1-Fluoronaphthalene

1-Fluornaphthalene is an organofluorine chemical compound from the group of naphthalene derivatives and fluoroaromatics. Its chemical formula is C
₁₀H
₇F.[1]

1-Fluoronaphthalene

Names
Other names α-fluoronaphthalene
Identifiers
CAS Number	321-38-0
3D model (JSmol)	Interactive image
ChemSpider	9078
ECHA InfoCard	100.005.717
EC Number	206-287-0
PubChem CID	9450
UNII	0920702UT7
CompTox Dashboard (EPA)	DTXSID7059808
InChI InChI=1S/C10H7F/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H Key: CWLKTJOTWITYSI-UHFFFAOYSA-N
SMILES C1=CC=C2C(=C1)C=CC=C2F
Properties
Chemical formula	C 10H 7F
Appearance	Colorless liquid
Melting point	−13 °C (9 °F; 260 K)
Boiling point	215 °C (419 °F; 488 K)
Solubility in water	insoluble
Hazards
GHS pictograms
GHS Signal word	Warning
Flash point	65 °C (149 °F; 338 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Synthesis

1-Fluoronaphthalene can be obtained by reacting naphthalene with Selectfluor.[2]

Properties

1-Fluoronaphthalene is a colorless, combustible liquid, which is insoluble in water.[3]

Applications

1-Fluoronaphthalene was used for the tert-butyllithium-mediated synthesis of 6-substituted phenanthridines. It 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. It's 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.[4]

See also

• 1-Bromonaphthalene
• 1-Chloronaphthalene

References

1. "1-Fluoronaphthalene". Sigma Aldrich. sigmaaldrich.com. Retrieved 13 June 2017.
2. Atta-Ur-Rahman (2006). Advances in Organic Synthesis: Modern Organofluorine Chemistry-Synthetic Aspects. Bentham Science Publishers. p. 246. ISBN 1-60805-198-6.
3. "1-FLUORONAPHTHALENE". CAMEO Chemicals. cameochemicals.noaa.gov. Retrieved 13 June 2017.
4. "Sampling System". Jet Propulsion Laboratory. msl-scicorner.jpl.nasa.gov. Retrieved 28 July 2019.