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TCI

CAS 16588-34-4

4-Chloro-3-nitrobenzaldehyde TCI C1165

4-Chloro-3-nitrobenzaldehyde TCI C1165

Chemical Identity

CAS No.
16588-34-4
PubChem
CID 85505·SID 87566192
Formula
C7H4ClNO3
Molecular weight
185.56 g/mol
Purity
>95.0%(GC)(T)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
4-chloro-3-nitrobenzaldehyde
SMILES
C1=CC(=C(C=C1C=O)[N+](=O)[O-])Cl
InChIKey
HETBKLHJEWXWBM-UHFFFAOYSA-N
MDL
MDL00007078
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4-Chloro-3-nitrobenzaldehyde (TCI C1165, CAS 16588-34-4) is a trifunctional aromatic building block combining an aldehyde, a nitro group, and an activated aryl chloride. The strongly electron-withdrawing nitro group activates the neighbouring chloride toward nucleophilic aromatic substitution with amines, thiols, and alkoxides. Subsequent reduction of the nitro group opens efficient routes to benzimidazoles, quinoxalines, and other fused heterocycles, while the aldehyde supports Schiff base and Knoevenagel chemistry. Supplied in 5 g and 25 g packs, this nitroaromatic solid must be handled in a fume hood and stored sealed, cool, and away from heat and strong reducing agents.

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