5069. IPBC

Nomenclature

CAS number: 55406-53-6
Butylcarbamic acid 3-iodo-2-propynyl ester; 3-iodo-2-propynyl butylcarbamate; Glycacil (Lonza); Polyphase P-100 (Kop-Coat).
C8H12INO2; mol wt 281.09.
C 34.18%, H 4.30%, I 45.15%, N 4.98%, O 11.38%.

Description and references

Prepn: BE 817530; W. Singer, US 3923870 (both 1975 to Troy Chemical). Aquatic toxicities: A. P. Farrell et al., Arch. Environ. Contam. Toxicol. 35, 472 (1998); fate and behavior: L. Juergensen et al., Environ. Toxicol. 15, 201 (2000). HPLC-MS determn in cosmetic formulations: M. Frauen et al., J. Pharm. Biomed. Anal. 25, 965 (2001). GC-MS determn of degradation products: K. G. Karaisz, N. H. Snow, J. Microcol. Separat. 13, 1 (2001). Review of use in wood protection: J. Hansen, Mod. Paint Coat. 74, 50-56, 90 (1984); of microbial activities and commerical uses: R. Gruening, Cosmet. Toiletries 112, 59-65 (1997).

Chemical structure

Properties

White crystalline powder with a specific odor. mp 66°. Specific gravity: 1.575 g mL1. Vapor pressure (Pa): <0.002 (20°); 0.007 (30°). pH 7.01. Good soly in ionic and non-ionic surfactants, emulsifying agents and polar solvents. LD50 orally in rats: 1580 mg/kg; dermally in rabbit: >2000 mg/kg. LC50 (96 hr) in bluegill sunfish, rainbow trout, bobwhite quail: 1.12, 0.31, >7683 ppm. LC50 (8 day) in mallard duck: >7182 ppm (Hansen).

Use

Fungicide; mildewcide; preservative in cosmetics, paints and coatings, metal working fluids; wood protection.