Description
This isothiazolione, octylisothiazolinone, is contained
in relatively fewer products than other isothiazolinones.
Chemical Properties
Yellow solid or clear dark amber liquid.
Chemical Properties
Light Yellow Oil
Uses
2-n-Octyl-4-isothiazolin-3-one is a mildeweide; bactericide; fungicide; biocide in cooling-tower water; in paints, cutting oils, cosmetics, and shampoos; leather
preservation; wound protectant for pruning cuts.
Uses
Fungicide. Biocide in cooling-tower water, paints, cutting oils, cosmetics and shampoo; for leather preservation.
Uses
Fungicide. Antimicrobial agent
Production Methods
Octhilinone is produced through a multi-step synthetic process that constructs the isothiazolinone ring and introduces the octyl side chain for antimicrobial activity. The synthesis typically begins with the reaction of octylamine and carbon disulfide, forming a dithiocarbamate intermediate. This is then cyclised with chlorinating agents such as chlorine gas or sulfuryl chloride, which help form the five-membered isothiazolinone ring by introducing the necessary sulphur and nitrogen linkages.
Definition
ChEBI: A member of the class of 1,2-thiazole that is 1,2-thiazol-3-one substituted on the nitrogen (position 2) by an octyl group. A fungicide and antibacterial agent, it is used for treatment of canker and other fungal and bacterial diseases in fruit trees. It i
no longer approved for use within the European Union.
General Description
Clear dark amber liquid. Used as a fungicide.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
2-Octyl-2H-isothiazol-3-one reacts as an isothiocyanate. Isothiocyanates are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat.
Fire Hazard
2-Octyl-2H-isothiazol-3-one is probably combustible.
Flammability and Explosibility
Non flammable
Contact allergens
This isothiazolinone, contained in relatively few products
compared to other isothiazolinones, is used in
cleaning and polishing agents, latex paints, stains,
adhesives, wood and leather preservatives, metalworking
fluids (cutting oils), and plastic manufacture.
Mechanism of action
Inhibits fungal growth by inhibiting nucleic acid synthesis (DNA / RNA synthesis).
Safety Profile
Moderately toxic by
ingestion and skin contact. A skin and
severe eye irritant. A rmldewcide. When
heated to decomposition it emits very toxic
fumes of SOx and NOx. See also
KETONES.
Potential Exposure
Isothiazolone/isothiocyanate/heteroaramatic
fungicide and microbiocide used on textiles, in metalworking
fluids, and some water thinned paints. Its use as
a fungicide on cotton was canceled in the United States and
the tolerances were revoked in 1998.
Shipping
UN2922 Corrosive liquids, toxic, n.o.s., Hazard
class: 8; Labels: 8-Corrosive material, 6.1-Poisonous materials.
Incompatibilities
Oxidizers. Contact with hydrogen peroxide
may form explosive material. Isothiocyanates are
incompatible with many classes of compounds, reacting
exothermically to release toxic gases. Reactions with
amines, aldehydes, alcohols, alkali metals, ketones, mercaptans,
strong oxidizers, hydrides, phenols, and peroxides can
cause vigorous releases of heat. Ketones behave a weak
acid. Forms water soluble alkali metal salts. Ketones are
reactive with many acids and bases liberating heat and
flammable gases. The amount of heat may be sufficient to
start a fire in the unreacted portion of the ketone. Ketones
react with reducing agents such as hydrides, alkali metals,
and nitrides to produce flammable hydrogen gas and heat.
Ketones are incompatible with isocyanates, aldehydes, cyanides,
peroxides, and anhydrides. They react violently with
aldehydes, nitric acid, and perchloric acid.
Toxics Screening Level
The initial threshold screening level (ITSL) for octylisothiazolone is 2 μg/m3 based on an annual averaging time.
Waste Disposal
Consult with environmental
regulatory agencies for guidance on acceptable disposal
practices. Generators of waste containing this contaminant
(≥100 kg/mo) must conform with EPA regulations governing
storage, transportation, treatment, and waste disposal.
Under 40 CFR 261.5 small quantity generators of this
waste may qualify for partial exclusion from hazardous
waste regulations.
