153164-85-3

Basic information

• Product Name: Benzene, 1-(2-propenyloxy)-4-(2-propynyloxy)-
• CAS NO: 153164-85-3
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• Mol File: 153164-85-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2-propenyloxy)-4-(2-propynyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2-propenyloxy)-4-(2-propynyloxy)-(153164-85-3)
• EPA Substance Registry System: Benzene, 1-(2-propenyloxy)-4-(2-propynyloxy)-(153164-85-3)

Safety Data

• Hazardous Substances Data: 153164-85-3(Hazardous Substances Data)

Upstream product

• 123-31-9 hydroquinone 
• 34596-27-5 4-(prop-2-yn-1-yloxy)phenol 
• 106-95-6 allyl bromide 
• 6411-34-3 4-allyloxyphenol 
• 106-96-7 propargyl bromide 

Downstream Products

• 50666-95-0 1-(allyloxy)-4-(benzyloxy)benzene 
• 103-16-2 4-Benzyloxyphenol 
• 6411-34-3 4-allyloxyphenol 

Relevant articles and documents

Gold(III)-Catalyzed Intermolecular Oxidation-Cyclization of Ynones: Access to 4-Substituted Chroman-3-ones

A synthesis of 4-substituted chroman-3-one derivatives has been developed through a gold(III) catalyzed oxidation-cyclization of ynones in good to excellent yield using easily prepared substrates. A broad range of synthetically useful functional groups (halide, alkene, alkyne, phenolic hydroxyl) were tolerated. Further application of this method paves a new way to prepare the skeleton of oblarotenoids. A cascade oxidative cyclization for construction of pyrano[2,3-c]chromen-1(5H)-one derivatives is also presented. (Figure presented.).

A hierarchy of aryloxide deprotection by boron tribromide

Aryl propargyl ethers and esters are cleaved selectively in the presence of aryl methyl ethers and esters by boron tribromide in dichloromethane. Under the same conditions, allyl ethers undergo very rapid Claisen rearrangement, and benzyl ethers are also cleaved more rapidly than propargyl. A mechanism involving intramolecular delivery of bromide to the propargyl terminus is proposed.