401-99-0

Basic information

• Product Name: 3,5-Dinitrobenzotrifluoride
• Synonyms: 3-Nitro-5-trifluoromethylnitrobenzeneradical;Benzene, 1,3-dinitro-5-(trifluoromethyl)-;1,3-DINITRO-5-(TRIFLUOROMETHYL)BENZENE;3,5-DINITROBENZOTRIFLUORIDE;3,5-DINITRO-ALPHA,ALPHA,ALPHA-TRIFLUOROTOLUENE;3,5-DINITRO-TRIFLUOROTOLUENE;LABOTEST-BB LT00159678;alpha,alpha,alpha-trifluoro-3,5-dinitrotoluene
• CAS NO: 401-99-0
• Molecular Formula: C₇H₃F₃N₂O₄
• Molecular Weight: 236.1
• EINECS: 206-935-2
• Product Categories: Aromatic Halides (substituted);Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 401-99-0.mol

Chemical Properties

• Melting Point: 47-51 °C(lit.)
• Boiling Point: 127-129 °C (9 mmHg)
• Flash Point: >110°C
• Appearance: light yellow crystalline powder
• Density: 1.6588 (estimate)
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.517
• BRN: 2058079
• CAS DataBase Reference: 3,5-Dinitrobenzotrifluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dinitrobenzotrifluoride(401-99-0)
• EPA Substance Registry System: 3,5-Dinitrobenzotrifluoride(401-99-0)

Safety Data

• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 401-99-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,5-Dinitrobenzotrifluoride is used as a synthetic intermediate for the preparation of pharmaceutical compounds. One such example is its use in the synthesis of 4-Methyl-1-[3-nitro-5-(trifluoromethyl)phenyl]-1H-imidazole (M323715), which is a compound with potential applications in the development of new drugs.
Used in Chemical Synthesis:
3,5-Dinitrobenzotrifluoride is used as a key building block in the synthesis of various nitro-containing organic compounds. Its unique structure allows for a wide range of chemical reactions, making it a valuable asset in the field of organic chemistry.
Used in Research and Development:
Due to its reactivity and structural properties, 3,5-Dinitrobenzotrifluoride is also utilized in research and development for the creation of new compounds and materials. It can be employed in the design and synthesis of novel molecules with specific properties, such as improved stability, reactivity, or biological activity.

InChI:InChI=1/C7H3F3N2O4/c8-7(9,10)5-2-1-4(11(13)14)3-6(5)12(15)16/h1-3H

Upstream product

• 98-46-4 3-trifluoromethylnitrobenzene 
• 393-75-9 4-chloro-3,5-dinitrobenzotrifluoride 
• 75-61-6 dibromodifluoromethane 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 454-73-9 1-fluoro-3-(trifluoromethyl)-5-nitrobenzene 

Downstream Products

• 328-79-0 1-methoxy-3-nitro-5-trifluoromethyl-benzene 
• 401-94-5 3-nitro-5-(trifluoromethyl)-phenylamine 
• 368-53-6 5-(trifluoromethyl)benzene-1,3-diamine 
• 445-66-9 2,6-dinitro-4-trifluoromethylaniline 
• 10223-72-0 N-n-butyl-2,6-dinitro-4-(trifluoromethyl)aniline 
• 1206480-18-3 bis[4-(3-nitro-5-trifluoromethylphenoxy)phenyl]sulfone 
• 882-33-7 diphenyldisulfane 
• 349-57-5 3-nitro-5-(trifluoromethyl)phenol 

Relevant articles and documents

Nucleophilic Substitution of Nitro Group in 3,5-Dinitrobenzotrifluoride

In the reaction of 3,5-dinitrobenzotrifluoride with phenols and thiophenol in the presence of potassium carbonate, fluoride- and nitrite-ions in DMF at 25-145°C, substitution of a nitro group takes place with formation of the corresponding 3-nitro-5-R-benzotrifluorides.

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 Direct Trifluoromethylation of Aryl Chlorides using Burton's Reagent

The copper-dibromodifluoromethane-N,N-dimethylacetamide reaction system trifluoromethylates electronically activated aryl chlorides possessing ortho groups capable of interacting with the metal.

Comparisons of Rate and Equilibrium Data for Reactions of Sulphite Ions at Substituted and Unsubstituted Ring-Positions in 1-X-3,5-Dinitrobenzenes and 1-X-4-Chloro-3,5-Dinitrobenzenes (X = NO2, CO2Me, CF3). The Effects of a Chloro-Substituent on Ipso-Substitution.

Reaction of 1-X-3,5-dinitrobenzenes (1) with sulphite ions yields isomeric adducts formed by attack at the 2- or 4-positions.Reaction of 1-X-4-chloro-3,5-dinitrobenzenes (4) results in adduct formation by attack at the 2-position and in substitution of the chloro-substituent.Kinetic and equilibrium data in DMSO-water mixtures are reported for these processes.The presence in (4) of the chlorine atom results in a general reduction in the rate of nucleophilic attack, the effect being particularly large for ipso-reaction (attack at the 4-position).The relative positional reactivities are reported and are compared with those for the corresponding reactions with hydroxide ions.