4,5-Dichloro-2-Octyl-Isothiazolone

• CAS: 64359-81-5
• Catalog Number: ACM64359815
• Category: Main Products
• Molecular Weight: 282.23
• Molecular Formula: C₁₁H₁₇Cl₂NOS
• Synonyms: 4,5-Dichloro-2-n-octyl-4-isothiazolin-3-one; 4,5-dichloro-2-octyl-1,2-thiazol-3-one
• IUPAC Name: 4,5-dichloro-2-n-octyl-3(2H)-isothiazolone
• Boiling Point: 322.6ºC at 760 mmHg
• Melting Point: 36-40ºC
• Flash Point: 148.9ºC
• Density: 1.25 g/cm³
• Appearance: white powder
• Exact Mass: 281.04100

Case Study

4,5-Dichloro-2-Octyl-Isothiazolone-Based Composite Coating and Its Application in Marine Antifouling

Liu, Ze, et al. Royal Society Open Science, 2024, 11(6), 240090.

Researchers developed a composite coating consisting of UV-PDMS/microcapsule/silver nanoparticle (UV-PDMS/MCs/Ag) incorporating 4,5-dichloro-2-octyl-isothiazolone (DCOIT), and evaluated its ability to prevent biofouling and kill bacteria in marine conditions.
· Preparation Strategy of Composite Coating
First, manufactured microcapsules containing 4,5-dichloro-2-octyl-isothiazolone within sodium alginate and chitosan shells (DCOIT@ALG/CS) by applying a composite gel method. In this process, DCOIT served as the core material, while alginate (ALG) and chitosan (CS) formed the shells, with CaCl2 functioning as the cross-linking agent. Silver nanoparticles (AgNPs) were included within the resulting microcapsules, which were subsequently incorporated into a UV-curable polysiloxane (UV-PDMS). The final composite was hardened through UV irradiation, resulting in the UV-PDMS/MCs/Ag coating.
· Composite Coating Performance
The UV-PDMS/MCs/Ag coatings demonstrated a static contact angle of about 160° along with a shear strength of 2.24 MPa and tensile strength of 3.32 MPa while achieving an elongation at break of 212%. Within 10 minutes the combined DCOIT and AgNPs antibacterial action in these coatings achieved a complete 100% bactericidal rate at 200 μg ml-1 against both Escherichia coli and Staphylococcus aureus. These composite coatings demonstrate substantial promise for application in marine transportation systems, pipeline networks and subaquatic structures.

How Fungicide Treatments Such as 4,5-Dichloro-2-Octylisothiazolinone affects on HDPE Composite Antifouling Properties

Feng, Jing, et al. Journal of Applied Polymer Science, 2017, 134(31), 45148.

Researchers evaluated how wood flour (WF) with high-density polyethylene (HDPE) and bamboo flour (BF) with HDPE composites perform against algae and fungi when they have been treated with different fungicides. The study tested antifungal agents including 4,5-dichloro-2-octylisothiazolinone (DCOIT), zinc pyrithione (ZPT), and carbendazim (MBC).
Key Findings
· The incorporation of DCOIT, ZPT, and MBC at higher concentrations significantly enhanced the algal resistance of both WF/HDPE and BF/HDPE composites. Increasing the concentration of these biocides led to greater protection.
· Additionally, the weight losses in the treated samples due to C. versicolor and P. placenta were lower compared to those of untreated samples. Notably, brown rot fungi (P. placenta) caused greater weight losses than white rot fungi (C. versicolor) for both types of composites, regardless of treatment.
· WF/HDPE composites demonstrated superior fungal resistance but slightly lower algal resistance relative to BF/HDPE composites.The FTIR analysis results showed no structural chemical changes following the addition of three biocides. Wood flour contains palmitic acid, oleic acid, stigmasta-3,5-dien-7-one and vanillin which enhance fungal resistance while bamboo flour comprises di (2-ethylhexyl) phthalate and linoleic acid which enhance algal resistance explaining the durability differences against algal and fungal decay between the composites.

Custom Q&A

What is the molecular formula of 4,5-Dichloro-2-Octyl-Isothiazolone?

Answer: The molecular formula is C11H17Cl2NOS.

What are some synonyms of 4,5-Dichloro-2-Octyl-Isothiazolone?

Answer: Some synonyms include 4,5-Dichloro-2-octylisothiazol-3(2H)-one, Kathon 930, dcoit, and Sea-Nine 211.

Is 4,5-Dichloro-2-Octyl-Isothiazolone corrosive?

Answer: Yes, it is corrosive.

What is the CAS number of 4,5-Dichloro-2-Octyl-Isothiazolone?

Answer: The CAS number is 64359-81-5.

What is the IUPAC name of 4,5-Dichloro-2-Octyl-Isothiazolone?

Answer: The IUPAC name is 4,5-dichloro-2-octyl-1,2-thiazol-3-one.

What is the InChIKey of 4,5-Dichloro-2-Octyl-Isothiazolone?

Answer: The InChIKey is PORQOHRXAJJKGK-UHFFFAOYSA-N.

What is the Canonical SMILES of 4,5-Dichloro-2-Octyl-Isothiazolone?

Answer: The Canonical SMILES is CCCCCCCCN1C(=O)C(=C(S1)Cl)Cl.

Is 4,5-Dichloro-2-Octyl-Isothiazolone an organochlorine compound?

Answer: Yes, it is an organochlorine compound.

What is the EC number of 4,5-Dichloro-2-Octyl-Isothiazolone?

Answer: The EC number is 264-843-8.

What is the role of 4,5-Dichloro-2-Octyl-Isothiazolone?

Answer: It has a role as an environmental contaminant, a xenobiotic, and a fungicide.

Synthetic Use

Upstream Synthesis Route 1

• 10124-68-2

• 64359-81-5

Reference: [1] Patent: US4861896, 1989, A,

Upstream Synthesis Route 2

• 33312-01-5

• 64359-81-5
• 26530-20-1

Reference: [1] Patent: US2008/227986, 2008, A1, . Location in patent: Page/Page column 3

Upstream Synthesis Route 3

• 26530-20-1

• 64359-81-5

Reference: [1] Journal of Heterocyclic Chemistry, 1977, vol. 14, p. 627 - 630

Upstream Synthesis Route 4

• 26530-20-1

• 64359-81-5

Reference: [1]Journal of Heterocyclic Chemistry,1977,vol. 14,p. 627 - 630
[2]Patent: CN104072440,2019,B .Location in patent: Paragraph 0013; 0027-0032