- Isothiazole
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2025-06-27
- CAS:288-16-4
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 500000kg
- Isothiazole
-
- $2.00
-
2019-07-06
- CAS:288-16-4
- Min. Order: 1KG
- Purity: 99%
Related articles - Synthesis of Isothiazole
- Isothiazole (1,2-thiazoles) is a five-membered heteroaromatic and considered to be derived from thiophene in which the second ....
- Jan 24，2022
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| | Isothiazole Basic information |
| | Isothiazole Chemical Properties |
| Melting point | 176 °C (decomp)(Solv: water (7732-18-5)) | | Boiling point | 114°C(lit.) | | density | 1.1566 (rough estimate) | | refractive index | 1.5280 to 1.5320 | | storage temp. | Sealed in dry,Store in freezer, under -20°C | | solubility | Chloroform, Ethyl Acetate | | form | Oil | | pka | 4.00±0.12(Predicted) | | color | Clear Colourless | | λmax | 242nm(lit.) |
| RIDADR | UN 1993 3/PG II | | HS Code | 2934.10.2000 | | HazardClass | 3 | | PackingGroup | II |
| | Isothiazole Usage And Synthesis |
| Chemical Properties | Isothiazole is a colorless liquid with a pyridine-like odor. It is only slightly soluble in water but readily dissolves in organic solvents such as ethanol and benzene. When treated with butyl lithium at -70°C, it undergoes lithiation at the 5-position. Isothiazole serves as a versatile intermediate for the synthesis of various 5-substituted derivatives, including alkyl groups (R-), formyl (-CHO), carboxyl (-COOH), and acyl groups (RCO-), among others. Electrophilic substitution reactions, such as nitration, sulfonation, and halogenation, predominantly occur at the 4-position. | | Uses | Isothiazole, is a versatile building block that can be used in the synthesis of more complex compounds with biological activity such as the pharmaceutical drugs ziprasidone (Z485000), and perospirone (P288900). | | Definition | ChEBI: Isothiazole is a mancude organic heteromonocyclic parent, a monocyclic heteroarene and a member of 1,2-thiazoles. | | Preparation | Isothiazole can be prepared by the reaction of propiolic aldehyde with sodium thiocyanate to first produce 3-thiocyanatoacrolein (NCSCH=CHCHO), which is then reacted with ammonia to obtain isothiazole. | | References | [1] LAI CHEN. Discovery of Novel Isothiazole, 1,2,3-Thiadiazole, and Thiazole-Based Cinnamamides as Fungicidal Candidates[J]. Journal of Agricultural and Food Chemistry, 2019, 67 45: 12357-12365. DOI:10.1021/acs.jafc.9b03891.
[2] A. KLETSKOV. Isothiazoles in the Design and Synthesis of Biologically Active Substances and Ligands for Metal Complexes[J]. Synthesis-Stuttgart, 2019, 113 1: 159-188. DOI:10.1055/s-0039-1690688.
[3] BERA A, PATRA P, AZAD A, et al. Neat synthesis of isothiazole compounds, and studies on their synthetic applications and photophysical properties[J]. New Journal of Chemistry, 2022, 24: 11685-11694. DOI:10.1039/D2NJ01962K.
[4] ZHU-ZHU ZHANG. Synthesis of Isoselenazoles and Isothiazoles from Demethoxylative Cycloaddition of Alkynyl Oxime Ethers[J]. The Journal of Organic Chemistry, 2020, 86 1: 632-642. DOI:10.1021/acs.joc.0c02286. |
| | Isothiazole Preparation Products And Raw materials |
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