705-31-7

Basic information

• Product Name: 4'-TRIFLUOROMETHYLPHENYL ACETYLENE
• Synonyms: 4-ETHYNYL-ALPHA,ALPHA,ALPHA-TRIFLUOROTOLUENE;4-(TRIFLUOROMETHYL)PHENYLACETYLENE;4'-TRIFLUOROMETHYLPHENYL ACETYLENE;1-ETHYNYL-4-(TRIFLUOROMETHYL)BENZENE;4-ethynyl-trifluorotoluene-;4-ethynyl trifluorotoluene(4-(trifluoromethyl)phenylacetylene);4-(Trifluoromethyl)phenylacetylene 99%;4-(Trifluoromethyl)phenylacetylene99%
• CAS NO: 705-31-7
• Molecular Formula: C₉H₅F₃
• Molecular Weight: 170.13
• Product Categories: Alkynyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 705-31-7.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 78-80 °C2 mm Hg(lit.)
• Flash Point: 69 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.043 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.945mmHg at 25°C
• Refractive Index: n20/D 1.4650(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 4'-TRIFLUOROMETHYLPHENYL ACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-TRIFLUOROMETHYLPHENYL ACETYLENE(705-31-7)
• EPA Substance Registry System: 4'-TRIFLUOROMETHYLPHENYL ACETYLENE(705-31-7)

Safety Data

• Hazard Codes: F,Xi,F+
• Statements: 11
• Safety Statements: 16-26-36-45
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: Ⅱ
• Hazardous Substances Data: 705-31-7(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow liquid

Uses

4-Ethynyl-α,α,α-trifluorotoluene may be used to synthesize the following: 6,13-bis(4-trifluoromethylphenylethynyl)pentacene1,2-dialkynylimidazolestrans-[Co(cyclam)(p-CCC6H4CF3)2]OTf complex (where cyclam - 1,4,8,11-tetraazacyclotetradecane; 4-ethynyl-α,α,α-trifluorotoluene - p-CCC6H4CF3; OTf- trifluoromethane sulfonate)3-spiroazetidinimine-2-oxindoles

General Description

4-Ethynyl-α,α,α-trifluorotoluene reacts with ethanol to afford the corresponding α,β-alkynyl ester. 4-Ethynyl-α,α,α-trifluorotoluene plays the role of a functionalized alkyne in copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction on BrPP thin films.

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

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 14235-81-5 4-Ethynylaniline 
• 2926-29-6 Langlois reagent 
• 1737-26-4 1-(4-trifluorophenyl)ethanol 
• 402-50-6 1-trifluoromethyl-4-vinyl-benzene 
• 29480-10-2 1-(4-(trifluoromethyl)phenyl)cyclobutan-1-ol 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 455-13-0 4-Iodobenzotrifluoride 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 164171-90-8 1-(4-trifluoromethylphenyl)cyclobutene 
• 67-56-1 methanol 
• 1059140-27-0 1-(2-bromovinyl)-4-(trifluoromethyl)benzene 
• 118527-34-7 1-(2,2-Dichloro-1-fluoro-vinyl)-4-trifluoromethyl-benzene 
• 89619-12-5 1-(1,2-dibromoethyl)-4-(trifluoromethyl)benzene 

Downstream Products

• 121721-27-5 2-acetyl-2-(p-trifluoromethylphenyletynyl)-3,4-dihydronaphtalen-1(2H)-one 
• 2062-26-2 3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid 
• 1059140-27-0 1-(2-bromovinyl)-4-(trifluoromethyl)benzene 
• 89619-13-6 1-(1-bromovinyl)-4-(trifluoromethyl)benzene 
• 681432-15-5 4-[4-(trifluoromethyl)phenyl]but-3-yn-2-one 
• 500709-28-4 5-(4-(trifluoromethyl)phenyl)pent-4-yn-1-ol 
• 884865-90-1 benzyl N-(4-methylbenzenesulfonyl)-(4-trifluoromethylphenyl)acetimidate 
• 929880-43-3 5-(2-(4-(trifluoromethyl)phenyl)ethynyl)-6-methyl-2-phenylpyrimidin-4-ol 
• 929880-40-0 5-(2-(4-(trifluoromethyl)phenyl)ethynyl)-2,6-dimethylpyrimidin-4-ol 
• 923026-51-1 1-[(3-phenylprop-2-yn-1-yl)oxy]-4-[4-(trifluoromethyl)phenyl]but-3-yn-2-one 

Relevant articles and documents

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.

Synthesis of Phenanthrenes via Palladium-Catalyzed Three-Component Domino Reaction of Aryl Iodides, Internal Alkynes, and o-Bromobenzoic Acids

A new palladium-catalyzed domino alkyne insertion/C-H activation/decarboxylation sequence has been developed, which provides an efficient approach for synthesizing a variety of functionalized phenanthrenes in moderate to good yields. The method shows broad substrate scope and good functional group tolerance by employing readily available materials, including aryl iodides, internal alkynes, and o-bromobenzoic acids, as three-component coupling partners.

Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+2+1] Pyrrole Synthesis

Trimethylsilyl (TMS)-protected alkynes served as selective alkyne cross-coupling partners in titanium-catalyzed [2+2+1] pyrrole synthesis. Reactions of TMS-protected alkynes with internal alkynes and azobenzene under the catalysis of titanium imido comple