3(2H)-Isothiazolone

Base Information

• Chemical Name: 3(2H)-Isothiazolone
• CAS No.: 1003-07-2
• Molecular Formula: C3H3NOS
• Molecular Weight: 101.129
• Hs Code.: 2934999090
• European Community (EC) Number: 696-206-9
• NSC Number: 93489
• UNII: E57JT172V7
• DSSTox Substance ID: DTXSID9074935
• Nikkaji Number: J476.727F
• Wikipedia: Isothiazolinone
• Wikidata: Q409007
• ChEMBL ID: CHEMBL1974422
• Mol file: 1003-07-2.mol

Synonyms:3-isothiazolone

Chemical Property of 3(2H)-Isothiazolone

Chemical Property:

• Vapor Pressure: 59.568mmHg at 25°C
• Melting Point: 74-75 °C
• Refractive Index: 1.614
• Boiling Point: 86.333 °C at 760 mmHg
• PKA: 9.12±0.20(Predicted)
• Flash Point: 6.014 °C
• PSA: 61.10000
• Density: 1.433 g/cm³
• LogP: 0.43640
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 100.99353489
• Heavy Atom Count: 6
• Complexity: 99

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isothiazol-3(2H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSNC1=O

Technology Process of 3(2H)-Isothiazolone

There total 7 articles about 3(2H)-Isothiazolone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

glycinamide hydrochloride (1668-10-6) → 3-oxo-2,3-dihydroisothiazole (1003-07-2)

Guidance literature:

With sulfuryl dichloride; In DMF (N,N-dimethyl-formamide); at 5 - 15 ℃; for 7.5h;

Reference yield: 5.0%

3,3'-disulfanediylpropanamide (1002-19-3) → 5-chloroisothiazol-3(2H)-one (25629-58-7) + 3-oxo-2,3-dihydroisothiazole (1003-07-2)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; for 16h; Ambient temperature;

Reference yield:

cis-3-Thiocyano-acrylamid (2807-36-5) + N-ethylisothiazol-3(2H)-one (2682-21-5) → N-Ethyl-3-cyanomercapto-cis-acrylamid (2682-36-2) + 3-oxo-2,3-dihydroisothiazole (1003-07-2)

Guidance literature:

at 25 ℃; Equilibrium constant;

DOI:10.1021/jo01019a037

upstream raw materials:

cis-3-Thiocyano-acrylamid

N-ethylisothiazol-3(2H)-one

3,3'-disulfanediylpropanamide

glycinamide hydrochloride

Downstream raw materials:

2-amino-benzoic acid isothiazol-3-yl ester

cis-3-(Phenyl-dithio)-acrylamid

2-chloroacetyl-isothiazol-3-one

5-chloro-2-methyl-2H-isothiazol-3-one

Refernces

• 1、 -. "Isothiazolones". . . Retrieved 2008/06/13.
• 2、 Beeley, Nigel R. A.,Harwood, Laurence M.,Hedger, Paul C.. "A General Synthesis of N-Substituted Isothiazol-3(2H)-ones". . p. 2245 - 2252. Retrieved 2007/10/02.