1-Fluoronaphthalene

Summary

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]

1-Fluoronaphthalene
Names
Preferred IUPAC name
1-Fluoronaphthalene
Other names
α-fluoronaphthalene
Identifiers
  • 321-38-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 9078
ECHA InfoCard 100.005.717 Edit this at Wikidata
EC Number
  • 206-287-0
  • 9450
UNII
  • 0920702UT7 checkY
  • DTXSID7059808 Edit this at Wikidata
  • 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).
Infobox references

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.