Secondary Alkyl Tosylates at Low Pressure

A catalytic preparation of silyl enol ethers from unactivated secondary alkyl tosylates is reported. An inexpensive cobalt catalyst is used under mild conditions with low pressures of carbon monoxide. Nucleophilic, anionic cobalt carbonyls facilitate the catalytic activation of a range of alkyl tosylates. The silylcarbonylation offers a practical approach to synthetically valuable silyl enol ethers from simple starting materials.

Nucleophilic substitution reactions of 2-norbornyl arenesulfonates with anilines

The kinetics and mechanism of the nucleophilic substitution reactions of exo- and endo-2-norbornyl arenesulfonates with anilines are investigated in methanol and acetonitrile at 60.0°C. Rate constants for three distinct competing processes, solvolysis ks

Stereochemistry of Base-Promoted 1,2-Elimination from exo-2-Bicycloheptyl Tosylate and Chloride

Elimination reactions of exo-2-bicycloheptyl tosylate and chloride and their exo-3-deuterated analogues are studied in base-solvent systems that induce clean bimolecular 1,2-eliminations.Their relative propensities for competitive syn-exo and anti-endo-H elimination modes are assessed from nonkinetically determined deuterium isotope effects and the deuterium content in the bicyclohept-2-ene formed from the deuterated substrates.The competition between syn-exo and anti-endo-H elimination is influenced by base association, which stabilizes the synelimination transition state.Potential steric hindrance by oversized dissociated bases has no effect on the elimination stereochemistry.