33204-74-9

Basic information

• Product Name: 1-methyl-4-(1-methylvinyl)-7-oxabicyclo[4.1.0]heptan-2-one
• Synonyms: 1-methyl-4-(1-methylvinyl)-7-oxabicyclo[4.1.0]heptan-2-one;7-Oxabicyclo4.1.0heptan-2-one, 1-methyl-4-(1-methylethenyl)-;1,6-Epoxy-p-mentha-8-ene-2-one;2-Methyl-2,3-epoxy-5-isopropenylcyclohexane-1-one;.delta.8-p-Menthenyl-1,6-epoxy-2-one;Einecs 251-405-6
• CAS NO: 33204-74-9
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.21696
• EINECS: 251-405-6
• Mol File: 33204-74-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 255.6°Cat760mmHg
• Flash Point: 107.6°C
• Appearance: /
• Density: 1.086g/cm³
• Vapor Pressure: 0.0162mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: 1-methyl-4-(1-methylvinyl)-7-oxabicyclo[4.1.0]heptan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-(1-methylvinyl)-7-oxabicyclo[4.1.0]heptan-2-one(33204-74-9)
• EPA Substance Registry System: 1-methyl-4-(1-methylvinyl)-7-oxabicyclo[4.1.0]heptan-2-one(33204-74-9)

Safety Data

• Hazardous Substances Data: 33204-74-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H14O2/c1-6(2)7-4-8(11)10(3)9(5-7)12-10/h7,9H,1,4-5H2,2-3H3

Upstream product

• 99-48-9 5-Isopropenyl-2-methyl-cyclohex-2-enol 
• 121078-47-5 (-)-Carvone diepoxide 
• 6485-40-1 (R)-Carvone 
• 99-49-0 Carvone 

Downstream Products

• 99-49-0 Carvone 
• 619-01-2 dihydrocarveol 
• 6485-40-1 (R)-Carvone 
• 65378-69-0 (3S,5S)-3-Hydroxy-5-isopropenyl-2-methyl-cyclohexanone 
• 65378-69-0 (3R,5S)-3-Hydroxy-5-isopropenyl-2-methyl-cyclohexanone 
• 65378-69-0 Hydroxycarvon 
• 22249-72-5 2-Methyl-5-(2-bromisopropyl)-cyclohexan-1,3-dion 
• 22249-70-3 2-Chlor-2-methyl-5-(2-chlorisopropyl)-cyclohexan-1,3-dion 

Relevant articles and documents

Catalytic Performance of Zr-Based Metal–Organic Frameworks Zr-abtc and MIP-200 in Selective Oxidations with H2O2

The catalytic performance of Zr-abtc and MIP-200 metal–organic frameworks consisting of 8-connected Zr6 clusters and tetratopic linkers was investigated in H2O2-based selective oxidations and compared with that of 12-coordinated UiO-66 and UiO-67. Zr-abtc demonstrated advantages in both substrate conversion and product selectivity for epoxidation of electron-deficient C=C bonds in α,β-unsaturated ketones. The significant predominance of 1,2-epoxide in carvone epoxidation, coupled with high sulfone selectivity in thioether oxidation, points to a nucleophilic oxidation mechanism over Zr-abtc. The superior catalytic performance in the epoxidation of unsaturated ketones correlates with a larger amount of weak basic sites in Zr-abtc. Electrophilic activation of H2O2 can also be realized, as evidenced by the high activity of Zr-abtc in epoxidation of the electron-rich C=C bond in caryophyllene. XRD and FTIR studies confirmed the retention of the Zr-abtc structure after the catalysis. The low activity of MIP-200 in H2O2-based oxidations is most likely related to its specific hydrophilicity, which disfavors adsorption of organic substrates and H2O2.

Design and synthesis of simple, yet potent and selective non-ring-A pyripyropene A-based inhibitors of acyl-coenzyme A: Cholesterol acyltransferase 2 (ACAT2)

A series of pyripyropene A-based compounds were designed and synthesized by opening the upper section of the A-ring, which significantly simplifies the structure and synthesis from commercially available starting materials. Representative compound (-)-3 exhibited potent activity against ACAT2 and greater selectivity for ACAT2 than for ACAT1.

An effective synthesis of acid-sensitive epoxides via oxidation of terpenes and styrenes using hydrogen peroxide under organic solvent-free conditions

An efficient epoxidation process for various terpenes and styrenes using a hydrogen peroxide-tungsten catalytic system with organic solvent-and halide-free conditions was developed. In the presence of the catalytic system, Na 2WO4, PhP(O)(OH)2, and [Me(n-C 8H17)3N]HSO4, and under weak acidic conditions, hydrogen peroxide successfully epoxidized -pinene to -pinene oxide in 95% selectivity at 91% conversion, while the previously published conditions utilizing NH2CH2P(O)(OH)2 as a promoter provided no epoxide. Georg Thieme Verlag Stuttgart.