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. The compound is an isomer to 2-chloronaphthalene.

1-Chloronaphthalene

Names
Preferred IUPAC name 1-Chloronaphthalene
Identifiers
CAS Number	90-13-1 Y
3D model (JSmol)	Interactive image Interactive image
ChEMBL	ChEMBL195338 Y
ChemSpider	6737 Y
ECHA InfoCard	100.001.789
PubChem CID	7003
UNII	K4OIF2EC56 Y
CompTox Dashboard (EPA)	DTXSID2024791
InChI InChI=1S/C10H7Cl/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H Y Key: JTPNRXUCIXHOKM-UHFFFAOYSA-N Y 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). Y verify (what is YN ?) 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.

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 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