Chemistry:2-Chloronicotinic acid
From HandWiki
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| IUPAC name
2-Chloropyridine-3-carboxylic acid
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
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PubChem CID
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| Properties | |
| C6H4ClNO2 | |
| Molar mass | 157.55 g·mol−1 |
| Melting point | 190–191 °C (374–376 °F; 463–464 K)[2] |
| Acidity (pKa) | 2.54[1] |
| Hazards | |
| GHS pictograms | 
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| GHS Signal word | Warning |
| H319 | |
| P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P271, P280, P302+352, P304+340, P305+351+338, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P332+317Script error: No such module "Preview warning".Category:GHS errors, P337+317Script error: No such module "Preview warning".Category:GHS errors, P362+364Script error: No such module "Preview warning".Category:GHS errors, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
2-Chloronicotinic acid (2-CNA) is a halogenated derivative of nicotinic acid that is used as an intermediate in the production of a variety of bioactive compounds,[4] including boscalid[5] and diflufenican.[6] It can be synthesized by chlorination of the N-oxide of nicotinic acid or related nicotinyl compounds, by substitution of the hydroxyl group of 2-hydroxynicotinic acid, or by a tandem reaction involving cyclization of various acrolein derivatives.
References
- ↑ CID 76258 from PubChem, whose "IUPAC Digitized pKa Dataset" record cites A.N.Kost, P.B.Terentev, L.A.Golovleva and A.A.Stolyarchuk, Khim.-Farm.Zh. 1, 3 (1967); CA 68, 29556a.
- ↑ Fibel, Lewis R.; Spoerri, Paul E. (1948). "The Synthesis and Investigation of Pyridine and Pyrazine Analogs of Salicylates". J. Am. Chem. Soc. 70 (11): 3908–3911. doi:10.1021/ja01191a113. PMID 18102982.
- ↑ "2-Chloronicotinic acid" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/76258#section=Safety-and-Hazards.
- ↑ Wu, Yüfang; Wu, Chengmeng; Yan, Suyue; Hu, Bin (2019). "Solubility Determination of 2-Chloronicotinic Acid and Analysis of Solvent Effect". J. Chem. Eng. Data 64 (12): 5578–5583. doi:10.1021/acs.jced.9b00661.
- ↑ Takale, Balaram S.; Thakore, Ruchita R.; Mallarapu, Rushil; Gallou, Fabrice; Lipshutz, Bruce H. (2020). "A Sustainable 1-Pot, 3-Step Synthesis of Boscalid Using Part per Million Level Pd Catalysis in Water". Organic Process Research & Development 24: 101–105. doi:10.1021/acs.oprd.9b00455. https://par.nsf.gov/servlets/purl/10167085.
- ↑ Changling, Liu; Guan, Aiying; Yang, Jindong (17 December 2014). "Efficient Approach To Discover Novel Agrochemical Candidates: Intermediate Derivatization Method". Journal of Agricultural and Food Chemistry 64 (1): 45–51. doi:10.1021/jf5054707. PMID 25517210.
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