1-Chloronaphthalene

Last updated
1-Chloronaphthalene
1-chloronaphthalene 200.svg
Names
Preferred IUPAC name
1-Chloronaphthalene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.789 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C10H7Cl/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H Yes check.svgY
    Key: JTPNRXUCIXHOKM-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C10H7Cl/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H
    Key: JTPNRXUCIXHOKM-UHFFFAOYAV
  • Clc2cccc1ccccc12
  • c1ccc2c(c1)cccc2Cl
Properties
C10H7Cl
Molar mass 162.62 g·mol−1
Melting point −20 °C (−4 °F; 253 K)
Boiling point 263 °C (505 °F; 536 K)
Hazards
GHS labelling:
GHS-pictogram-exclam.svg GHS-pictogram-pollu.svg
Warning
H302, H410
P273
Flash point 121 °C (250 °F; 394 K)
Safety data sheet (SDS) Oxford MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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. [1] The compound is an isomer to 2-chloronaphthalene.

Contents

Synthesis

1-Chloronaphthalene is obtained directly by chlorination of naphthalene, with the formation of more highly substituted derivatives such as dichloro- and trichloronaphthalenes in addition to the two monochlorinated isomeric compounds: 1-chloronaphthalene and 2-chloronaphthalene. [2]

Applications

This toxic, nonpolar organochlorine compound is sometimes used as a powerful biocide, and is also known as Basileum. It occasionally serves as insecticide and fungicide in the timber floors of shipping containers, where it fulfills the same role as chlordane.

1-Chloronaphthalene was also used as a common solvent [3] for oils, fats and DDT until the 1970s. It is also used to determine the refractive index of crystals.

See also

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References

  1. "Oxford MSDS". Archived from the original on 2009-01-13. Retrieved 2008-12-21.
  2. Bavendamm, W.; Bellmann, H. (1953). "Chlornaphthalin-Präparate". Holz Als Roh- und Werkstoff (in German). 11 (2): 81–84. doi:10.1007/BF02605462. S2CID   138951084.
  3. "1-Chloronaphthalene". Sigma Aldrich . sigmaaldrich.com. Retrieved 14 June 2017.