705-28-2

Basic information

• Product Name: 3-ETHYNYL-ALPHA ALPHA ALPHA-TRIFLUORO&
• Synonyms: 3-Ethynylbenzotrifluoride, 1-Ethynyl-3-(trifluoromethyl)benzene;3-Ethynyl-alpha,alpha,alpha-trifluorotoluene 97%;3-ETHYNYL-ALPHA ALPHA ALPHA-TRIFLUORO&;3-Ethynylbenzotrifluoride;Toluene, m-ethenyl-alpha,alpha,alpha-trifluoro-;3-ethynyl-trifluorotoluene-;3-ethynyl trifluorotoluene(3-(trifluoromethyl)phenylacetylene);3-Ethynyl-a,a,a-trifluorotoluene
• CAS NO: 705-28-2
• Molecular Formula: C₉H₅F₃
• Molecular Weight: 170.1312096
• Product Categories: Organic Building Blocks;Alkynyl;Halogenated Hydrocarbons;Organic Building Blocks;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons
• Mol File: 705-28-2.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 146 °C(lit.)
• Flash Point: 95 °F
• Appearance: /
• Density: 1.178 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.76mmHg at 25°C
• Refractive Index: n20/D 1.464(lit.)
• CAS DataBase Reference: 3-ETHYNYL-ALPHA ALPHA ALPHA-TRIFLUORO&(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ETHYNYL-ALPHA ALPHA ALPHA-TRIFLUORO&(705-28-2)
• EPA Substance Registry System: 3-ETHYNYL-ALPHA ALPHA ALPHA-TRIFLUORO&(705-28-2)

Safety Data

• Hazard Codes: Xn
• Statements: 10-20/21/22
• Safety Statements: 16-26-36-45
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 705-28-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 705-28-2 differently. You can refer to the following data:
1. 3-(TRIFLUOROMETHYL)PHENYLACETYLENE is a useful research chemical.
2. 3-Ethynyl-α,α,α-trifluorotoluene may be used to synthesize:1-thioacetyl-4[3-trifluoromethyl-1-(ethynyl)phenyl]benzene4-{[4-(3-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-1-yl]methyl}benzoic acid4-{4-[3-(trifluoromethyl)phenyl]-1H-1,2,3-triazol-1-yl}benzoic acid

InChI:InChI=1/C9H5F3/c1-2-7-4-3-5-8(6-7)9(10,11)12/h1,3-6H

Upstream product

• 401-06-9 β,β-dichloro-α-fluoro-3-trifluoromethyl-styrene 
• 67-56-1 methanol 
• 164171-91-9 1-(1-cyclobutenyl)-3-(trifluoromethyl)benzene 
• 164171-89-5 1-(3-(trifluoromethyl)phenyl)cyclobutan-1-ol 
• 114092-60-3 (Z)-β-bromo-3-trifluoromethylstyrene 
• 402-24-4 3-(trifluoromethyl)styrene 
• 98-08-8 α,α,α-trifluorotoluene 
• 401-81-0 m-trifluoromethylphenyl iodide 
• 74-86-2 acetylene 
• 1066-54-2 trimethylsilylacetylene 
• 893746-73-1 2-methyl-4-[3-(trifluoromethyl)phenyl]but-3-yn-2-ol 
• 402-26-6 3-(trifluoromethyl)phenylmagnesium bromide 
• 454-91-1 1-(3-trifluoromethylphenyl)ethanol 
• 349-76-8 3'-(trifluoromethyl)acetophenone 

Downstream Products

• 265661-05-0 4-[3-(trifluoromethyl)phenyl]-3-butyn-2-one 
• 851227-30-0 {4-[3-isopropyl-4-methoxymethoxy-5-(3-trifluoromethylphenylethynyl)benzyl]-3,5-dimethylphenoxy}acetic acid methyl ester 
• 138781-90-5 3-[[3-(trifluoromethyl)phenyl]ethynyl]aniline 
• 951403-43-3 2-methyl-4-(3-trifluoromethylphenylethynyl)-2H-pyrazole 
• 951403-42-2 1,3-dimethyl-4-(3-trifluoromethylphenylethynyl)-1H-pyrazole 
• 1019336-37-8 C₂₅H₁₈F₃N₃O 
• 1019336-70-9 C₂₅H₁₅F₃N₄ 
• 1019336-94-7 C₂₄H₁₆F₃N₃ 
• 1019337-75-7 C₂₃H₁₄F₃N₃ 
• 1019336-15-2 C₂₄H₁₆F₃N₃ 
• 1025053-92-2 C₂₀H₁₅F₃N₂O₂ 
• 1025054-12-9 C₁₈H₁₂F₃N₃O 
• 1025053-86-4 C₁₈H₁₀F₃N₃ 

Relevant articles and documents

1,2-Carbopentafluorophenylation of Alkynes: The Metallomimetic Pull-Push Reactivity of Tris(pentafluorophenyl)borane

We report the novel single-step 1,2-dicarbofunctionalization of an arylacetylene with an allylsilane and tris(pentafluorophenyl)borane [B(C6F5)3] involving C?C bond formation with C?H bond scission at the β-position to the silicon atom of an allylsilane and B→C migration of a C6F5 group. The 1,2-carbopentafluorophenylation occurs smoothly without the requirement for a catalyst or heating. Mechanistic studies suggest that the metallomimetic “pull-push” reactivity of B(C6F5)3 imparts consecutive electrophilic and nucleophilic characteristics to the benzylic carbon of the arylacetylene. Subsequent photochemical 6π-electrocyclization affords tetrafluoronaphthalenes, which are important in the pharmaceutical and materials sciences. Owing to the unique reactivity of B(C6F5)3, the 1,2-carbopentafluorophenylation using 2-substituted furan proceeded with ring opening, and the reaction using silyl enolates formed a C?C bond with C?O bond scission at the silyloxy-substituted carbon.

Regioselective Gold-Catalyzed Hydration of CF3- and SF5-alkynes

The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.

Reaction discovery using acetylene gas as the chemical feedstock accelerated by the stop-flow micro-tubing reactor system

Acetylene gas has been applied as a feedstock under transition-metal catalysis and photo-redox conditions to produce important chemicals including terminal alkynes, fulvenes, and fluorinated styrene compounds. The reaction discovery process was accelerated through the use of stop-flow micro-tubing reactors. This reactor prototype was developed by joining elements from both continuous micro-flow and conventional batch reactors, which was convenient and effective for gas/liquid reaction screening. Notably, the developed transformations were either inefficient or unsuccessful in conventional batch reactors. Its success relies on the unique advantages provided by this stop-flow micro-tubing reactor system.