25693-94-1

Basic information

• Product Name: 1,2-Benzenedicarbonitrile, 4-amino-3,5,6-trifluoro-
• CAS NO: 25693-94-1
• Molecular Formula: C8H2F3N3
• Molecular Weight: 197.119
• Mol File: 25693-94-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,2-Benzenedicarbonitrile, 4-amino-3,5,6-trifluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzenedicarbonitrile, 4-amino-3,5,6-trifluoro-(25693-94-1)
• EPA Substance Registry System: 1,2-Benzenedicarbonitrile, 4-amino-3,5,6-trifluoro-(25693-94-1)

Safety Data

• Hazardous Substances Data: 25693-94-1(Hazardous Substances Data)

Usage

Synonyms

4-amino-3,5,6-trifluorophthalonitrile

Usage

Building block in the synthesis of pharmaceuticals and agrochemicals

Physical state

White solid at room temperature

Solubility

Insoluble in water, soluble in organic solvents (e.g., dimethyl sulfoxide and methanol)

Importance

Intermediate in the production of fluorinated organic compounds

Applications

Synthesis of heterocyclic compounds and liquid crystals

Biological activities

Exhibits a range of biological activities, valuable for research and development in the pharmaceutical industry

Upstream product

• 1835-65-0 Tetrafluorophthalonitrile 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 827-08-7 1,2-dibromo-3,4,5,6-tetrafluorobenzene 
• 1953-99-7 tetrachlorophthalonitrile 

Downstream Products

• 119385-80-7 3-amino-2,4,5-trifluorobenzoic acid 

Relevant articles and documents

Electronic, molecular, and solid-state structural effects of strong electron withdrawing and donating groups in functionalized fluorophthalonitriles

Perfluoro phthalonitrile substituted separately with perfluoroalkyl (EWG) and NH22, NHMe, and NMe22 (EDG) groups generate a series of aromatic C-H bonds-free nitriles that can now lose electrons, whose HOMO-LUMO gap is narrowed by EDG beyond the level induced by EWG, and whose dipole moments double. Molecular parameters vary linearly with Hammett's free-energy constants, their electronic underpinning being uncovered by DFT calculations. The phthalonitriles' assembling in solid-state structures is determined by forces that transition from van der Waals, in the case of EWG, to H-bonding and/or π-stacking interactions in the case of EDG, as revealed by their single-crystal X-ray structures.

Mechanisms of reactions of halogenated compounds. Part 7. Effects of fluorine and other groups as substituents on nucleophilic aromatic substitution

The effect of fluorine as a substituent group on nucleophilic aromatic substitution is discussed, where a fluorine atom located ortho to the point of substitution may be of variable activating influence, whereas fluorine located para is slightly deactivat

3-amino-2,4,5-trifluorobenzoic acid and a method for manufacture thereof

3-amino-2,4,5-trifluorobenzoic acid which is a novel compound and is manufactured by heating 4-amino-3,5,6-trifluorophthalonitrile in the presence of an acid.