525693

6-Bromo-2-pyridinecarboxaldehyde

97%

• Synonym(s): 2-Bromo-6-formylpyridine, 2-Bromopyridine-6-carboxaldehyde, 2-Bromopyridyl-6-carboxaldehyde, 2-Formyl-6-bromopyridine, 6-Bromo-2-formylpyridine, 6-Bromo-2-pyridinecarbaldehyde, 6-Bromopicolinaldehyde, 6-Bromopyridine-2-aldehyde
• Empirical Formula (Hill Notation): C₆H₄BrNO
• CAS Number: 34160-40-2
• Molecular Weight: 186.01
• MDL number: MFCD02683546
• UNSPSC Code: 12352100
• PubChem Substance ID: 24874502
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• mp: 81-85 °C (lit.)
• functional group: aldehyde; bromo
• storage temp.: 2-8°C
• SMILES string: [H]C(=O)c1cccc(Br)n1
• InChI: 1S/C6H4BrNO/c7-6-3-1-2-5(4-9)8-6/h1-4H
• InChI key: QWFHFNGMCPMOCD-UHFFFAOYSA-N

Description

General description

6-Bromo-2-pyridinecarboxaldehyde is a pyridine derivative. It participates in the synthesis of meso-substituted trans-A₂B₂-porphyrin.

Application

6-Bromo-2-pyridinecarboxaldehyde may be used in the synthesis of:

• 6-([2,2′-bi(1,3-dithiolylidene)]-4-yl)picolinaldehyde
• tris(2-pyridylmethyl)amine (Tpy) derivative having Tpy core bearing a 3-formyl-phenyl substituent on one of the three arms
• syn- and anti- forms of 4-(6-bromopyridin-2-yl)-3-methyl-3-phenyloxetan-2-one
• 6-(2,4,6-triisopropylphenyl)-2-pyridinecarboxaldehyde

Substrate used in a study of a rhodium-catalyzed, reductive aldol coupling with divinyl ketones leading to syn ß-hydroxyenones.

Useful building block for Tris[(pyridyl)methyl]amine ligands.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves