1-chloronaphthalene

Structural formula
General
Surname	1-chloronaphthalene
other names	α-chloronaphthalene Monochloronaphthalene 1-naphthyl chloride
Molecular formula	C 10 H 7 Cl
Brief description	colorless liquid with a characteristic odor
External identifiers / databases
CAS number 90-13-1 EC number 201-967-3 ECHA InfoCard 100.001.789 PubChem 7003 Wikidata Q161607
properties
Molar mass	162.62 g mol −1
Physical state	liquid
density	1.19 g cm −3 (20 ° C)
Melting point	−6 ° C
boiling point	259 ° C
Vapor pressure	0.05 mbar (20 ° C)
solubility	slightly soluble in water
Refractive index	1.6326 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-410 P: 273
Toxicological data	1540 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1-chloronaphthalene is a chlorinated derivative of naphthalene and is a chlorinated aromatic compound.

Extraction and presentation

1-Chloronaphthalene is obtained directly by chlorinating naphthalene, whereby in addition to the two monochlorinated isomeric compounds 1-chloronaphthalene and 2-chloronaphthalene , more highly substituted derivatives such as dichloronaphthalenes and trichloronaphthalenes are formed.

use

1-Chloronaphthalene was used as a common solvent for oils, fats and DDT until the 1970s . It is also used to determine the refractive index of crystals. 1-Chloronaphthalene was used in wood preservatives from the 1920s to the 1970s in a mixture with higher chlorinated chloronaphthalenes . They were the most important synthetic active ingredients with fungicidal and insecticidal properties until the 1950s , but were then replaced by pentachlorophenol (PCP).

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry on 1-chloronaphthalene in the GESTIS substance database of the IFA , accessed on April 20, 2016(JavaScript required) .
2. ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-108.
3. ↑ W. Bavendamm, H. Bellmann: Chlornaphthalin-Preparate. In: Wood as a raw material. 11, 1953, pp. 81-84, doi : 10.1007 / BF02605462 .
4. ↑ Entry on chloronaphthalenes. In: Römpp Online . Georg Thieme Verlag, accessed on November 12, 2014.
5. ↑ BBU: chloronaphthalene (PCN) .
6. ↑ Peter Pluschke: Air Pollutants in Interiors , ISBN 978-3-540-59310-2 .