320-88-7

Basic information

• Product Name: 2,5-Bis(trifluoromethyl)nitrobenzene
• Synonyms: 1,4-BIS(TRIFLUOROMETHYL)-2-NITROBENZENE;1-NITRO-2,5-BIS(TRIFLUOROMETHYL)BENZENE;2,5-DI(TRIFLUOROMETHYL)NITROBENZENE;2,5-BIS(TRIFLUOROMETHYL)NITROBENZENE;2-NITRO-1,4-BIS(TRIFLUOROMETHYL)BENZENE;2,5-Bis(trifluoromethyl)nitrobenzene 97%;2,5-Bis(trifluoromethyl)nitrobenzene97%;1-NITRO-2,5-BIS(TRIFLUOROMETHYL)BENZENE,98.0%+(GC)
• CAS NO: 320-88-7
• Molecular Formula: C₈H₃F₆NO₂
• Molecular Weight: 259.11
• Mol File: 320-88-7.mol

Chemical Properties

• Boiling Point: 70-75 °C (15 mmHg)
• Flash Point: 77 °C
• Appearance: Pale yellow to yellow/Liquid
• Density: 1.57
• Refractive Index: 1.4235-1.4255
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Methanol
• Sensitive: Light Sensitive
• CAS DataBase Reference: 2,5-Bis(trifluoromethyl)nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Bis(trifluoromethyl)nitrobenzene(320-88-7)
• EPA Substance Registry System: 2,5-Bis(trifluoromethyl)nitrobenzene(320-88-7)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38
• Safety Statements: 37/39-26-60-37-23
• HazardClass: TOXIC
• Hazardous Substances Data: 320-88-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Bis(trifluoromethyl)nitrobenzene is used as an intermediate chemical for the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a valuable building block in the development of new drugs.
Used in Antifungal Applications:
2,5-Bis(trifluoromethyl)nitrobenzene is used as an active ingredient in antifungal agents. It is particularly effective against a wide range of fungal infections due to its ability to disrupt the cell membrane and inhibit essential fungal enzymes, thus preventing fungal growth and proliferation.
Used in Chemical Synthesis:
In the chemical industry, 2,5-Bis(trifluoromethyl)nitrobenzene serves as a versatile intermediate for the synthesis of various organic compounds, including agrochemicals, dyes, and other specialty chemicals. Its trifluoromethyl and nitro groups can be further modified or functionalized to create a diverse array of products with specific applications.

Upstream product

• 433-19-2 1,4-bis(trifluoromethyl)benzene 
• 75-61-6 dibromodifluoromethane 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 683-98-7 methyl bromodifluoroacetate 
• 1514-87-0 metyhyl chlorodifluoroacetate 

Downstream Products

• 328-93-8 2,5-bis(trifluoromethyl)aniline 
• 328-92-7 2-iodo-1,4-bis-(trifluoromethyl)-benzene 
• 1351516-08-9 2-nitro-3,6-bis(trifluoromethyl)benzenamine 
• 106877-22-9 3,6-bis(trifluoromethyl)benzene-1,2-diamine 

Relevant articles and documents

HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF

Provided herein are heteroaryl compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. In one embodiment, the compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, such as CNS disorders and metabolic disorders, including, but not limited to, e.g., neurological disorders, psychosis, schizophrenia, obesity, and diabetes

PROCESS FOR PRODUCING 2,5-BIS(TRIFLUOROMETHYL)NITROBENZENE

A process to produce 2,5-bis(trifluoromethyl)nitrobenzene in a high yield from an industrially easily available material by using a substance with which the reaction operation is simple and handling is easy, with a small number of steps under moderate reaction conditions, is provided. 1,4-bis(trifluoromethyl)benzene is nitrated by means of nitric acid in a solvent comprising as an essential component an acid selected from sulfuric acid having a sulfuric acid concentration of from 91 to 100 mass% and fuming sulfuric acid having a sulfur trioxide concentration of higher than 0 mass% and at most 20 mass%.

Nitration of Strongly Deactivated Aromatics with Superacidic Mixed Nitric-Triflatoboric Acid (HNO3/2CF3SO3H-B(O3SCF3)3)

The nitration of various deactivated arenes (including methanesulfonyl-, nitro-, and polyhalobenzenes) was carried out in good yield with mixed nitric-triflatoboric superacid.For example pentafluorobenzene gave pentafluoronitrobenzene in 99percent yield, nitrobenzene to m-dinitrobenzene in 92percent selectivity with 85percent overall yield, and methyl phenyl sulfone gave only the m-nitro isomer in 78percent isolated yield.Thus the new nitrating system gives high regioselectivity and yields under generally mild reaction conditions.The reagent system is compatible with many functional groups of arenes.

Synthesis of trifluoromethyl aryl derivatives via difluorocarbene precursors and nitro-substituted aryl chlorides

Treatment of aryl chlorides containing electron-withdrawing proups with methyl fluorosulfonyl difluoroacetate or methyl halodifluoroacetate in the presence of potassium fluoride and copper iodide gave the corresponding trifluoromethyl derivatives in moderate to high yields.

THE TRIFLUOROMETHYLATION OF CHLOROAROMATICS USING THE COPPER-CF2Br2-DIALKYLAMIDE REACTION SYSTEM

The in situ generation of CuCF3 from the reaction of copper, dibromodifluoromethane and either N,N-dimethylformamide or N,N-dimethylacetamide (Burton's reagent) has been used for the direct substitution of chlorine by CF3 in a number of aromatic substrates.Particular attention has been paid to the effects of ring substituents on the efficiency of reaction.

THE EFFECT OF CHARCOAL ON THE TRIFLUOROMETHYLATION OF ARYL CHLORIDES USING BURTON'S REAGENT

The reactivity of the trifluoromethylating system copper-dibromodifluoromethane-N,N-dimethylacetamide towards aryl chlorides can be enhanced by the addition of charcoal.