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
Show more names
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
- Formal charge
- 0
- Complexity
- 140
Experimental & physicochemical properties
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)
- form
- Powder
- color
- White to cream
- 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 DataBase Reference
- 2942 · 2942-59-8(CAS DataBase Reference)
- FDA UNII
- 93 G386213F · 93G386213F
- EPA Substance Registry System
- 2 · 2-Chloronicotinic acid (2942-59-8)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 22 · 22-24/25-37/39-26-36
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 29333999 · 29333999
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
- REACH Registrations
- Active
Safety & regulation
GHS classification
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.
Hazard information
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29333999
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25-37/39-26-36
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Applications
Uses2-Chloronicotinic Acid is used in the preparation of 4-thiazolidinone derivatives and Schiff bases displaying antimicrobial activity.
Preparation methods
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: 2-Chloronicotinic acid is an aromatic carboxylic acid and a member of pyridines.
Related reactions
Linked notes
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