Dichlorooctylisothiazolinone

Summary

Dichlorooctylisothiazolinone, DCOIT or DCOI, is the organic compound with the formula SC(Cl)=C(Cl)C(O)NC7H15. It is a white solid that melts near room temperature. It is an isothiazolinone, a class of heterocyclic compounds used as biocides. DCOIT has attracted attention as an antifouling compound. It is a replacement for organotin compounds that have been largely banned for causing environmental damage. DCOIT however is itself controversial.[1]

Dichlorooctylisothiazolinone
Names
Preferred IUPAC name
4,5-Dichloro-2-octyl-1,2-thiazol-3(2H)-one
Identifiers
  • 64359-81-5
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:83518
ChEMBL
  • ChEMBL110764
ChemSpider
  • 82791
ECHA InfoCard 100.058.930 Edit this at Wikidata
EC Number
  • 264-843-8
  • 91688
UNII
  • HCY9Q844W2
  • DTXSID5032315 Edit this at Wikidata
  • InChI=1S/C11H17Cl2NOS/c1-2-3-4-5-6-7-8-14-11(15)9(12)10(13)16-14/h2-8H2,1H3
    Key: PORQOHRXAJJKGK-UHFFFAOYSA-N
  • CCCCCCCCN1C(=O)C(=C(S1)Cl)Cl
Properties
C10H15Cl2NOS
Molar mass 282.23
Appearance white solid
Hazards
GHS labelling:
GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation markGHS09: Environmental hazard
Danger
H302, H312, H314, H317, H330, H331, H335, H410
P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P320, P321, P322, P330, P333+P313, P363, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Safety edit

Isothiazolinones are highly bioactive and have attracted scrutiny for causing contact dermatitis.[1]

References edit

  1. ^ a b Silva, Vânia; Silva, Cátia; Soares, Pedro; Garrido, E. Manuela; Borges, Fernanda; Garrido, Jorge (2020). "Isothiazolinone Biocides: Chemistry, Biological, and Toxicity Profiles". Molecules. 25 (4): 991. doi:10.3390/molecules25040991. PMC 7070760. PMID 32102175.