6-bromopyridine-2-carbaldehyde

• ChemBase ID: 18452
• Molecular Formular: C6H4BrNO
• Molecular Mass: 186.00606
• Monoisotopic Mass: 184.94762575
• SMILES: c1c(nc(cc1)C=O)Br
• Canonical SMILES: O=Cc1cccc(n1)Br
• InChI: InChI=1S/C6H4BrNO/c7-6-3-1-2-5(4-9)8-6/h1-4H
• InChIKey: QWFHFNGMCPMOCD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-bromopyridine-2-carbaldehyde
• IUPAC Traditional name: 6-bromopyridine-2-carbaldehyde
• Synonyms: 6-Bromo-picolinaldehyde; 2-Bromo-6-formylpyridine; 6-Bromopicolylaldehyde; 6-Bromopyridine-2-carboxaldehyde; 6-Bromo-2-pyridinecarboxaldehyde; 6-Bromopyridine-2-carboxaldehyde 95%; 6-Bromopyridine-2-carbaldehyde; 6-Bromo-2-pyridinecarboxaldehyde; 6-Bromopyridine-2-carboxaldehyde; 6-Bromo-pyridine-2-carbaldehyde; 6-bromopicolinaldehyde; 6-溴-2-吡啶甲醛; 6-溴吡啶-2-甲醛

Database IDs

• CAS Number: 34160-40-2
• EC Number: 000-000-0
• MDL Number: MFCD02683546
• Beilstein Number: 1524300
• PubChem SID: 160981759; 24874502
• PubChem CID: 2757009

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1168923
• LogD (pH = 7.4): 2.1168935
• Log P: 2.1168935
• Molar Refractivity: 38.5649 cm^3
• Polarizability: 14.31183 Å^3
• Polar Surface Area: 29.96 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: LIght Brown Solid
• Melting Point: 77-79°C; 78 - 80°C; 79-83°C; 81-85 °C(lit.); 81-85°C
• Hydrophobicity(logP): 1.483

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Air Sensitive; IRRITANT; Irritant/Keep Cold
• 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; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C6H4BrNO

DETAILS

Sigma Aldrich - 525693

Application
Substrate used in a study of a rhodium-catalyzed, reductive aldol coupling with divinyl ketones leading to syn β-hydroxyenones.1
Useful building block for Tris[(pyridyl)methyl]amine ligands.
Packaging
1, 10 g in glass bottle

Toronto Research Chemicals - B686760

A useful synthetic intermediate.