1-Chloronaphthalene

1-Chloronaphthalene
Names
	Preferred IUPAC name 1-Chloronaphthalene
Identifiers
CAS Number	90-13-1 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEMBL	ChEMBL195338 ;
ChemSpider	6737 ;
ECHA InfoCard	100.001.789
PubChem CID	7003;
UNII	K4OIF2EC56 ;
CompTox Dashboard (EPA)	DTXSID2024791 ;
	InChI InChI=1S/C10H7Cl/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H Key: JTPNRXUCIXHOKM-UHFFFAOYSA-N ; InChI=1/C10H7Cl/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H Key: JTPNRXUCIXHOKM-UHFFFAOYAV;
	SMILES Clc2cccc1ccccc12; c1ccc2c(c1)cccc2Cl;
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
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H410
Precautionary statements	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). verify (what is ?) Infobox references

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.

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.

References

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

[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.

[1]

[2]

[3]

Synthesis

Applications

See also

References