ethyl 6-chloropyridine-3-carboxylate

• ChemBase ID: 13706
• Molecular Formular: C8H8ClNO2
• Molecular Mass: 185.60762
• Monoisotopic Mass: 185.02435618
• SMILES: C(=O)(c1ccc(nc1)Cl)OCC
• Canonical SMILES: CCOC(=O)c1ccc(nc1)Cl
• InChI: InChI=1S/C8H8ClNO2/c1-2-12-8(11)6-3-4-7(9)10-5-6/h3-5H,2H2,1H3
• InChIKey: ILDJJTQWIZLGPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 6-chloropyridine-3-carboxylate
• IUPAC Traditional name: ethyl 6-chloropyridine-3-carboxylate
• Synonyms: Ethyl 6-chloronicotinate; Ethyl 6-chloropyridine-3-carboxylate; Ethyl 6-chloro-3-pyridinecarboxylate; 6-Chloro-3-pyridinecarboxylic Acid Ethyl Ester; 2-Chloropyridine-5-carboxylic Acid Ethyl Ester; Ethyl 2-chloro-5-pyridinecarboxylate; Ethyl 6-Chloro-3-nicotinate; Ethyl 6-Chloro-3-pyridinecarboxylate; 6-Chloronicotinic Acid Ethyl Ester; Ethyl 6-chloropyridine-3-carboxylate; Ethyl 6-chloronicotinate; ethyl 6-chloropyridine-3-carboxylate; Ethyl 6-chloronicotinate; Ethyl 2-chloropyridine-3-carboxylate; 6-Chloronicotinic acid ethyl ester; 6-氯烟酸乙酯; 6-氯吡啶-3-羧酸乙酯; 6-氯烟酸乙酯

Database IDs

• CAS Number: 49608-01-7
• EC Number: 000-000-0
• MDL Number: MFCD00082739
• Beilstein Number: 4742175
• PubChem SID: 24877807; 160977013
• PubChem CID: 2799611

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.9400799
• LogD (pH = 7.4): 1.9400802
• Log P: 1.9400802
• Molar Refractivity: 46.5411 cm^3
• Polarizability: 17.684834 Å^3
• Polar Surface Area: 39.19 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Clear Colorless Oil
• Melting Point: 26 - 30°C; 26-30 °C(lit.); 26-30°C
• Boiling Point: 86-87°C/1mm; 86-87°C/1mm
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Refractive Index: 1.5220
• Hydrophobicity(logP): 2.038

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: 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%; 97%; 98%
• Empirical Formula (Hill Notation): C8H8ClNO2

DETAILS

Sigma Aldrich - 531197

Packaging
25 g in glass bottle

Toronto Research Chemicals - C373680

6-Chloronicotinic Acid Ethyl Ester is a nicotinic acid derivative used in the preparation of potent H3 receptor antagonists.

REFERENCES

• Pippel, D.J. et al.: Org. Proc. Res. Dev., 15, 638 (2011)