98-56-6 Usage
Description
4-Chlorobenzotrifluoride, a benzene derivative, is an important intermediate for dyes, pharmaceuticals, pesticides, insecticides, and herbicides. It is known for its mutagenic and toxic activity, and is widely used in various applications including adhesives, pigments, sealant chemicals, paints, and coatings. It also serves as an active component of polyurethane finishes, an environmentally friendly solvent for cleaning or degreasing, and a dielectric fluid. Due to its high capacity to dissolve inks, it is utilized in the printing industry, and is also used as a xylene replacement in cleaners, thinners, and other aromatic hydrocarbon blends.
Used in Chemical Industry:
4-Chlorobenzotrifluoride is used as a chemical intermediate for the production of dyes, pharmaceuticals, pesticides, insecticides, and herbicides.
Used in Adhesives and Sealants Industry:
4-Chlorobenzotrifluoride is used as a component in adhesives and sealant chemicals for its ability to enhance the performance and properties of these materials.
Used in Paints and Coatings Industry:
It is used in paints and coatings as an active component, contributing to the overall quality and effectiveness of the final product.
Used in Polyurethane Finishes:
4-Chlorobenzotrifluoride is used as an active component in polyurethane finishes, improving their durability and performance.
Used in Environmentally Friendly Solvents:
It is used as an environmentally friendly solvent for cleaning or degreasing, providing an alternative to more harmful chemicals.
Used in Dielectric Fluids:
4-Chlorobenzotrifluoride is used as a dielectric fluid in various applications, offering insulation and other properties.
Used in Printing Industry:
Due to its high capacity to dissolve inks, it is used in the printing industry to improve the quality and efficiency of printing processes.
Used in Aromatics Replacement:
It is used as a xylene replacement in cleaners, thinners, and other aromatic hydrocarbon blends, providing a safer alternative for these applications.
Used in Other Applications:
4-Chlorobenzotrifluoride also finds use in resins, epoxy resins, diluents, graffiti removers, and various other solvent applications, showcasing its versatility in the chemical industry.
Air & Water Reactions
Highly flammable. Insoluble in water.
Reactivity Profile
4-Chlorobenzotrifluoride is sensitive to heat and light. 4-Chlorobenzotrifluoride reacts vigorously with oxidizing materials such as permanganates and dichromates. 4-Chlorobenzotrifluoride is incompatible with strong bases. 4-Chlorobenzotrifluoride is also incompatible with sodium dimethyl sulfonate.
Fire Hazard
4-Chlorobenzotrifluoride is combustible.
Safety Profile
Mildly toxic by
ingestion and inhalation. Human mutation
data reported. Flammable. Strongly
exothermic reaction with sodium
dimethylsulfinate. When heated to
decomposition it emits toxic fumes of Fand Cl-. See also CHLORINATED
HYDROCARBONS, AROMATIC; and
FLUORIDES.
Purification Methods
Purify it as for o-chlorobenzotrifluoride above. [Beilstein 5 IV 815.]
Check Digit Verification of cas no
The CAS Registry Mumber 98-56-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 8 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 98-56:
(4*9)+(3*8)+(2*5)+(1*6)=76
76 % 10 = 6
So 98-56-6 is a valid CAS Registry Number.
InChI:InChI:1S/C7H4ClF3/c8-6-3-1-5(2-4-6)7(9,10)11/h1-4H
98-56-6Relevant articles and documents
Cross-Coupling through Ag(I)/Ag(III) Redox Manifold
Demonti, Luca,Mézailles, Nicolas,Nebra, Noel,Saffon-Merceron, Nathalie
supporting information, p. 15396 - 15405 (2021/10/12)
In ample variety of transformations, the presence of silver as an additive or co-catalyst is believed to be innocuous for the efficiency of the operating metal catalyst. Even though Ag additives are required often as coupling partners, oxidants or halide scavengers, its role as a catalytically competent species is widely neglected in cross-coupling reactions. Most likely, this is due to the erroneously assumed incapacity of Ag to undergo 2e? redox steps. Definite proof is herein provided for the required elementary steps to accomplish the oxidative trifluoromethylation of arenes through AgI/AgIII redox catalysis (i. e. CEL coupling), namely: i) easy AgI/AgIII 2e? oxidation mediated by air; ii) bpy/phen ligation to AgIII; iii) boron-to-AgIII aryl transfer; and iv) ulterior reductive elimination of benzotrifluorides from an [aryl-AgIII-CF3] fragment. More precisely, an ultimate entry and full characterization of organosilver(III) compounds [K]+[AgIII(CF3)4]? (K-1), [(bpy)AgIII(CF3)3] (2) and [(phen)AgIII(CF3)3] (3), is described. The utility of 3 in cross-coupling has been showcased unambiguously, and a large variety of arylboron compounds was trifluoromethylated via [AgIII(aryl)(CF3)3]? intermediates. This work breaks with old stereotypes and misconceptions regarding the inability of Ag to undergo cross-coupling by itself.
Au@ZnO Core-Shell: Scalable Photocatalytic Trifluoromethylation Using CF3CO2Na as an Inexpensive Reagent under Visible Light Irradiation
Bazyar, Zahra,Hosseini-Sarvari, Mona
supporting information, p. 2345 - 2353 (2019/10/16)
Trifluoromethylation is of significant importance for the synthesis of many small molecules vital for medicinal and agrochemical research. The importance of the CF3 group as well as the related synthetic challenges is so evident that many reagents have been reported for the synthesis of trifluoromethylated compounds, but these typical reagents are expensive and the methods for preparing them are difficult. Here, we report a new scalable and operationally simple trifluoromethylation reaction using sodium trifluoroacetate as a reagent and Au-modified ZnO as a photocatalyst under visible light irradiation. The reaction proceeds via trifluoromethylation of a broad range of aryl halides, arylboronic acids, and arene and heteroarene substrates. Some pharmaceutical and agrochemical compounds have been trifluoromethylated directly to demonstrate the applicability of the method.
Mechanism of Photoredox-Initiated C-C and C-N Bond Formation by Arylation of IPrAu(I)-CF3 and IPrAu(I)-Succinimide
Kim, Suhong,Toste, F. Dean
, p. 4308 - 4315 (2019/01/25)
Herein, we report on the photoredox-initiated gold-mediated C(sp2)-CF3 and C(sp2)-N coupling reactions. By adopting gold as a platform for probing metallaphotoredox catalysis, we demonstrate that cationic gold(III) complexes are the key intermediates of the C-C and C-N coupling reactions. The high-valent gold(III) intermediates are accessed by virtue of photoredox catalysis through a radical chain process. In addition, the bond-forming step of the coupling reactions is the reductive elimination from cationic gold(III) intermediates, which is supported by isolation and crystallographic characterization of key Au(III) intermediates.
