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.[1] The compound is an isomer to 2-chloronaphthalene.

1-Chloronaphthalene
Names
IUPAC name
1-Chloronaphthalene
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.789
PubChem CID
UNII
CompTox Dashboard (EPA)
Properties
Chemical formula
 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
Safety data sheet Oxford MSDS
GHS pictograms
GHS Signal word Warning
GHS hazard statements
 H302, H410
GHS precautionary statements
 P273
Flash point 121 °C (250 °F; 394 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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
  • 1-Fluoronaphthalene
  • 1-Bromonaphthalene

References
  1. Oxford MSDS
  2. Bavendamm, W.; Bellmann, H. (1953). "Chlornaphthalin-Präparate". Holz als Roh- und Werkstoff (in German). 11: 81–84. doi:10.1007/BF02605462.
  3. "1-Chloronaphthalene". Sigma Aldrich. sigmaaldrich.com. Retrieved 14 June 2017.
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