455-13-0 Usage
Description
4-Iodobenzotrifluoride, also known as α,α,α-trifluoro-4-iodotoluene, is an organic compound characterized by its electron-deficient aromatic ring and a trifluoromethyl group. It is a clear red to pink liquid with the odor of halogenated benzene and is insoluble in water but miscible with various organic solvents such as benzene, toluene, ethanol, ether, and halogenated hydrocarbons. 4-Iodobenzotrifluoride is known for its special activity due to the presence of a fluorine atom in its molecular structure.
Uses
Used in Chemical Synthesis:
4-Iodobenzotrifluoride is used as a substrate with an electron-deficient aromatic ring for the Mizoroki-Heck reaction with acrylic acid, resulting in the formation of 4-trifluoromethylcinnamic acid. This application takes advantage of the compound's reactivity in cross-coupling reactions, which are widely used in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Iodobenzotrifluoride is utilized as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable building block for the development of new drugs.
Used in Pesticide Industry:
4-Iodobenzotrifluoride is an important intermediate in the production of pesticides, particularly the insecticide fipronil. 4-Iodobenzotrifluoride's special activity, attributed to the fluorine atom in its molecular structure, makes it a key component in the synthesis of this widely used insect control agent.
Used in Herbicide Synthesis:
4-Iodobenzotrifluoride is also used in the synthesis of diphenyl ethers containing fluorine, which are herbicides. The presence of the fluorine atom in 4-Iodobenzotrifluoride contributes to the herbicidal properties of the final product, making it an essential intermediate in this application.
Preparation
Synthesis of 4-Iodotrifluorotoluene: Prepared by diazotization and iodination of 4-aminobenzotrifluoride or 4-Iodobenzotrifluoride is prepared by direct iodination with trifluorotoluene as raw material.
Check Digit Verification of cas no
The CAS Registry Mumber 455-13-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,5 and 5 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 455-13:
(5*4)+(4*5)+(3*5)+(2*1)+(1*3)=60
60 % 10 = 0
So 455-13-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H4F3I/c8-7(9,10)5-1-3-6(11)4-2-5/h1-4H
455-13-0Relevant articles and documents
A convenient synthetic approach to a novel class of aryldifluoromethyl pyrimidine derivatives containing strobilurin motif as insecticidal agents
Cai, Zengfei,Cao, Yangyang,Du, Xiaohua,Hao, Shulin,Zhang, Wenliang
supporting information, (2021/10/07)
A series of aryldifluoromethyl pyrimidine compounds containing strobilurin were synthesized through bioelectronic isometric design with azoxystrobin as the lead compound and a convenient approach to aryldifluoromethylpyrimidine intermediates was developed, which features mild reaction conditions and simple operation. The title compounds and aryldifluoromethylpyrimidine intermediates were characterized by NMR and HRMS. Both 7c and 7l of the preliminary screening tests showed 100% inhibition against Mythimna separata at 100 mg/L. At 20 mg/L, the lethal rate of 7l against Mythimna separata can be up to 80%.
Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange
Boehm, Philip,Cacherat, Bastien,Lee, Yong Ho,Martini, Tristano,Morandi, Bill
supporting information, p. 17211 - 17217 (2021/07/02)
We report an efficient and broadly applicable palladium-catalyzed iodination of inexpensive and abundant aryl and vinyl carboxylic acids via in situ activation to the acid chloride and formation of a phosphonium salt. The use of 1-iodobutane as iodide source in combination with a base and a deoxychlorinating reagent gives access to a wide range of aryl and vinyl iodides under Pd/Xantphos catalysis, including complex drug-like scaffolds. Stoichiometric experiments and kinetic analysis suggest a unique mechanism involving C?P reductive elimination to form the Xantphos phosphonium chloride, which subsequently initiates an unusual halogen exchange by outer sphere nucleophilic substitution.
Generation of Organozinc Reagents from Arylsulfonium Salts Using a Nickel Catalyst and Zinc Dust
Yamada, Kodai,Yanagi, Tomoyuki,Yorimitsu, Hideki
, p. 9712 - 9718 (2021/01/09)
Readily available aryldimethylsulfonium triflates react with zinc powder under nickel catalysis via the selective cleavage of the sp2-hybridized carbon-sulfur bond to produce salt-free arylzinc triflates under mild conditions. This zincation displays superb chemoselectivity and thus represents a protocol that is complementary or orthogonal to existing methods. The generated arylzinc reagents show both high reactivity and chemoselectivity in palladium-catalyzed and copper-mediated cross-coupling reactions.
