1146-66-3

Usage

Uses

Used in Chemistry and Biochemistry:
2-Aminoheptafluoronaphthalene is used as a fluorescent dye for labeling and studying biomolecules such as proteins, nucleic acids, and lipid membranes. Its fluorescent properties allow researchers to track and analyze the behavior of these molecules in different conditions.
Used in Organic Synthesis:
2-AMINOHEPTAFLUORONAPHTALENE is utilized in the synthesis of various organic compounds, contributing to the development of new chemical entities with potential applications in pharmaceuticals, materials science, and other fields.
Used as a Reagent in Chemical Reactions:
2-Aminoheptafluoronaphthalene serves as a reagent in chemical reactions, facilitating specific transformations and providing a means to achieve desired products with improved efficiency and selectivity.
Used in Advanced Materials and Devices Development:
Due to its distinctive fluorescent characteristics, 2-Aminoheptafluoronaphthalene has potential applications in the development of advanced materials and devices, which could be beneficial in areas such as sensing, imaging, and optoelectronics.
It is crucial to handle and use 2-Aminoheptafluoronaphthalene with care, considering its potential health hazards and environmental impact. Proper safety measures should be implemented to minimize risks associated with its use.

InChI:InChI=1/C10H2F7N/c11-3-1-2(4(12)8(16)7(3)15)6(14)10(18)9(17)5(1)13/h18H2

Upstream product

• 122-78-1 phenylacetaldehyde 
• 1150-36-3 (1,3,4,5,6,7,8-heptafluoronaphthalen-2-yl)hydrazine 
• 313-72-4 octafluoronaphthalene 
• 68-12-2 N,N-dimethyl-formamide 
• 86769-21-3 acetophenone 1,3,4,5,6,7,8-heptafluoro-2-naphthylhydrazone 
• 119-64-2 tetralin 

Downstream Products

• 1252614-38-2 N-(1,3,4,5,6,7,8-Heptafluoro-2-naphthyl)-3,4,5,6-tetrafluorophthalamic acid 
• 71153-99-6 2,3,4,5,6-Pentafluoro-N-(1,3,4,5,6,7,8-heptafluoro-naphthalen-2-yl)-benzimidoyl chloride 
• 86769-24-6 1,3,4,5,6,7,8-heptafluoro-N-(α-methyl-benzylidene)-2-naphthylamine 
• 27041-17-4 2-Bromo-1,3,4,5,6,7,8-heptafluoronaphthalene 

Relevant academic research and scientific papers

Photoassisted Charge Transfer Between DMF and Substrate: Facile and Selective N,N-Dimethylamination of Fluoroarenes

A reversible Van der Waals complex formation between the electron-deficient fluorinated aromatic ring and N,N-dimethylformamide (DMF) molecules followed by light irradiation resulted in charge transfer (CT) process. The complex was stabilized by ammonium formate and further decomposed to form the C?N bond. Control experiments revealed that the simultaneous SNAr pathway also contributes to product formation. This methodology is mild, metal-free, and effective for the amination of a variety of substrates. The reproducibility of this methodology was also verified on gram-scale reactions. The CT states were supported by control UV/Vis spectroscopy and computational studies.

Amination of octafluoronaphthalene in liquid ammonia. 2,6- and 2,7-Diaminohexafluoronaphthalenes selective preparation

Monoamination of octafluoronaphthalene by liquid ammonia affords 2-aminoheptafluoronaphthalene mainly (isolated yield 85-90%). Diamination of octafluoronaphthalene or amination of 2-aminoheptafluoronaphthalene affords a mixture of isomeric 1,6-, 1,7-, 2,6-, and 2,7-diaminohexafluoronaphthalenes with considerable prevalence of the 2,7-isomer (～70%), thus being the first example of the predominant substitution at position 7 in 2-substituted polyfluoronaphthalenes. The 2,7/2,6 ratio of 2-X-heptafluoronaphthalene (X = -NH, NH2 and NHAc) amination diminishes with the decrease of electron-donating effect of the substituent; 2,7-diaminohexafluoronaphthalene forms in the reactions of 2-aminoheptafluoronaphthalene or octafluoronaphthalene with excess of NaNH2 in liquid ammonia and 2,6-diaminohexafluoronaphthalene-in the reaction of 2-acetylamidoheptafluoronaphthalene with liquid ammonia followed by acetylamido group hydrolysis. The method of the selective preparation of these diamines based on the reversible transformation of amino group and a convenient technique of their high purity isolation by complexation with crown ether have been elaborated.

PARTIALLY FLUORINATED HETEROCYCLIC COMPOUNDS. PART 24. A PLAUSIBLE MECHANISM FOR THE FORMATION OF THE FISCHER INDOLE PRODUCT FROM ACETOPHENONE 1,3,4,5,6,7,8,-HEPTAFLUORO-2-NAPHTHYLHYDRAZONE IN WHICH o-FLUORINE IS LOST

Acetophenone 1,3,4,5,6,7,8,-heptafluoro-2-naphthylhydrazone (1) reacts in tetralin at reflux to give 4,5,6,7,8,9,-hexafluoro-2-phenylbenzindole (2) as the major product, accompanied by other materials including acetophenone 3,4,5,6,7,8,-hexafluoro-2-naphthylhydrazone (4) which is proposed as the true precursor to the Fischer indole product (2) since it gives (2) under the same conditions.The presence of α-tetralone in the reaction mixture provides the clue to a reductive elimination of F- from (1).

PARTIALLY FLUORINATED HETEROCYCLIC COMPOUNDS. PART 19. THE FORMATION OF FISCHER INDOLE PRODUCTS FROM A SERIES OF HYDRAZONES DERIVED FROM PENTAFLUOROPHENYLHYDRAZINE AND 1,3,4,5,6,7,8-HEPTAFLUORO-2-NAPHTHYLHYDRAZINE. THE SURPRISING LOSS OF o-FLUORINE

The pentafluorophenyl and 1,3,4,5,6,7,8-heptafluoro-2-naphthylhydrazones of a variety of aldehydes and ketones give 4,5,6,7-tetrafluoroindole and 4,5,6,7,8,9-hexafluorobenzindole derivatives when heated under reflux in tetralin.These products are typic

Partially Fluorinated Heterocyclic Compounds. Part 18. Formation of Fischer Indole Products from Acetophenone 1,3,4,5,6,7,8-Heptafluoro-2-naphthylhydrazone and Acetophenone Pentafluorophenylhydrazone. The Surprising Loss of o-Fluorine

Acetophenone 1,3,4,5,6,7,8-heptafluoro-2-naphthylhydrazone (2) and acetophenone pentafluorophenylhydrazone (3) react in tetralin at reflux temperature to give among the products 4,5,6,7,8,9-hexafluoro-2-phenylbenzindole (6) and 4,5,6,7-tetrafluoro-2-ph