Grundinformationen
- Standard-SMILES
O=C(O)c1cccnc1Cl- InChIKey
IBRSSZOHCGUTHI-UHFFFAOYSA-N- Summenformel
- C6H4ClNO2
- Durchschnittliche Molmasse
- 157,55 g/mol
- Monoisotopische Masse
- 156,99305605
Überblick
2-Chloronicotinic acid is a member of pyridines and an aromatic carboxylic acid.
Namen und Bezeichner
- Bevorzugter Name
- 2-Chloronicotinic acid
- IUPAC
- 2-chloropyridine-3-carboxylic acid
- Lokaler Name
- 2-Chlornicotinsaeure
- Englischer Name
- 2-Chloronicotinic acid
- Summenformel
- C6H4ClNO2
- Molmasse
- 157.55
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
2942-59-8- PubChem CID
- 76258
- DTXSID
DTXSID9062726- ChEMBL
CHEMBL1505789- ChEBI
CHEBI:194658- UNII
- 93G386213F
- EC Number
- 220-937-0
- Nikkaji
- J164C
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,3
- Polarare Oberfläche (TPSA)
- 50,2 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 140
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 176 · 176-178 °C (dec.)(lit.)
- Siedepunkt
- 316.8 · 316.8±22.0 °C(Predicted)
- Dichte
- 1.47 · 1.470±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- DMSO, Ethyl Acetate (Slightly)
- pka
- 2.07 · 2.07±0.25(Predicted)
- Aggregatzustand
- Powder
- Farbe
- White to cream
- Geruch (Odor)
- Pungent odor
- BRN
- 119023 · 119023
- InChI
- InChI=1S/C6H4ClNO2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H,9,10)
- InChIKey
- IBRSSZOHCGUTHI-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=CC=C1C(O)=O
- LogP
- 0.988 · 0.988
- CAS Datenbank
- 2942 · 2942-59-8(CAS DataBase Reference)
- EPA chemische Informationen
- 2 · 2-Chloronicotinic acid (2942-59-8)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 8.1% (11 of 136) of reports.
Warning
H315 (14.7%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 136 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29333999
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 22-24/25-37/39-26-36
- hazard_class
- IRRITANT
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
Verwenden2-Chloronicotinic Acid is used in the preparation of 4-thiazolidinone derivatives and Schiff bases displaying antimicrobial activity.
Darstellung
synthetischeChloronicotinic acid was synthesized from nicotinic acid by oxidation by H2O2 and then chlorinationby POCl3 and PCl5 in a yield of 87.5%.Synthesis of 2-chloronicotinic acid: Pour chlorine gas into the mixed solution of phosphorus oxychloride and phosphorus trichloride, control the temperature at about 60°C, until the remaining chlorine gas escapes, cool and add nicotinic acid N-oxide in batches, and heat the mixed solution. The reaction was carried out at 100-105°C for 1-1.5 h, and the reaction mixture was stirred for 30 min after the reaction mixture was transparent, and phosphorus oxychloride was removed under reduced pressure. The obtained residue was cooled to room temperature, and water was added to obtain the finished product of 2-chloronicotinic acid.
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