402-54-0 Usage
Description
4-Nitrobenzotrifluoride is a colorless to light yellow liquid with a fishlike odor. It is a toxic chemical compound that can be harmful if ingested, inhaled, or absorbed through the skin. It is insoluble in water and has a density greater than water. 4-Nitrobenzotrifluoride is primarily used as an intermediate in the synthesis of various chemicals.
Uses
Used in Chemical Synthesis:
4-Nitrobenzotrifluoride is used as a chemical intermediate for the production of other chemicals. Its unique structure and reactivity make it a valuable building block in the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Nitrobenzotrifluoride is used as a key intermediate in the synthesis of various drug molecules. Its presence in the molecular structure can impart specific biological activities, making it an essential component in the development of new medications.
Used in Agrochemical Industry:
4-Nitrobenzotrifluoride is also utilized in the agrochemical industry for the production of pesticides and other crop protection agents. Its incorporation into these compounds can enhance their effectiveness in controlling pests and diseases, ultimately contributing to increased crop yields and food security.
Used in Specialty Chemicals:
In the specialty chemicals sector, 4-Nitrobenzotrifluoride is employed in the development of high-performance materials with unique properties. These materials can be used in various applications, such as in the electronics, automotive, and aerospace industries, where their specific characteristics are highly valued.
Synthesis Reference(s)
Synthesis, p. 932, 1980 DOI: 10.1055/s-1980-29276Tetrahedron Letters, 32, p. 91, 1991 DOI: 10.1016/S0040-4039(00)71226-3
Air & Water Reactions
Insoluble in water.
Health Hazard
Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
Combustible material: may burn but does not ignite readily. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
Check Digit Verification of cas no
The CAS Registry Mumber 402-54-0 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, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 402-54:
(5*4)+(4*0)+(3*2)+(2*5)+(1*4)=40
40 % 10 = 0
So 402-54-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H5Cl2F/c8-7(9)5-2-1-3-6(10)4-5/h1-4,7H
402-54-0Relevant articles and documents
Aromatic trifluoromethylation catalytic in copper
Oishi, Masahiro,Kondo, Hideaki,Amii, Hideki
, p. 1909 - 1911 (2009)
Cu(i)-diamine complexes were found to catalyse the trifluoromethylation of aryl iodides. In the presence of a small amount of CuX (X = Cl, Br, I) and 1,10-phenanthroline (phen), the cross-coupling reactions of iodoarenes with trifluoromethylsilanes proceeded smoothly to afford trifluoromethylated aromatics in good yields.
Mechanistic Insight into Copper-Mediated Trifluoromethylation of Aryl Halides: The Role of CuI
Jin, Yuxuan,Leng, Xuebing,Liu, He,Shen, Qilong,Wu, Jian
supporting information, p. 14367 - 14378 (2021/09/13)
The synthesis, characterization, and reactivity of key intermediates [Cu(CF3)(X)]-Q+ (X = CF3 or I, Q = PPh4) in copper-mediated trifluoromethylation of aryl halides were studied. Qualitative and quantitative studies showed [Cu(CF3)2]-Q+ and [Cu(CF3)(I)]-Q+ were not highly reactive. Instead, a much more reactive species, ligandless [CuCF3] or DMF-ligated species [(DMF)CuCF3], was generated in the presence of excess CuI. On the basis of these results, a general mechanistic map for CuI-promoted trifluoromethylation of aryl halides was proposed. Furthermore, on the basis of this mechanistic understanding, a HOAc-promoted protocol for trifluoromethylation of aryl halides with [Ph4P]+[Cu(CF3)2]- was developed.
Rational Design and Development of Low-Price, Scalable, Shelf-Stable and Broadly Applicable Electrophilic Sulfonium Ylide-Based Trifluoromethylating Reagents
Ge, Hangming,Ling, Yijing,Liu, Yafei,Lu, Long,Shen, Qilong
, p. 1667 - 1682 (2021/05/28)
The development of two highly reactive electrophilic trifluoromethylating reagents (trifluoromethyl)(4-nitrophenyl)bis(carbomethoxy)methylide (1g) and (trifluoromethyl)(3-chlorophenyl)bis(carbomethoxy)methylide (1j) through structure-activity study was described. Under mild conditions, reagent 1g reacted with β-ketoesters and silyl enol ethers to give α-trifluoromethylated-β-ketoesters or α-trifluoromethylated ketones in high yields. In addition, reagent 1g could serve as a trifluoromethyl radical for a variety of trifluoromethylative transformations under visible light irradiation, including radical trifluoromethylation of electron-rich indoles and pyrroles and sodium aryl sulfinates as well as trifluoromethylative difunctionalization with styrene derivatives. On the other hand, as a complimentary, under reductive coupling conditions, reagent 1j reacted with a variety of (hetero)aryl iodides for the formation of trifluoromethylated (hetero)arenes.
