82203-83-6

Basic information

• Product Name: Benzene, 1-methoxy-4-(3,3,3-trifluoro-1-propynyl)-
• Synonyms: 1-methoxy-4-(3,3,3-trifluoroprop-1-yn-1-yl)benzene;p-MeO-C6H4CCCF3;1-(p-methoxyphenyl)-3,3,3-trifluoropropyne;3,3,3-trifluoro-1-(4-methoxyphenyl)propyne;1-methoxy-4-trifluoropropynylbenzene;Benzene,1-methoxy-4-(3,3,3-trifluoro-1-propynyl);1-(4-methoxyphenyl)-3,3,3-trifluoropropyne
• CAS NO: 82203-83-6
• Molecular Formula: C10H7F3O
• Molecular Weight: 200.16
• Mol File: 82203-83-6.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methoxy-4-(3,3,3-trifluoro-1-propynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methoxy-4-(3,3,3-trifluoro-1-propynyl)-(82203-83-6)
• EPA Substance Registry System: Benzene, 1-methoxy-4-(3,3,3-trifluoro-1-propynyl)-(82203-83-6)

Safety Data

• Hazardous Substances Data: 82203-83-6(Hazardous Substances Data)

Upstream product

• 103655-02-3 2,2-dichloro-3,3,3-trifluoro-1-(4-methoxyphenyl)propanol 
• 1058685-73-6 N,N-(dimethylamino)-S-phenyl-S-trifluoromethyloxosulfonium trifluoromethanesulfonate 
• 768-60-5 4-methoxyphenylacetylen 
• 48121-13-7 copper(I) 4-methoxyphenylacetylenide 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 887144-97-0 Togni's reagent 
• 123-11-5 4-methoxy-benzaldehyde 
• 2926-29-6 Langlois reagent 
• 2314-97-8 iodotrifluoromethane 
• 77152-08-0 trifluoromethylcopper(I) 
• 147531-11-1 trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt 
• 107-15-3 ethylenediamine 
• 123-75-1 pyrrolidine 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 141543-58-0 1-(2,6-Dichloro-phenyl)-4-(4-methoxy-phenyl)-5-trifluoromethyl-1H-[1,2,3]triazole 
• 141543-50-2 1-(2,6-Dichloro-phenyl)-5-(4-methoxy-phenyl)-4-trifluoromethyl-1H-[1,2,3]triazole 
• 1187747-52-9 1-[1-(4-methoxyphenyl)-2-(trifluoromethyl)vinyl]-pyrrolidine 
• 121194-35-2 3,3,3-trifluoro-1-(4-methoxyphenyl)propan-1-one 
• 34288-92-1 (Z)-1-(4-methoxyphenyl)-1,2-diphenyl-3,3,3-trifluoropropene 
• 1430119-15-5 (E)-3,3,3-trifluoro-1-(4-methoxyphenyl)-1-(2,5-dimethylphenyl)propene 
• 1430119-16-6 (Z)-3,3,3-trifluoro-1-(4-methoxyphenyl)-1-(2,5-dimethylphenyl)propene 
• 1430119-44-0 3,3,3-trifluoro-1-(4-methoxyphenyl)-1-phenylprop-1-ylium 
• 1430119-45-1 3,3,3-trifluoro-1,1-di(4-methoxyphenyl)prop-1-ylium 
• 1430119-14-4 4,4′-(3,3,3-trifluoroprop-1-ene-1,1-diyl)bis(methoxybenzene) 
• 1430119-33-7 3,3,3-trifluoro-1,1-bis(4-methoxyphenyl)propan-1-ol 
• 1430119-17-7 (Z)-3,3,3-trifluoro-1-(4-methoxyphenyl)-1-(2,4-dimethylphenyl)-propene 
• 73607-12-2 1-methoxy-4-(3,3,3-trifluoro-2-(trifluoromethyl)prop-1-en-1-yl)benzene 
• 96256-62-1 4-(4-Methoxy-phenyl)-1-phenyl-5-trifluoromethyl-1H-[1,2,3]triazole 

Relevant articles and documents

Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

The triazole heterocycle has been widely adopted as an isostere for the amide bond. Many native amides are α-chiral, being derived from amino acids. This makes α-N-chiral triazoles attractive building blocks. This report describes the first enantioselective triazole synthesis that proceeds via nickel-catalyzed alkyne-azide cycloaddition (NiAAC). This dynamic kinetic resolution is enabled by a spontaneous [3,3]-sigmatropic rearrangement of the allylic azide. The 1,4,5-trisubstituted triazole products, derived from internal alkynes, are complementary to those commonly obtained by the related CuAAC reaction. Initial mechanistic experiments indicate that the NiAAC reaction proceeds through a monometallic Ni complex, which is distinct from the CuAAC manifold.

Diverse copper(iii) trifluoromethyl complexes with mono-, bi- and tridentate ligands and their versatile reactivity

Cu(iii) trifluoromethyl complexes are proposed as essential intermediates for many copper-promoted trifluoromethylation reactions, but remain elusive and scarcely explored. We report herein the isolation and spectroscopic and X-ray crystallographic charac

Dual-gold(I)-generated trifluoromethylation of terminal alkynes with Togni's reagent

The interaction of a Au(I) catalyst (JohnPhosAu(I)-MeCN/SbF6) and the Togni's reagent 1, as a source of electrophilic trifluoromethyl group, has been studied in order to develop gold-catalysed alkyne trifluoromethylation reactions. Alkyne-CF3products were prepared in moderate yields (up to 46%) by electrophilic trifluoromethylation of terminal arylalkynes with Togni's reagent 1 in the presence of sub-stoichiometric amounts of gold catalyst (25%). The proposed addition-elimination reaction mechanism proceeds through a Au-Togni Reagent complex with a linear Togni Reagent-O-Au(I)-P-(phosphane) coordination mode (X-ray analysis). Alkyne deprotonation gives rapid formation of protonated Togni Reagent and a σ,π-acetylide dual-Au complex, confirmed by X-ray analysis. It was shown that the σ,π-dual-Au complex activates for trifluoromethylation, most likely by transfer of a [LAu]+fragment to the alkyne substrate. The resulting reactive π-Au+-alkyne intermediate probably undergoes O-/CF3-addition of Togni Reagent, and final elimination of Togni alcohol gives the alkyne-CF3product.