64359-81-5 Usage
Corrosivity
The chemical and formulations containing the chemical applied to intact rabbit skin produced severe erythema, oedema and
scar formation. The exposed areas had effects that were not reversible. Data indicates corrosive effects in the respiratory tract.
While no data are available for effects in the eyes, the chemical is deemed to capable of causing severe damage. There is
sufficient evidence to warrant hazard classification.
Description
As an irritant and sensitizer, Kathon 930 caused
contact dermatitis in employees of a textile finishing
factory.
Chemical Properties
solid
Definition
ChEBI: A 1,2-thiazole that is 1,2-thiazol-3(2H)-one substituted by chloro groups at positions 4 and 5 and an octyl group at position 2. It is used as a fungicide.
Application
Suitable for applications in the paints and coatings, wood, and leather fields to resist corrosion and protect against mildews and algae.
Health Hazard
The chemical is referred to as 4,5-dichloro-2-n-octyl-4-isothiazolin-3-one (DCOIT) in this assessment. Where available, data for
two commercial antifouling products C-9211 HQ (32.6 % of DCOIT in xylene) and Acticide? DCOIT (97.1% purity) are used for
some health end-points.
The information on health hazards is primarily obtained from the comprehensive reviews from the Norwegian Environment
Agency as part of its ECHA CLH proposal (ECHA, 2018) and an EU (Norway) DCOIT evaluation for the use of DCOIT as a
biocide in antifouling products (EU, 2014). Unless otherwise noted, references to individual studies below are taken from these
reviews.
Contact allergens
Irritant and sensitizer, Kathon? 930 caused contact
dermatitis in employees of a textile fnishing
factory.
Toxicology
The chemical, DCOIT is moderately absorbed through skin and moderately absorbed via oral route. It is then extensively
distributed to tissues (liver, kidney, stomach and intestine) and metabolised following oral administration.
In a study conducted in rats, 81–93 % of orally administered 14C-DCOIT was excreted primarily in the faeces within a 2-day
period. Plasma elimination half-life of 14C-DCOIT was 16.1–19.4 hours for males and 20.5–25.0 hours for females. The highest
concentration of 14C-DCOIT was found in liver, stomach, intestine and kidney. More than 80 % of the administered dose was
eliminated via faeces, 11–18 % was eliminated via urine and less than 2 % of the dose was eliminated through exhaled air.
DCOIT metabolised to form six metabolites in the faeces and eight metabolites in the urine. Degradation of DCOIT involves
cleavage of the ring and subsequent oxidation of 7–18 % of the administrated dose to N-(n-octyl) malonamic acid (NNOMA,
major metabolite), N-(n-octyl)acetamide, N-(n-octyl)oxamic acid and N-(n-octyl)-β-acetyl propionamide. The chemical undergoes
subsequent biotransformation involving hydroxylation, dealkylation and acetylation (EU, 2014; ECHA, 2018).
in vitro
In a bacterial gene mutation test, DCOIT was tested in Salmonella typhimurium strains TA98, TA100, TA1535 and TA1537 up to
a maximum concentration of 300 μg/plate with negative responses in all strains with and without metabolic activation (EU,
2014; ECHA, 2018).
in vivo
In two micronucleus assays, DCOIT was tested in CD-1 mice (5-9 mice/sex/dose) at doses up to 325 mg/kg bw/day by gavage.
No genotoxicity was reported in both studies (EU, 2014; ECHA, 2018).
Precautions
1. Suitable for use in all marine paints. Can effectively kill many bacteria and mildews like penicillium notatum, basidiomycetes, aspergillus niger, fusarium, and curvularia. Can be added at any production step for use; it is recommended to adopt the concentration of 5 ~ 15% (w/w).2. Operational instruction must be strictly followed. Avoid any contact with the skin. Wear protective clothes, goggles, and rubber gloves in operation. Once any contact with the skin happens, wash the skin immediately with plenty of water and soaps; when it splashes into eyes, wash immediately with plenty of water and buffer solutions.
Check Digit Verification of cas no
The CAS Registry Mumber 64359-81-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,4,3,5 and 9 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 64359-81:
(7*6)+(6*4)+(5*3)+(4*5)+(3*9)+(2*8)+(1*1)=145
145 % 10 = 5
So 64359-81-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H17Cl2NOS/c1-2-3-4-5-6-7-8-14-11(15)9(12)10(13)16-14/h2-8H2,1H3
64359-81-5Relevant articles and documents
Method for coproducing OIT and DCOIT
-
Paragraph 0044-0047, (2021/01/11)
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.
Preparation method of 3-isothiazolinone compound
-
Paragraph 0030-0032; 0036-0039, (2020/12/31)
The invention discloses a preparation method of a 3-isothiazolinone compound, which comprises the following steps of adding raw materials and a solvent into a reaction system, and stirring and mixing,adding a dehydrating agent into the mixed solution, and stirring for reaction, introducing chlorine into the reaction system, stirring the reaction mixture for reaction, filtering and separating to obtain a product. According to the method, the chemical dehydrating agent is added into the reaction system to react with water or alcohol in the reaction system, so that water or alcohol in the systemis removed, side reaction caused by water or alcohol is avoided, the reaction yield is increased, and the economic benefit is remarkable.
Preparation method of 2-n-octyl-4-bromo-5-chloro-3-isothiazolone
-
Paragraph 0020, (2016/10/09)
The invention discloses a preparation method of 2-n-octyl-4-bromo-5-chloro-3-isothiazolone, and belongs to the technical field of organic chemistry. According to the preparation method, 3-mercapto-N-n-octylpropionamide, sulfonyl chloride, and bromine are taken as the raw materials, 1, 2-dichloroethane is taken as the solvent, the raw materials are heated to carry out chlorine cyclization and bromination reactions to generate a mixture composed of 2-n-octyl-4-bromo-5-chloro-3-isothiazolone, 2-n-octyl-4,5-dichloro-3-isothiazolone, and other impurities, then the mixture is subjected to recrystallization and column chromatography to obtain pure 2-n-octyl-4-bromo-5-chloro-3-isothiazolone, and the yield is 35 to 43%. The provided preparation method overcomes the shortages of conventional synthesis technology. A novel synthesis method of 2-n-octyl-4-bromo-5-chloro-3-isothiazolone is provided.
