Benzisothiazolinone

Benzisothiazolinone

Names
IUPAC name 1,2-benzisothiazol-3(2H)-one
Other names Benzisothiazolinone, Benzisothiazolin-3-one, Benzisothiazolone
Identifiers
Abbreviations	BIT
CAS Registry Number	2634-33-5 Y
ChEBI	CHEBI:167099 Y
ChEMBL	ChEMBL297304 Y
ChemSpider	16567 Y
InChI InChI=1S/C7H5NOS/c9-7-5-3-1-2-4-6(5)10-8-7/h1-4H,(H,8,9) Y Key: DMSMPAJRVJJAGA-UHFFFAOYSA-N Y InChI=1/C7H5NOS/c9-7-5-3-1-2-4-6(5)10-8-7/h1-4H,(H,8,9) Key: DMSMPAJRVJJAGA-UHFFFAOYAC
Jmol-3D images	Image
MeSH	1,2-benzisothiazoline-3-one
PubChem	17520
SMILES O=C1c2ccccc2SN1
Properties
Molecular formula	C7H5NOS
Molar mass	151.19 g·mol−1
Appearance	white powder
Melting point	158 °C (316 °F; 431 K)[1]
Solubility in water	1 g/l
Hazards
Main hazards	Xn, N [1]
R-phrases	R22, R38, R41, R43, R50 [1]
S-phrases	(S2), S24, S26, S37/39, S61 [1]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Y verify (what is: Y/N?)
Infobox references

Benzisothiazolinone (BIT) is a widely used biocide and belongs to the group of isothiazolinones.

Usage

Benzisothiazolinone has a microbicide and a fungicide mode of action. It is widely used as a preservative, for example in:

• emulsion paints, caulks, varnishes, adhesives, inks, and photographic processing solutions
• home cleaning and car care products; laundry detergents, stain removers and fabric softeners;
• industrial settings, for example in textile spin-finish solutions, leather processing solutions, preservation of fresh animal hides and skins
• agriculture in pesticide formulations
• gas and oil drilling in muds and packer fluids preservation.^[2]:iv

In paints, it is commonly used as a mixture with methylisothiazolinone. Typical concentrations in products are 200–400 ppm depending on the application area and the combination with other biocides. According to a study in Switzerland, 19% of the paints, varnishes and coatings contained BIT in 2000. The fraction in adhesives, sealants, plasters and fillers was 25%. ^[3]

Health hazards

It is a known human immune system toxicant, and also is classified as irritant for skin, eyes and lungs.^[4] It is widely used as active ingredient of many home cleaning products.

References

1. ↑ 1.0 1.1 1.2 1.3 Record of 1,2-Benzisothiazol-3(2H)-one in the GESTIS Substance Database of the IFA, accessed on 22 October 2007
2. ↑ US EPA. September 29, 2005 EPA Reregistration Decision
3. ↑ Reinhard et al.: "Preservation of products with MCI/MI in Switzerland". Contact Dermatitis. 2001 Nov;45(5):257-64. PMID 11722483
4. ↑ EWG's Skin Deep Cosmetics Database

Literature

• Wilfried Paulus: Directory of Microbicides for the Protection of Materials and Processes. Springer Netherland, Berlin 2006, ISBN 1-4020-4861-0.