1-Fluoronaphthalene
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1-Fluornaphthalene is an
organofluorine Organofluorine chemistry describes the chemistry of organofluorine compounds, organic compounds that contain a carbon–fluorine bond. Organofluorine compounds find diverse applications ranging from Lipophobicity, oil and hydrophobe, water repell ...
chemical compound from the group of naphthalene derivatives and fluoroaromatics. Its chemical formula is .


Synthesis

1-Fluoronaphthalene can be obtained by reacting
naphthalene Naphthalene is an organic compound with formula . It is the simplest polycyclic aromatic hydrocarbon, and is a white Crystal, crystalline solid with a characteristic odor that is detectable at concentrations as low as 0.08 Parts-per notation ...
with
Selectfluor Selectfluor, a trademark of Air Products and Chemicals, is a reagent in chemistry that is used as a fluorine donor. This compound is a derivative of the nucleophillic base DABCO. It is a colourless salt that tolerates air and even water. It has bee ...
.


Properties

1-Fluoronaphthalene is a colorless, combustible liquid, which is insoluble in water.


Applications

1-Fluoronaphthalene was used for the ''tert''-butyllithium-mediated synthesis of 6-substituted
phenanthridine Phenanthridine is a nitrogen heterocyclic compound with the formula . It is a colorless solid, although impure samples can be brownish. It is a precursor to DNA-binding fluorescent dyes through intercalation. Examples of such dyes are ethidiu ...
s. It has also been used in the synthesis of LY248686, a potent inhibitor of
serotonin Serotonin (), also known as 5-hydroxytryptamine (5-HT), is a monoamine neurotransmitter with a wide range of functions in both the central nervous system (CNS) and also peripheral tissues. It is involved in mood, cognition, reward, learning, ...
and
norepinephrine Norepinephrine (NE), also called noradrenaline (NA) or noradrenalin, is an organic compound, organic chemical in the catecholamine family that functions in the brain and human body, body as a hormone, neurotransmitter and neuromodulator. The ...
uptake. 1-Fluoronaphthalene is also used as a component of the Organic Check Material mounted in canisters on
Mars Science Laboratory Mars Science Laboratory (MSL) is a robotic spacecraft, robotic space probe mission to Mars launched by NASA on November 26, 2011, which successfully landed ''Curiosity (rover), Curiosity'', a Mars rover, in Gale (crater), Gale Crater on Augus ...
''Curiosity'' rover. It's used for calibrating the
Sample Analysis at Mars Sample Analysis at Mars (SAM) is a suite of instruments on the Mars Science Laboratory Curiosity (rover), ''Curiosity'' rover. The SAM instrument suite analyzed Organic compound, organics and gases from both atmospheric and solid samples. It was ...
(SAM) instrument suite, being a synthetic organic compound not found in nature on Earth and not expected on Mars.


See also

*
1-Bromonaphthalene 1-Bromonaphthalene is an organic compound with the formula C10H7Br. It is one of two isomeric bromonaphthalenes, the other being 2-bromonaphthalene. Under normal conditions, the substance is a colorless liquid. Synthesis and reactions It is prep ...
*
1-Chloronaphthalene 1-Chloronaphthalene is an aromatic compound. It is a colorless, oily liquid which may be used to determine the refractive index of crystals by immersion. The compound is an isomer to 2-chloronaphthalene. Synthesis 1-Chloronaphthalene is obtained ...


References

{{DEFAULTSORT:Fluoronaphthalene, 1- Fluoroarenes 1-Naphthyl compounds