5-Chloronicotinic acid

HCID 247986

Notes Reactions

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Basic information

CAS: 22620-27-5
Standard SMILES: O=C(O)c1cncc(Cl)c1
InChIKey: XYLPLVUYPAPCML-UHFFFAOYSA-N
Molecular formula: C6H4ClNO2
Average molar mass: 157.55 g/mol
Monoisotopic mass: 156.99305605

Names & identifiers

Preferred name: 5-Chloronicotinic acid
IUPAC: 5-chloropyridine-3-carboxylic acid
English name: 5-Chloronicotinic acid
Molecular formula: C6H4ClNO2
Molecular weight: 157.55

Names & synonyms

5-Chloronicotinic acid3-Pyridinecarboxylic acid, 5-chloro-DTXSID60289778RefChem:102392DTXCID00240924678-376-6XYLPLVUYPAPCML-UHFFFAOYSA-N22620-27-55-chloropyridine-3-carboxylic acid5-Chloro-nicotinic acidMFCD001289015-Chloro-3-pyridinecarboxylic Acid

Show more names

AKOS BBS-00001378IFLAB-BB F1957-00085-Chloronicotinic ac5-chlorine nicotinic acid5-Chloronicotinic Acid >5-chloropyridine-3-carboxylicaci4-chloropyridine-4-carboxylic acid

5-ChloronicotinicacidSCHEMBL486309CHEMBL395178NSC63881NSC-63881CS-W002398FS-2604EN300-61853

Database identifiers

CAS: 22620-27-5
PubChem CID: 247986
DTXSID: DTXSID60289778
ChEMBL: CHEMBL395178
EC Number: 678-376-6
Nikkaji: J1.139.266K

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 50.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 140

Physicochemical properties

Melting point: 169 · 169-171°C
Boiling point: 303.7 · 303.7±22.0 °C(Predicted)
Density: 1.47 · 1.470±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: powder to crystal
pka: 3.1 · 3.10±0.10(Predicted)
color: White to Almost white
InChI: InChI=1S/C6H4ClNO2/c7-5-1-4(6(9)10)2-8-3-5/h1-3H,(H,9,10)
InChIKey: XYLPLVUYPAPCML-UHFFFAOYSA-N
SMILES: C1=NC=C(Cl)C=C1C(O)=O
CAS DataBase Reference: 22620 · 22620-27-5(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes: Xi,Xn
Risk Statements: 22 · 22
HazardClass: IRRITANT
HS Code: 29333990 · 29333990

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 8 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

hs_code: 29333990
risk_code: 22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications

Uses5-Chloronicotinic Acid is used as reagent/reactant luminescence and hydrothermal preparation of cobalt/cadmium/lead chloronicotinate phenanthroline MOF.

Preparation methods · 1 item

PreparationEthyl 5-chloronicotinic acid (10.5 g) was added to an aqueous solution of 1N NaOH (84.9 mL). The resulting reaction mixture was reacted at room temperature for several hours, and then transferred to 60 degrees Celsius to continue the reaction for 1 hour. The pH of the reaction solution was adjusted to 4-5 with hydrochloric acid, and a precipitate was observed to form. The precipitate was filtered to obtain the product 5-chloronicotinic acid, which was a colorless solid with a yield of 6.9 g.