136795-92-1

Basic information

• Product Name: 1a,5,6b-trimethyl-1a,6b-dihydrooxireno[b][1]benzofuran
• CAS NO: 136795-92-1
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.2118
• Mol File: 136795-92-1.mol

Chemical Properties

• Boiling Point: 247°C at 760 mmHg
• Flash Point: 95.8°C
• Density: 1.214g/cm³
• Vapor Pressure: 0.0414mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 1a,5,6b-trimethyl-1a,6b-dihydrooxireno[b][1]benzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 1a,5,6b-trimethyl-1a,6b-dihydrooxireno[b][1]benzofuran(136795-92-1)
• EPA Substance Registry System: 1a,5,6b-trimethyl-1a,6b-dihydrooxireno[b][1]benzofuran(136795-92-1)

Safety Data

• Hazardous Substances Data: 136795-92-1(Hazardous Substances Data)

Upstream product

• 21417-73-2 2,3,5-trimethylbenzofuran 
• 74087-85-7 3,3-dimethyldioxirane 

Relevant articles and documents

Preparation of 2H-Benzoxetes by Photoinduced Cycloaddition of Quinone Methides, Accessible by Dimethyldioxirane (DMD) Oxidation of 2,3-Dimethylbenzofurans

Irradiation (λ > 366 nm) of the quinone methides 3, which were formed by valence isomerization of the methyl-, chloro-, and tert-butyl-substituted 2,3-dimethylbenzofuran epoxides 2, afforded the novel 2H-benzoxetes 4 by photochemical cycloaddition.T

Epoxidation of 2,3-Dimethylbenzofurans by Dimethyldioxirane

The synthesis of epoxides 2 by the reaction of the chloro- and methyl-substituted 2,3-dimethylbenzofuranes 1 with dimethyldioxirane at low temperature is reported.These labile epoxides were spectroscopically characterized (1H and 13C NMR) at subambient temperatures.Epoxidation of benzofuran 1c affords a 31:69 mixture of epoxide 2c and quinone methide 3c, the latter presumably being produced by valence isomerization of the epoxide.On warming up above -10 deg C, the epoxides 2 suffer decomposition.Treatment of epoxide 2i with methanol yields the tautomeric mixture ofadducts 4i and 4i'.Key Words: Epoxidation / Dioxirane, dimethyl / Benzofurans, 2,3-dimethyl- / Benzofuran epoxides / Quinone methides / Methanol addition