2-Chloronaphthalene is an organochlorine chemical compound, a chlorinated derivative of naphthalene. Its chemical formula is C
10
H
7
Cl
.[1][2] The compound is an isomer for 1-chloronaphthalene.[3]

2-Chloronaphthalene
Names
Preferred IUPAC name
2-Chloronaphthalene
Other names
β-Chloronaphthalene, 2-Chloro-naphthalene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.891 Edit this at Wikidata
EC Number
  • 202-079-9
UNII
  • InChI=1/C10H7Cl/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7
    Key: CGYGETOMCSJHJU-UHFFFAOYSA-N
  • ClC1=CC=C2C=CC=CC2=C1
Properties
C10H7Cl
Molar mass 162.62 g·mol−1
Appearance Off-white crystalline powder
Density 1.2±0.1 g/cm3
Melting point 59 °C (138 °F; 332 K)
Boiling point 255 °C (491 °F; 528 K)
insoluble
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P280
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Synthesis

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2-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.[4]

Properties

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2-Chloronaphthalene is a combustible, off-white odorless solid, which is practically insoluble in water. The compound may react with strong oxidizing agents.[5]

Applications

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2-Chloronaphthalene can be used for the production of fullerenes.[6]

See also

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References

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  1. ^ "2-Chloronaphthalene". EPA. comptox.epa.gov. Retrieved 14 June 2017.
  2. ^ "2-Chlornaphthalin". Retrieved 14 June 2017.
  3. ^ "2-Chlornaphthalin Produkt Beschreibung" (in German). chemicalbook.com. Retrieved 14 June 2017.
  4. ^ Bavendamm, W.; Bellmann, H. (February 1953). "Chlornaphthalin-Präparate". Holz Als Roh- und Werkstoff (in German). 11 (2): 81–84. doi:10.1007/BF02605462. S2CID 138951084.
  5. ^ "2-Chlornaphthalin Produkt Beschreibung" (in German). Retrieved 14 June 2017.
  6. ^ Krüger, Anke (2007). Neue Kohlenstoffmaterialien: Eine Einführung (in German). Springer-Verlag. p. 53. ISBN 978-3-8351-9098-6.