2-Chloronicotinic acid

HCID 76258CAS 2942-59-8

Basic information

Standard SMILES
O=C(O)c1cccnc1Cl
InChIKey
IBRSSZOHCGUTHI-UHFFFAOYSA-N
Molecular formula
C6H4ClNO2
Average molar mass
157.55 g/mol
Monoisotopic mass
156.99305605

Overview

2-Chloronicotinic acid is a member of pyridines and an aromatic carboxylic acid.

Names & identifiers

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

Names & synonyms

2-Chloronicotinic acid2-Chloropyridine-3-carboxylic acid2-Chloro-3-pyridinecarboxylic acid3-Pyridinecarboxylic acid, 2-chloro-2-Chloro-nicotinic acidNicotinic acid, 2-chloro-3-Carboxy-2-chloropyridineNSC 378NSC-378UNII-93G386213FEINECS 220-937-093G386213F
Show more names
CHLORONICOTINIC ACID2CLNA2-ChloronicotiAKOS BBS-000042312 - chloro niacinoronicotinic acidRARECHEM AL BO 0287TIMTEC-BB SBB004002
DTXSID9062726EC 220-937-03-PYRIDINECARBOXYLIC ACID,2-CHLOROFLUNIXIN MEGLUMINE IMPURITY A [EP IMPURITY]FLUNIXIN MEGLUMINE IMPURITY A (EP IMPURITY)RefChem:86514DTXCID6037984220-937-0

Database identifiers

CAS
2942-59-8
PubChem CID
76258
DTXSID
DTXSID9062726
ChEMBL
CHEMBL1505789
ChEBI
CHEBI:194658
UNII
93G386213F
EC Number
220-937-0
Nikkaji
J164C

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
50.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
10

Experimental & physicochemical properties

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

Physicochemical properties

Melting point
176 · 176-178 °C (dec.)(lit.)
Boiling point
316.8 · 316.8±22.0 °C(Predicted)
Density
1.47 · 1.470±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C
solubility
DMSO, Ethyl Acetate (Slightly)
pka
2.07 · 2.07±0.25(Predicted)

Safety & regulation

GHS classification

GHS Classification · 5 items

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.

Hazard information

Regulatory InformationStatus: Active Update: 13-04-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/7352
Hazard Classes and CategoriesSkin Irrit. 2 (14.7%)

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
29333999
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Uses & manufacturing

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing Information3-Pyridinecarboxylic acid, 2-chloro-: ACTIVE

Applications

Uses2-Chloronicotinic Acid is used in the preparation of 4-thiazolidinone derivatives and Schiff bases displaying antimicrobial activity.

Preparation methods · 1 item

PreparationChloronicotinic 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.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东德信精细化工有限公司18553366272
INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: 2-Chloronicotinic acid is an aromatic carboxylic acid and a member of pyridines.

Related reactions

434 records

Linked notes

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