26530-20-1

Basic information

• Product Name: 2-Octyl-2H-isothiazol-3-one
• Synonyms: 2-octyl-3(2h)-isothiazolon;2-octyl-3-isothiazolone;2-octyl-4-isothiazolin-3-on;3(2h)-isothiazolone,2-octyl-;Isothiazolone,2-octyl-;kathonlppreservative;kathonsp70;micro-chek11
• CAS NO: 26530-20-1
• Molecular Formula: C₁₁H₁₉NOS
• Molecular Weight: 213.34
• EINECS: 247-761-7
• Product Categories: Industrial/Fine Chemicals;Heterocyclic Compounds;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Preservative
• Mol File: 26530-20-1.mol

Chemical Properties

• Melting Point: <25 °C
• Boiling Point: 120°C
• Flash Point: 23℃
• Appearance: light yellow oil
• Density: 1.04
• Vapor Pressure: 0.00141mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Refrigerator
• PKA: -2.04±0.20(Predicted)
• Water Solubility: <0.1 g/100 mL at 19℃
• Stability: Stable. Incompatible with strong oxidizing agents.
• Merck: 14,6755
• BRN: 1211137
• CAS DataBase Reference: 2-Octyl-2H-isothiazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Octyl-2H-isothiazol-3-one(26530-20-1)
• EPA Substance Registry System: 2-Octyl-2H-isothiazol-3-one(26530-20-1)

Safety Data

• Hazard Codes: T;N,N,T
• Statements: 22-23/24-34-43-50/53
• Safety Statements: 1/2-26-36/37/39-45-60-61
• RIDADR: 2922
• WGK Germany: 3
• RTECS: NX8156900
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 26530-20-1(Hazardous Substances Data)

Usage

Uses

Used in Antimicrobial Applications:
2-Octyl-2H-isothiazol-3-one is used as a fungicide and antimicrobial agent for various purposes, including the treatment of canker and other fungal and bacterial diseases in fruit trees. It is also utilized as a biocide in cooling-tower water, paints, cutting oils, cosmetics, and shampoos.
Used in Leather Industry:
In the leather industry, 2-Octyl-2H-isothiazol-3-one is used as a biocide for leather preservation, helping to prevent the growth of fungi and bacteria that can cause decay and damage to the material.
Used in Horticulture:
As a wound protectant for pruning cuts, 2-Octyl-2H-isothiazol-3-one is applied in horticulture to protect plants from infections that may occur due to cuts or wounds caused by pruning.

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

Nonflammable

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.

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.

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.

InChI:InChI=1/C11H19NOS/c1-3-13-8-4-7-12-9-11-6-5-10(2)14-11/h5-6,12H,3-4,7-9H2,1-2H3

Upstream product

• 111-86-4 n-Octylamine 
• 26172-55-4 5-chloro-2-methyl-2H-isothiazol-3-one 
• 2682-20-4 2-methyl-3-isothiazolone 
• 108-90-7 chlorobenzene 
• 95-50-1 1,2-dichloro-benzene 
• 33312-01-5 3,3'-disulfanediylbis(N-octylpropanamide) 

Downstream Products

• 64359-80-4 4-chloro-2-octyl-isothiazol-3-one 
• 64359-81-5 Sea-Nine 211 
• 137148-53-9 N-octyl-cis-3-[(1-hydroxy-3-phenoxy-2-propane)thio]acrylamide 
• 69729-93-7 2-octylisothiazol-3(2H)-one 1,1-dioxide 

Relevant articles and documents

Method for coproducing OIT and DCOIT

The invention discloses a method for coproducing OIT and DCOIT. The method comprises the following steps: adding a raw material N, N'-di-n-octyldithiodipropionamide or N-n-octylmercaptopropionamide and a solvent into a chlorination reaction kettle, introducing chlorine, and carrying out solid-liquid separation on the material in the reaction kettle after the reaction is finished; distilling the obtained mother liquor under reduced pressure, and reserving kettle residues for later use; transferring the obtained filter cake to a neutralization kettle, adding a solvent and alkali liquor for neutralization and liquid separation to obtain an organic layer; carrying out water washing, desolventizing and filtering part on the organic layer to obtain the OIT finished product; carrying out azeotropic dehydration on the other part of the organic layer, combining with the kettle residues, introducing chlorine for chlorination, adding an alkali liquor into reaction liquid obtained after the reaction is finished for neutralization, and filtering; and recrystallizing the obtained filter cake, and leaching and drying the obtained solid to obtain the DCOIT finished product. According to the invention, the production efficiency is improved, the product quality is improved, and the method is an efficient and environment-friendly production method.

Pipeline type continuous production method of 3-isothiazolinone compound

The invention discloses a pipeline type continuous production method of a 3-isothiazolinone compound, which comprises the following steps: carrying out mixed reaction on a thioamide compound, a catalyst, a solvent and chlorine through a pipeline reactor system, and carrying out after-treatment after the reaction is completed to obtain the 3-isothiazolinone compound. According to the method, the defects of large occupied area, small productivity, low efficiency, high energy consumption and small safety coefficient caused by existing batch production of the 3-isothiazolinone compound are overcome; the invention provides a mode for continuously producing the 3-isothiazolinone compound, so that the reaction process is easy to control, energy consumption is reduced, the production efficiency and the safety coefficient of the production process are improved, and the process is an efficient and energy-saving safe production process.

A 4, 5 - dichloro - N - [...] thiazolinone preparation method

A preparation method of 4,5-dichloro-N-n-octyl isothiazolinone uses N,N- di-n-octyl-3,3-disulfide-di-propionamide as a raw material, and comprises the following steps: mixing N,N- di-n-octyl-3,3-disulfide-di-propionamide with a chloro solvent; adding a composite catalyst comprising metal chlorides, thiophene compounds and crown ether compounds; adding a chlorating agent at a low-temperature condition for closed-loop chlorination; carrying out separation and purification to obtain the 4,5-dichloro-N-n-octyl isothiazolinone. Tests show that the purity of the 4,5-dichloro-N-n-octyl isothiazolinone prepared according to the method can be higher than 98 percent; the product yield can be higher than 65 to 75 percent. Compared with the prior art, the method has the advantages that as the composite catalyst is adopted, the reaction time is short, the product cost is low, and the yield is high; the catalyst, the solvent as well as unreacted raw materials can be recycled, so that the requirements of environmental protection are met; the method is high in selectivity, mild in reaction, easy to control, stable in product quality, and high in yield, thereby being suitable for industrialized production.

STABLE COMPOSITIONS OF THIABENDAZOLE AND IODINE-CONTAINING FUNGICIDES

The present invention relates to stable compositions for the fungicidal equipment of thermoplastic polymers, in particular PVC, comprising thiabendazole, at least one iodine-containing fungicide and at least one epoxide and optionally further fungicidally active compounds, and also to methods for preparing these formulations and to uses thereof for the protection of thermoplastic polymers against attack and destruction by microorganisms. Moreover, the invention relates to mold-resistant PVC materials equipped with the compositions according to the invention.

FUNGICIDAL PENFLUFEN MIXTURES

The invention relates to mixtures comprising penflufen, to the use of these mixtures for protecting industrial materials and to a method for treating industrial materials with the penflufen mixtures.

Preparation of N-Substituted Isothiazolinone Derivatives

Provided is a process for the preparation of an N-substituted isothiazolinone derivative having the general formula (I), comprising reacting N-substituted 3-mercaptopropionamides of formula (II) or N,N′-bis-substituted 3,3′-dithiodipropionamides of formula (III) with sulfuryl chloride in the absence of solvents. Also provided is a process for the preparation of a compound having the general formula (III), comprising reacting a methyl ester of formula (IV) with an amine of formula (V) in a solvent of methanol. As no addition solvent is used in the process of the invention, the cost of manufacturing and pollution to the environment can be reduced.

Bromonitrothienyldioxanes

The invention relates to novel 5-bromo-5-nitro-2-thienyl-1,3-dioxanes of the formula (I) in which R1, R2 and R3 are as defined in the description are highly suitable for use as biocides for protecting plants and industrial materials.

3-NITROISOXAZOLES AND THEIR USE IN THE PROTECTION OF MATERIALS

The 3-nitroisoxazoles of the formula (I) in which R1 and R2 are each as defined in the description, some of which are known, are highly suitable for use as biocides for protecting industrial materials.

Thiazines and thiazoles as agents for protecting materials

The novel and known thiazines and thiazoles of the formula (I) in which R1, R2 and n are as defined in the description, are highly suitable for use as biocides for protecting industrial materials.

O-aryl dithiazole dioxides

The invention relates to new O-aryldithiazole dioxides, to two processes for their preparation, and to their use as pesticides in crop protection and in the protection of materials.