81206-45-3

Basic information

• Product Name: 2-(3,4-dimethoxyphenyl)-1-ethoxyethene
• Synonyms: 2-(3,4-dimethoxyphenyl)-1-ethoxyethene
• CAS NO: 81206-45-3
• Molecular Weight: 208.257
• Mol File: 81206-45-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(3,4-dimethoxyphenyl)-1-ethoxyethene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-dimethoxyphenyl)-1-ethoxyethene(81206-45-3)
• EPA Substance Registry System: 2-(3,4-dimethoxyphenyl)-1-ethoxyethene(81206-45-3)

Safety Data

• Hazardous Substances Data: 81206-45-3(Hazardous Substances Data)

Upstream product

• 32763-41-0 tris((E)-2-ethoxyvinyl)borane 
• 5460-32-2 1-iodo-3,4-dimethoxybenzene 

Relevant articles and documents

Palladium-Catalyzed Cross-Coupling of (2-Ethoxyvinyl)boranes with Aryl and Benzyl Halides. A New Method for Conversion of Organic Halides into Aldehydes with Two More Carbon Atoms

Vinyl ethers 3 can be synthesized in high yields by the cross-coupling of an aryl or benzyl halide with tris(2-ethoxyvinyl)borane (1) or (2-ethoxyvinyl)-1,3,2-benzodioxaborole (2) in the presence of 1 mol percent of a palladium complex such as PdCl2(PPh3)2, Pd(OAc)2(PPh3)2, or Pd(PPh3)4 and a base while retaining the original configuration of the double bond in (2-ethoxyvinyl)boranes.No noticeable quantities of biaryls or conjugated dienes were found in this reaction.The reaction did not proceed in the absence of a base.This new vinyl ether synthesis was found to be applicable to aryl halides substituted with a variety of functional groups such as halogen, methoxy, carboethoxy, and acetyl groups.Electron-attracting substituents facilitate the coupling.Since vinyl ethers 3 thus obtained can readily be hydrolyzed to give aldehydes (eq 4), the sequence (eq 1-4) provides an efficient new method for converting an aryl halide into an aldehyde with two more carbon atoms.