1-Fluoronaphthalene

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1-Fluoronaphthalene
1-fluoronaphthalene.svg
Names
Preferred IUPAC name
1-Fluoronaphthalene
Other names
α-fluoronaphthalene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.717 Edit this at Wikidata
EC Number
  • 206-287-0
UNII
  • InChI=1S/C10H7F/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H
    Key: CWLKTJOTWITYSI-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)C=CC=C2F
Properties
C
10
H
7
F
Appearance Colorless liquid
Melting point −13 °C (9 °F; 260 K)
Boiling point 215 °C (419 °F; 488 K)
insoluble
Hazards
GHS labelling:
GHS07: Exclamation mark
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).

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

Synthesis[edit]

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

Properties[edit]

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

Applications[edit]

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[edit]

References[edit]

  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. Archived from the original on 20 March 2009. Retrieved 28 July 2019.