315-14-0

Basic information

• Product Name: 1,3,5-Trifluoro-2-nitrobenzene
• Synonyms: 1,3,5-TRIFLUORO-2-NITROBENZENE;2,2,6-TRIFLUORONITROBENZENE;2,4,6-TRIFLUORONITROBENZENE;2-Nitro-1,3,5-trifluorobenzene;4-fluroaniline;2,4,6-Trifluoronitrobenzene 98%;2,4,6-Trifluoronitrobenzene98%;2,4,6-Trifluoro-1-nitrobenzene
• CAS NO: 315-14-0
• Molecular Formula: C₆H₂F₃NO₂
• Molecular Weight: 177.08
• EINECS: 206-248-8
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Miscellaneous;Aryl Fluorinated Building Blocks;Building Blocks;C6;Chemical Synthesis;Fluorinated Building Blocks;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 315-14-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 3.5 °C(lit.)
• Boiling Point: 182-185 °C(lit.)
• Flash Point: 172 °F
• Appearance: clear yellow liquid
• Density: 1.514 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.05mmHg at 25°C
• Refractive Index: n20/D 1.477(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 2106869
• CAS DataBase Reference: 1,3,5-Trifluoro-2-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-Trifluoro-2-nitrobenzene(315-14-0)
• EPA Substance Registry System: 1,3,5-Trifluoro-2-nitrobenzene(315-14-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN2810
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 315-14-0(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid

Uses

2,4,6-Trifluoronitrobenzene has been used in preparation of 4-methoxy-2,6-difluoroanilines, versatile building blocks in medicinal chemistry.

InChI:InChI=1/C6H2F3NO2/c7-3-1-4(8)6(10(11)12)5(9)2-3/h1-2H

Upstream product

• 18708-70-8 2,4,6-trichloronitrobenzene 
• 399-36-0 N-(2,4-difluoro-phenyl)-acetamide 
• 372-39-4 3,5-difluoroaniline 
• 364-30-7 2-amino-3,5-difluoronitrobenzene 
• 2265-94-3 1,3-difluoro-5-nitrobenzene 
• 372-38-3 1,3,5-trifluorobenzene 

Downstream Products

• 392-51-8 2,4,6-trifluoro-1,3-dinitrobenzene 
• 923294-39-7 C₆F₃I₂N 
• 923294-24-0 3,5-diiodo-2,4,6-trifluoroaniline 
• 923294-27-3 3,5-diiodo-2,4,6-trifluorophenyl azide 
• 151414-47-0 2,6-difluoro-4-methoxybenzenamine 
• 151414-42-5 2,6-difluoro-4-hydroxyacetanilide 
• 151414-48-1 2,6-difluoro-4-methoxyacetanilide 
• 192696-43-8 3,5-Dimethoxy-2-nitrobenzenamine 
• 879644-36-7 4-(3',5'-difluoro-2'-nitrophenyl)morpholine 
• 151414-46-9 3,5-Difluoro-2-nitrophenol 
• 1159795-38-6 2-bromo-1-(3,5-difluoro-2-nitrophenyl)-4-methyl-1H-imidazole 
• 1219741-27-1 N-(biphenyl-4-ylmethyl)-3,5-difluoro-2-nitroaniline 
• 2367-82-0 1,2,3,5-tetrafluorobenzene 

Relevant articles and documents

TYK2 INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of TYK2, and the treatment of TYK2-mediated disorders.

Chemistry of superacids: 35. * NO2Cl-3MXN systems: Superelectrophilic aprotic nitrating agents for deactivated aromatics

Superelectrophilic nitration of deactivated aromatics with NO2Cl-3MXn complexes in aprotic nonpolar solvents such as CH2Cl2 makes it possible to obtain the corresponding nitro derivatives in good to almost quantitative yields under mild conditions.

The effect of fluorine substitution on the physicochemical properties and the analgesic activity of paracetamol

The physicochemical properties and analgesic action of six fluorinated analogues of 4-hydroxyacetanilide (paracetamol) have been investigated. Fluorine substitution adjacent to the hydroxyl group increased lipophilicity and oxidation potential whilst substitution adjacent to the amide had little effect on lipophilicity but led to a greater increase in oxidation potential. Lack of coplanarity and conjugation of the amide group and aromatic ring was also apparent with the analogues that had fluorine in the 2 and 6 positions. Introduction of fluorine into the amide group of paracetamol increased the lipophilicity 4-fold and also increased the oxidation potential of paracetamol. ED50 values for analgesic activity in the phenylquinone-induced abdominal constriction test on male Swiss White mice showed that ring substitution by fluorine reduced activity, especially at the 2,6-positions. Introduction of fluorine into the amide group enhanced activity significantly. Correlation of the analgesic activity with the physicochemical properties indicated that conjugation (and planarity) of the amide group with the aromatic ring is essential for activity and that ease of oxidation may also be an important factor.