1,2,3-Benzothiadiazole: Difference between revisions
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'''1,2,3-Benzothiadiazole''' is an aromatic heterocyclic<ref>{{Cite journal|title=Search Results - Access Structures|url=https://doi.org/10.5517/cc9618s|language=en|doi=10.5517/cc9618s}}</ref> organic compound which belongs to the benzothiadiazole category. It has a chemical formula of C<sub>6</sub>H<sub>4</sub>N<sub>2</sub>S.It consists of a [[benzene]] ring |
'''1,2,3-Benzothiadiazole''' is an aromatic heterocyclic<ref>{{Cite journal|title=Search Results - Access Structures|url=https://doi.org/10.5517/cc9618s|language=en|doi=10.5517/cc9618s}}</ref> organic compound which belongs to the benzothiadiazole category. It has a chemical formula of C<sub>6</sub>H<sub>4</sub>N<sub>2</sub>S. It consists of a [[benzene]] ring that is [[ring fusion|fused]] to a 1,2,3-[[thiadiazole]]. |
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This ring system is a [[substructure]] of the compound [[acibenzolar-S-methyl|acibenzolar-''S''-methyl]], a [[pesticide]].<ref name=":2">{{Cite patent|title=Pesticidal compositions comprising 1,2,3-benzothiadiazole derivatives|gdate=1999-07-28|url=https://patents.google.com/patent/WO2000005959A1/en}}</ref> |
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== Reactions == |
== Reactions == |
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Revision as of 16:59, 20 September 2020
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| Names | |
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| IUPAC name
1,2,3-Benzothiadiazole
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| Systematic IUPAC name
1,2,3-Benzothiadiazole | |
Other names
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| EC Number |
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| MeSH | benzo-1,2,3-thiadiazole |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C6H4N2S | |
| Molar mass | 136.17 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1,2,3-Benzothiadiazole is an aromatic heterocyclic[1] organic compound which belongs to the benzothiadiazole category. It has a chemical formula of C6H4N2S. It consists of a benzene ring that is fused to a 1,2,3-thiadiazole.
This ring system is a substructure of the compound acibenzolar-S-methyl, a pesticide.[2]
Reactions
Some of 1,2,3-Benzothiadiazole derivatives are either Pesticides or Herbicides.[2][3]
Production.
1,2,3-Benzothiadiazole is readily prepared by the diazotisation reaction of 2-aminothiophenol with sodium nitrite. The Chemistry of this heterocycle and its simple derivatives have been reviewed.[4]
History
1,2,3-Benzothiadiazole has been known since 1888.[5][6]
References
- ^ "Search Results - Access Structures". doi:10.5517/cc9618s.
{{cite journal}}: Cite journal requires|journal=(help) - ^ a b [1], "Pesticidal compositions comprising 1,2,3-benzothiadiazole derivatives", issued 1999-07-28
- ^ Google, Patents. "US3536728A-1,2,3-Benzothiadiazole".
{{cite web}}:|last=has generic name (help)CS1 maint: url-status (link) - ^ "1,2,3-Benzothiadiazole". Houben-Weyl Methods of Organic Chemistry Vol. E 8d, 4th Edition Supplement: Hetarenes III (Five-Membered Rings with Two and More Heteroatoms in the Ring System) - Part 4. 14 May 2014. pp. 93–104. ISBN 9783131812445.
- ^ Storr, R. C.; Gilchrist, T. L., eds. (2004). "Product Class 9: 1,2,3-Thiadiazoles". Science of Synthesis. Vol. 13: Category 2, Hetarenes and Related Ring Systems. doi:10.1055/sos-SD-013-00386. ISBN 9783131122810.
- ^ "1,2,3-Thiadiazoles and their Benzo derivatives".
{{cite web}}: CS1 maint: url-status (link)