1388753-70-5

Basic information

• Product Name: 1-bromo-4-{2-[(trifluoromethyl)sulfanyl]ethynyl}benzene
• Synonyms: 1-bromo-4-{2-[(trifluoromethyl)sulfanyl]ethynyl}benzene
• CAS NO: 1388753-70-5
• Molecular Weight: 281.096
• Mol File: 1388753-70-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1-bromo-4-{2-[(trifluoromethyl)sulfanyl]ethynyl}benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-4-{2-[(trifluoromethyl)sulfanyl]ethynyl}benzene(1388753-70-5)
• EPA Substance Registry System: 1-bromo-4-{2-[(trifluoromethyl)sulfanyl]ethynyl}benzene(1388753-70-5)

Safety Data

• Hazardous Substances Data: 1388753-70-5(Hazardous Substances Data)

Upstream product

• 766-96-1 4-bromo-1-ethynylbenzene 
• 1640084-14-5 (((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane) 
• 1045821-71-3 N-[(trifluoromethyl)sulfanyl]aniline 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 811-68-7 silver(I) trifluoromethanethiolate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 

Relevant articles and documents

An electrophilic hypervalent iodine reagent for trifluoromethylthiolation

Sulfur and friends: A new electrophilic hypervalent iodine reagent 1 has been developed for direct trifluoromethylthiolation. A variety of nucleophiles, including β-ketoesters, aldehydes, amides, aryl or vinyl boronic acids, and alkynes, reacted with 1 under mild conditions to give the corresponding trifluoromethylthiolated compounds in good to excellent yields.

Rhodium(I)-Catalyzed Regioselective Azide-internal Alkynyl Trifluoromethyl Sulfide Cycloaddition and Azide-internal Thioalkyne Cycloaddition under Mild Conditions

A regioselective method to access fully substituted 5-trifluoromethylthio-1,2,3-triazoles and 5-thio-1,2,3-triazoles from the internal alkynyl trifluoromethyl sulfides and internal thioalkynes by a rhodium(I)-catalyzed azide-alkyne cycloaddition (RhAAC) reaction under mild conditions has been developed. This approach features good compatibility with water and air, a broad substrate scope, good functional group tolerance, high yields and excellent regioselectivities. The high 1,5-regioselectivities were controlled by the strong coordination between the sulfur atom and the π-acidic rhodium. The advantages of this method further include its applicability to gram-scale preparation, the use of solid-phase synthesis technique, and the mutually orthogonal CuAAC-RhAAC reaction. (Figure presented.).

Expeditious trifluoromethylthiolation and trifluoromethylselenolation of alkynyl(phenyl)iodoniums by [XCF3]? (X = S, Se) anions

Trifluoromethylthiolation and trifluoromethylselenolation of alkynyl(phenyl)iodonium tosylates by [XCF3]? (X = S, Se) ions was accomplished in 5-10 minutes at room temperature under a N2 atmosphere and provided a variety of alkynyl trifluoromethyl sulfides and selenides in good yields. Compared to the known methods, this approach has several advantages such as short reaction times and metal- and additive-free conditions without needing excess [Me4N][XCF3] reagents. Moreover, the less efficient reactions of (phenylethynyl)benziodoxol(on)e with [Me4N][XCF3] under the standard conditions demonstrate that acyclic alkynyl(phenyl)iodoniums are more powerful alkynyl sources in the conversion. This protocol allows for a fast and convenient access to numerous alkynyl trifluoromethyl sulfides and selenides.