402-45-9 Usage
Description
4-Trifluoromethylphenol, also known as 4-(Trifluoromethyl)phenol or 4-hydroxybenzotrifluoride, is a chemical compound with the molecular formula C7H5F3O. It is characterized by its white to yellowish-brown crystalline appearance and strong density. 4-Trifluoromethylphenol is known for its versatile applications across various industries, including pharmaceuticals, pesticides, and liquid crystals.
Uses
Used in Pharmaceutical Industry:
4-Trifluoromethylphenol is used as an intermediate for the synthesis of various medicinal compounds. Its unique chemical structure allows it to be a key component in the development of new drugs, contributing to the advancement of pharmaceutical research and innovation.
Used in Pesticide Industry:
In the pesticide industry, 4-Trifluoromethylphenol serves as an intermediate for the production of various pesticides. Its chemical properties make it a valuable component in the formulation of effective and targeted pest control solutions.
Used in Diaryl Ether Synthesis:
4-Trifluoromethylphenol is used in the synthesis of diaryl ethers, which are important compounds in various chemical and material applications. Its presence in the synthesis process contributes to the development of new materials with specific properties and potential uses.
Used in Liquid Crystals Industry:
As an intermediate for the production of liquid crystals, 4-Trifluoromethylphenol plays a crucial role in the development of advanced display technologies. Its chemical properties enable the creation of liquid crystal compounds with improved performance characteristics, such as enhanced color reproduction and faster response times.
Preparation method
Chlorosilane and bromotrifluoromethane at-59℃form trifluoromethylsilane. Trifluoromethylsilane and benzoquinone in the presence of catalyst form 4-triethylsiloxy-4-trifluoromethyl-2,5-cyclohexadien-1-ketone which is reduced by zinc powder to p-trifluoromethylphenol with a yield of 71%. This method avoids the use of? hydrofluoric acid in the traditional process but? should be carried out under anhydrous conditions.If there were water trifluoromethyl silane would rapidly become silanol under the effect of water and alkali. The catalyst used in the reaction is alkali of which the strength has nothing to do with the catalytic activity. By now the role of catalyst is still unknown but the reaction can not proceed without catalyst.
Chemical Characteristics
Off-white crystal
Synthesis Reference(s)
The Journal of Organic Chemistry, 54, p. 2873, 1989 DOI: 10.1021/jo00273a020
Check Digit Verification of cas no
The CAS Registry Mumber 402-45-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,0 and 2 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 402-45:
(5*4)+(4*0)+(3*2)+(2*4)+(1*5)=39
39 % 10 = 9
So 402-45-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H5F3O/c8-7(9,10)5-1-3-6(11)4-2-5/h1-4,11H
402-45-9Relevant articles and documents
Souter,Dinner
, p. 457,458 (1976)
Alkylsulfenyl thiocarbonates: precursors to hydropersulfides potently attenuate oxidative stress
Aggarwal, Sahil C.,Khodade, Vinayak S.,Paolocci, Nazareno,Pharoah, Blaze M.,Toscano, John P.
, p. 8252 - 8259 (2021/06/22)
The recent discovery of the prevalence of hydropersulfides (RSSH) species in biological systems suggests their potential roles in cell regulatory processes. However, the reactive and transient nature of RSSH makes their study difficult, and dependent on the use of donor molecules. Herein, we report alkylsulfenyl thiocarbonates as a new class of RSSH precursors that efficiently release RSSH under physiologically relevant conditions. RSSH release kinetics from these precursors are tunable through electronic modification of the thiocarbonate carbonyl group's electrophilicity. In addition, these precursors also react with thiols to release RSSH with a minor amount of carbonyl sulfide (COS). Importantly, RSSH generation by these precursors protects against oxidative stress in H9c2 cardiac myoblasts. Furthermore, we demonstrate the ability of these precursors to increase intracellular RSSH levels.
Predicting the hydrolytic breakdown rates of organophosphorus chemical warfare agent simulants using association constants derived from hydrogen bonded complex formation events
Chu, Dominique F.,Clark, Ewan R.,Ellaby, Rebecca J.,Hiscock, Jennifer,Pépés, Antigoni
, (2021/11/22)
Organophosphorus (OP) chemical warfare agents (CWAs) represent an ongoing global threat, through either purposeful environmental release or the need to dispose of historic stockpiles. This presents a need for the development of novel decontamination technologies. Due to the toxic nature and legal limitations placed on OP CWAs, the use of appropriate OP simulants that mimic the reactivity but not the toxicity of the agents themselves is vital to decontamination studies. Herein, we show that association constants derived from non-specific hydrogen bonded complexation events may be used as parameters within models to predict simulant reactivity. We also discuss the limitations that should be placed on such data.
