4-chloropyridine-3-carboxylic acid

• ChemBase ID: 10429
• Molecular Formular: C6H4ClNO2
• Molecular Mass: 157.55446
• Monoisotopic Mass: 156.99305605
• SMILES: c1cncc(c1Cl)C(=O)O
• Canonical SMILES: OC(=O)c1cnccc1Cl
• InChI: InChI=1S/C6H4ClNO2/c7-5-1-2-8-3-4(5)6(9)10/h1-3H,(H,9,10)
• InChIKey: IMRGVWZLCZERSQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloropyridine-3-carboxylic acid
• IUPAC Traditional name: 4-chloropyridine-3-carboxylic acid
• Synonyms: 4-Chloronicotinic acid; 4-Chloropyridine-3-carboxylic acid; 3-Carboxy-4-chloropyridine; 4-Chloronicotinic acid; 4-Chloronicotinic acid; 4-Chloropyridine-3-carboxylic acid; 4-chloropyridine-3-carboxylic acid; 4-氯烟酸; 4-氯烟酸; 4-氯吡啶-3-甲酸

Database IDs

• CAS Number: 10177-29-4
• EC Number: 000-000-0
• MDL Number: MFCD00128860
• Beilstein Number: 9255849
• PubChem SID: 160973736; 24884473
• PubChem CID: 818229

CALCULATED PROPERTIES

• Acid pKa: 3.7821517
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.86503017
• LogD (pH = 7.4): -2.3201299
• Log P: 0.72002226
• Molar Refractivity: 35.9621 cm^3
• Polarizability: 13.767208 Å^3
• Polar Surface Area: 50.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 139 - 143°C; 139-143 °C; 139-143°C; 200-215°C; ca 165°C dec.
• Hydrophobicity(logP): 0.913

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold/Store under Argon; IRRITANT, KEEP COLD
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 96%; 97%; 98%
• Empirical Formula (Hill Notation): C6H4ClNO2

DETAILS

Sigma Aldrich - 660396

Application
Building block used in a synthesis of benzocanthinones via tributyltin hydride radical induced cyclization.1 Also used in a synthesis of heterocyclic analogues of xanthone.2
Packaging
1 g in glass bottle