85604-71-3

Basic information

• Product Name: 5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1,3-benzodioxole
• CAS NO: 85604-71-3
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.2637
• Mol File: 85604-71-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 349.6°C at 760 mmHg
• Flash Point: 138.5°C
• Density: 1.22g/cm³
• Vapor Pressure: 9.4E-05mmHg at 25°C
• Refractive Index: 1.558
• CAS DataBase Reference: 5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1,3-benzodioxole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1,3-benzodioxole(85604-71-3)
• EPA Substance Registry System: 5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1,3-benzodioxole(85604-71-3)

Safety Data

• Hazardous Substances Data: 85604-71-3(Hazardous Substances Data)

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 495-76-1 piperonol 
• 69161-61-1 2-(prop-2-en-1-yloxy)oxane 

Downstream Products

• 495-76-1 piperonol 
• 120-57-0 piperonal 

Relevant articles and documents

Cyclopropenium Enhanced Thiourea Catalysis

An integral part of modern organocatalysis is the development and application of thiourea catalysts. Here, as part of our program aimed at developing cyclopropenium catalysts, the synthesis of a thiourea-cyclopropenium organocatalyst with both cationic hydrogen-bond donor and electrostatic character is reported. The utility of the this thiourea organocatalyst is showcased in pyranylation reactions employing phenols, primary, secondary, and tertiary alcohols under operationally simple and mild reaction conditions for a broad substrate scope. The addition of benzoic acid as a co-catalyst facilitating cooperative Br?nsted acid catalysis was found to be valuable for reactions involving phenols and higher substituted alcohols. Mechanistic investigations, including kinetic and 1H NMR binding studies in conjunction with density function theory calculations, are described that collectively support a Br?nsted acid mode of catalysis.

Efficient trimethylsilylation and tetrahydropyranylation of alcohols in the presence of 1,3-dibromo-5,5-dimethylhydantoin

Chemoselective trimethylsilylation and tetrahydropyranylation of benzylic and primary and secondary aliphatic alcohols proceed efficiently in the presence of 1,3-dibromo-5,5-dimethylhydantoin (DBH) under mild and completely heterogeneous reaction conditio

Facile Tetrahydropyranylation of Alcohols and Phenols Using Anhydrous Calcium Chloride under Mild and Neutral Conditions

Treatment of 3,4-dihydro-2H-pyran with various alcohols and phenols in the presence of a catalytic amount of anhydrous calcium chloride in dichloromethane furnished tetrahydropyranyl ethers under almost neutral conditions.