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Applications of 1-Fluoronaphthalene

Nov 1，2019

Article illustration
Fig 1. Chemical structure formula and three-dimensional structure of 1-Fluoronaphthalene

1-Fluonaphthalene (321-38-0) is a colorless to pale yellow transparent liquid. 1-Fluoronaphthalene is an organofluorine chemical compound from the group of naphthalene derivatives and fluoroaromatics. Its chemical formula is C10H7F. 1-Fluornaphthalene is an organofluorine chemical compound from the group of naphthalene derivatives and fluoroaromatics. It is a colorless, combustible liquid, which is insoluble in water. 1-Fluoronaphthalene can be obtained by reacting naphthalene with Selectfluor.

1-Fluoronaphthalene was used for the tert-butyllithium-mediated synthesis of 6-substituted phenanthridines. 1-Fluoronaphthalene has also been used in the synthesis of LY248686, a potent inhibitor of serotonin and norepinephrine uptake. 1-Fluoronaphthalene is also used as a component of the Organic Check Material mounted in canisters on Mars Science Laboratory Curiosity rover. 1-Fluoronaphthalene is used for calibrating the Sample Analysis at Mars (SAM) instrument suite, being a synthetic organic compound not found in nature on Earth and not expected on Mars.

The reactivity profile of 1-Fluoronaphthalene is that Simple aromatic halogenated organic compounds, such as Fluoronaphthalene, are very unreactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

1-Fluoronaphthalene is the key starting material in the synthetic route of duloxetine hydrochloride followed by Pharmathen. A reproducible stability-indicating RP-HPLC method was developed and validated as per ICH guidelines, for the quantitative determination of 1-fluoronaphthalene in the presence of its four process-related impurities: 1-aminonaphthalene, 1-nitronaphthalene, naphthalene and 2-fluoronaphthalene[1,2]. Based on the in process analysis performed in the laboratory in the final product of duloxetine HCl, only 1-fluoronaphthalene was found to be present in ,0.1%.

References

[1] International Conference on Harmonization Guideline on Stability Testing of New Drug Substances and Products, Q1A (R2);(2003).
[2] International Conference on Harmonization Guideline on Photo stability Testing of New Drug Substances and Products, Q1B (R2);(1996).

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