2-chloropyridine-3-carbaldehyde

• ChemBase ID: 18443
• Molecular Formular: C6H4ClNO
• Molecular Mass: 141.55506
• Monoisotopic Mass: 140.99814143
• SMILES: c1(c(nccc1)Cl)C=O
• Canonical SMILES: O=Cc1cccnc1Cl
• InChI: InChI=1S/C6H4ClNO/c7-6-5(4-9)2-1-3-8-6/h1-4H
• InChIKey: KHPAGGHFIDLUMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloropyridine-3-carbaldehyde
• IUPAC Traditional name: 2-chloropyridine-3-carbaldehyde
• Synonyms: 2-Chloro-3-formylpyridine; 2-Chloro-3-pyridinecarboxaldehyde; 2-Chloropyridine-3-carboxaldehyde; 2-Chloro-3-formylpyridine; 2-Chloronicotinaldehyde; Chloro-2-formyl-3-pyridine; 2-Chloro-3-pyridinecarboxaldehyde; 2-Chloro-pyridine-3-carbaldehyde; 2-Chloronicotinaldehyde; 2-Chloropyridine-3-carboxaldehyde; 2-chloropyridine-3-carbaldehyde; 2-CHLORO-3-PYRIDINECARBOXALDEHYDE; 氯-2-甲酰基-3-吡啶; 2-氯-3-吡啶甲醛; 2-氯吡啶-3-甲醛

Database IDs

• CAS Number: 36404-88-3
• MDL Number: MFCD01315308
• PubChem SID: 160981750; 24882483
• PubChem CID: 737607

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2922955
• LogD (pH = 7.4): 1.2922976
• Log P: 1.2922976
• Molar Refractivity: 36.3512 cm^3
• Polarizability: 13.308017 Å^3
• Polar Surface Area: 29.96 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Brown Solid
• Melting Point: 42-44°C; 46 - 48 °C; 46-54°C; 49 - 51°C; 50-54 °C(lit.); 50-54°C
• Flash Point: >110 °C; >110°C; >110°C(230°F); >230 °F
• Hydrophobicity(logP): 1.333

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Harmful/Irritant/Air Sensitive/Store under Argon; IRRITANT
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36-43
• Safety Statements: 24-26-37-60; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H319-H317; H302-H317-H319
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: >95%; 95%; 97%; 98%
• Empirical Formula (Hill Notation): C6H4ClNO

DETAILS

Sigma Aldrich - 632155

Application
Starting material for the preparation of 5-azaindoles by the Hemetsberger-Knittel reaction involving the thermal decomposition of alkenyl azides.1
Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - C369570

Azaindazole intermediate.

REFERENCES

• Leon, C., et al.: Eur. J. Med. Chem., 42, 735 (2007)
• Imanishi, M., et al.: J. Med. Chem., 51, 4804 (2007)
• Iino, T., et al.: Bioorg. Med. Chem. Lett., 19, 5531 (2007)