1-Chloronaphthalene

{{chembox

| verifiedrevid = 477207437

| ImageFile=1-chloronaphthalene 200.svg

| ImageSize=150px

| PIN=1-Chloronaphthalene

| OtherNames=

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 6737

| InChI = 1/C10H7Cl/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

| InChIKey = JTPNRXUCIXHOKM-UHFFFAOYAV

| SMILES1 = c1ccc2c(c1)cccc2Cl

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 195338

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C10H7Cl/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = JTPNRXUCIXHOKM-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo=90-13-1

| PubChem=7003

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = K4OIF2EC56

| SMILES = Clc2cccc1ccccc12

}}

|Section2={{Chembox Properties

| C=10 | H=7 | Cl=1

| Appearance=

| Density=

| MeltingPtC= -20

| BoilingPtC= 263

| Solubility=

}}

|Section3={{Chembox Hazards

| GHSPictograms = {{GHS07}} {{GHS09}}

| GHSSignalWord = WARNING

| HPhrases = {{H-phrases|302|410}}

| PPhrases = {{P-phrases|273}}

| ExternalSDS = [http://msds.chem.ox.ac.uk/CH/1-chloronaphthalene.html Oxford MSDS]

| FlashPtC= 121

| AutoignitionPt =

}}

}}

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.{{Cite web |url=http://msds.chem.ox.ac.uk/CH/1-chloronaphthalene.html |title=Oxford MSDS |access-date=2008-12-21 |archive-date=2009-01-13 |archive-url=https://web.archive.org/web/20090113060651/http://msds.chem.ox.ac.uk/CH/1-chloronaphthalene.html |url-status=dead }} 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.{{cite journal|last1=Bavendamm|first1=W.|last2=Bellmann|first2=H.|title=Chlornaphthalin-Präparate|journal=Holz Als Roh- und Werkstoff|date=1953|volume=11|issue=2 |pages=81–84|doi=10.1007/BF02605462|s2cid=138951084 |language=German}}

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{{cite web|title=1-Chloronaphthalene|url=http://www.sigmaaldrich.com/catalog/product/sial/25320?lang=en®ion=RU|website=Sigma Aldrich|publisher=sigmaaldrich.com|accessdate=14 June 2017}} for oils, fats and DDT until the 1970s. It is also used to determine the refractive index of crystals.

See also

References

{{DEFAULTSORT:Chloronaphthalene, 1-}}

Category:Chloroarenes

Category:1-Naphthyl compounds