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
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About This Item
Empirical Formula (Hill Notation):
C6H4BrNO
CAS Number:
Molecular Weight:
186.01
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Quality Level
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
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 β-hydroxyenones.
Useful building block for Tris[(pyridyl)methyl]amine ligands.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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NHC-Promoted asymmetric β-lactone formation from arylalkylketenes and electron-deficient benzaldehydes or pyridinecarboxaldehydes.
Douglas J, et al.
The Journal of Organic Chemistry, 78(8), 3925-3938 (2013)
Magdalena M Makowska-Grzyska et al.
Inorganic chemistry, 42(23), 7472-7488 (2003-11-11)
Divalent manganese, cobalt, nickel, and zinc complexes of 6-Ph(2)TPA (N,N-bis((6-phenyl-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine; [(6-Ph(2)TPA)Mn(CH(3)OH)(3)](ClO(4))(2) (1), [(6-Ph(2)TPA)Co(CH(3)CN)](ClO(4))(2) (2), [(6-Ph(2)TPA)Ni(CH(3)CN)(CH(3)OH)](ClO(4))(2) (3), [(6-Ph(2)TPA)Zn(CH(3)CN)](ClO(4))(2) (4)) and 6-(Me(2)Ph)(2)TPA (N,N-bis((6-(3,5-dimethyl)phenyl-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine; [(6-(Me(2)Ph)(2)TPA)Ni(CH(3)CN)(2)](ClO(4))(2) (5) and [(6-(Me(2)Ph)(2)TPA)Zn(CH(3)CN)](ClO(4))(2) (6)) have been prepared and characterized. X-ray crystallographic characterization of 1A.CH(3)()OH and 1B.2CH(3)()OH (differing solvates
Awatef Ayadi et al.
Beilstein journal of organic chemistry, 11, 1379-1391 (2015-10-02)
The synthesis and full characterization of two tetrathiafulvalene-appended azine ligands, namely 2-([2,2'-bi(1,3-dithiolylidene)]-4-yl)-6-((2,4-dinitrophenyl)hydrazono)methyl)pyridine (L1) and 5-([2,2'-bi(1,3-dithiolylidene)]-4-yl)-2-((2,4-dinitrophenyl)hydrazono)methyl)pyridine (L2) are described. The crystal structure of ligand L1 indicates that the ligand is completely planar with the presence of a strong intramolecular N3-H3···O1 hydrogen
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 525693-1G | 04061825754512 |
| 525693-10G | 04061832552101 |