Dichlorooctylisothiazolinone

Last updated
Dichlorooctylisothiazolinone
Dichlorooctylisothiazolinone.svg
Names
Preferred IUPAC name
4,5-Dichloro-2-octyl-1,2-thiazol-3(2H)-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.058.930 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 264-843-8
PubChem CID
UNII
  • 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
Appearancewhite solid
Hazards
GHS labelling:
GHS-pictogram-acid.svg GHS-pictogram-skull.svg GHS-pictogram-exclam.svg GHS-pictogram-pollu.svg
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).

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]

Safety

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

Related Research Articles

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<span class="mw-page-title-main">Ionic bonding</span> Chemical bonding involving attraction between ions

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<span class="mw-page-title-main">Methylchloroisothiazolinone</span> Chemical compound

Methylchloroisothiazolinone, also referred to as MCI, is the organic compound with the formula S(C2HCl)C(O)N(CH3). It is a white solid that melts near room temperature. The compound is an isothiazolinone, a class of heterocycles used as biocides. These compounds have an active sulphur moiety that is able to oxidize thiol-containing residues, thereby effectively killing most aerobic and anaerobic bacteria. MCI is often used in combination with methylisothiazolinone, a mixture known as Kathon. The isothiazolinones have attracted attention because they can cause contact dermatitis. Methylchloroisothiazolinone is effective against gram-positive and gram-negative bacteria, yeast, and fungi.

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<span class="mw-page-title-main">Methylisothiazolinone</span> Chemical compound

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Sodium chlorate is an inorganic compound with the chemical formula NaClO3. It is a white crystalline powder that is readily soluble in water. It is hygroscopic. It decomposes above 300 °C to release oxygen and leaves sodium chloride. Several hundred million tons are produced annually, mainly for applications in bleaching pulp to produce high brightness paper.

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Tributyltin (TBT) is an umbrella term for a class of organotin compounds which contain the (C4H9)3Sn group, with a prominent example being tributyltin oxide. For 40 years TBT was used as a biocide in anti-fouling paint, commonly known as bottom paint, applied to the hulls of oceangoing vessels. Bottom paint improves ship performance and durability as it reduces the rate of biofouling, the growth of organisms on the ship's hull. The TBT slowly leaches out into the marine environment where it is highly toxic toward nontarget organisms. TBT toxicity can lead to biomagnification or bioaccumulation within such nontarget organisms like invertebrates, vertebrates, and a variety of mammals. TBT is also an obesogen. After it led to collapse of local populations of organisms, TBT was banned.

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<span class="mw-page-title-main">Benzisothiazolinone</span> Chemical compound

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References

  1. 1 2 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.