1003321-81-0

Basic information

• Product Name: (Z)-1-bromo-3,3,3-trifluoro-1-phenyl-2-tosyloxypropene
• Synonyms: (Z)-1-bromo-3,3,3-trifluoro-1-phenyl-2-tosyloxypropene
• CAS NO: 1003321-81-0
• Molecular Weight: 421.235
• Mol File: 1003321-81-0.mol

Chemical Properties

• CAS DataBase Reference: (Z)-1-bromo-3,3,3-trifluoro-1-phenyl-2-tosyloxypropene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-bromo-3,3,3-trifluoro-1-phenyl-2-tosyloxypropene(1003321-81-0)
• EPA Substance Registry System: (Z)-1-bromo-3,3,3-trifluoro-1-phenyl-2-tosyloxypropene(1003321-81-0)

Safety Data

• Hazardous Substances Data: 1003321-81-0(Hazardous Substances Data)

Upstream product

• 1003321-80-9 1,1-dibromo-3,3,3-trifluoro-2-tosyloxypropene 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1003322-02-8 (Z)-3,3,3-trifluoro-1-phenyl-1-(3-thienyl)-2-tosyloxypropene 
• 1003322-00-6 (Z)-3,3,3-trifluoro-1-(4-methoxyphenyl)-1-phenyl-2-tosyloxypropene 
• 1003322-01-7 (Z)-3,3,3-trifluoro-1-phenyl-2-tosyloxy-1-(4-trifluoromethylphenyl)propene 
• 1003321-99-0 3,3,3-trifluoro-1,1-diphenyl-2-tosyloxypropene 

Relevant articles and documents

Mechanistic study of the palladium-catalyzed stereoselective cross-coupling reaction of 1,1-Dibromo-3,3,3-trifluoro-2-tosyloxypropene

We prepared a Pd complex by the oxidative addition of 1,1-dibromo-3,3,3- trifluoro-2-tosyloxypropene to [Pd- (PPh3)4]. The atomic distance between Pd and F in the complex was 2.95A, which was shorter than the sum of the van der Waals

Straightforward synthesis of CF3-substituted triarylethenes by stereoselective threefold cross-coupling reactions

Any way round: The palladium-catalyzed threefold cross-coupling reaction of 1,1-dibromo-3,3,3-trifluoro-2-tosyloxypropene with aryl boronic acids provides a versatile route to CF3-substituted triarylethenes (see scheme). The CF3 group is essential for the high Z selectivity in the first coupling reaction, which is the key step in the process. Any of the ethene stereoisomers can be prepared simply by changing the order of the aryl boronic acids. (Chemical Equation Presented).