74892-00-5

Basic information

• Product Name: 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl 4-methylbenzenesulfonate
• CAS NO: 74892-00-5
• Molecular Formula: C₁₈H₂₄O₃S
• Molecular Weight: 320.4464
• Mol File: 74892-00-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 437°C at 760 mmHg
• Flash Point: 218.1°C
• Density: 1.139g/cm³
• Vapor Pressure: 1.99E-07mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl 4-methylbenzenesulfonate(74892-00-5)
• EPA Substance Registry System: 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl 4-methylbenzenesulfonate(74892-00-5)

Safety Data

• Hazardous Substances Data: 74892-00-5(Hazardous Substances Data)

Usage

General Description

2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl 4-methylbenzenesulfonate is a chemical compound with the molecular formula C18H24O3S. It is a sulfonate ester derived from 4-methylbenzenesulfonic acid and 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl alcohol. 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl 4-methylbenzenesulfonate is commonly used in organic synthesis and as a reagent in chemical reactions. It is a clear, colorless to pale yellow liquid with a characteristic odor and is sparingly soluble in water but soluble in organic solvents. This chemical compound may have various industrial and commercial applications due to its unique structural and chemical properties.

Upstream product

• 128-50-7 nopol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 74891-98-8 6,6-Dimethyl-2-(2-phenylselanyl-ethyl)-bicyclo[3.1.1]hept-2-ene 
• 473-00-7 2-ethylene-6,6-dimethylbicyclo<3.1.1>hept-2-ene 
• 4218-48-8 1-ethyl-4-isopropylbenzene 
• 128-50-7 nopol 
• 110259-86-4 cis-2-hydroxy-8,8-dimethyltricyclo<5.1.1.0^2,5>nonane 
• 35117-82-9 trans-3-hydroxy-6,6-dimethylnopinane-2-spiro-1'-cyclopropane 
• 110259-85-3 8,8-dimethyltricyclo<5.1.1.0^2,5>nonan-2β-yl acetate 

Relevant articles and documents

Homolytic Displacement at Saturated Carbon: Part 5. Synthesis of Cyclopropylmethyl, Bicyclohex-2-yl, Bicyclohept-2-yl and Cyclohexanespirocycloprop-2-yl Sulphones from the Corresponding But-3-enylcobaloximes

But-3-enylcobaloxime reacts with arenesulphonyl chlorides under thermal and photochemical conditions to give cyclopropylmethyl sulphones.The yields depend upon the reaction conditions used.Similar reactions of cyclopent-2-enylmethylcobaloxime and cyclohex-2-enylmethylcobaloximes under photochemical conditions form a mixture of cis and trans isomers of bicyclohex-2-yl and bicyclohept-2-yl sulphones in (50:50) and (70:30) isomeric ratios respectively.However, cyclohex-3-enylcobaloximes form only the trans-bicyclohex-2-yl sulphone.Exclusive formation of cycloalkanespirocycloprop-2-yl sulphones is observed in the reactions of 2-(cyclo alk-1-enyl)ethylcobaloximes with arenesulphonyl chlorides.The reactions are free radical in nature and are believed to take place by a chain mechanism.In the key step a homolytic attack of the RSO2 radical at the terminal (δ) carbon of the butenyl ligand leads to the cyclized product.The exact nature of the ring closure step is uncertain, as both concerted and stepwise mechanisms are possible.