Benzisothiazolinone

Benzisothiazolinone

Names
IUPAC name 1,2-benzisothiazol-3(2H)-one
Other names Benzisothiazolinone, Benzisothiazolin-3-one, Benzisothiazolone
Identifiers
CAS Number	2634-33-5 Y
3D model (Jmol)	Interactive image
Abbreviations	BIT
ChEBI	CHEBI:167099 Y
ChEMBL	ChEMBL297304 Y
ChemSpider	16567 Y
ECHA InfoCard	100.018.292
MeSH	1,2-benzisothiazoline-3-one
PubChem	17520
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
SMILES O=C1c2ccccc2SN1
Properties
Chemical formula	C7H5NOS
Molar mass	151.18 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 otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
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 known to be a toxic material for the human immune system, and is also classified as an irritant for the skin, eyes and lungs. It is widely used as an active ingredient in many home cleaning products.

References

1. 1 2 3 4 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

Literature

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