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TCI

CAS 121-73-3

1-Chloro-3-nitrobenzene TCI C0221

1-Chloro-3-nitrobenzene TCI C0221

Chemical Identity

Other names
3-Chloronitrobenzene
CAS No.
121-73-3
PubChem
CID 8489·SID 87565383
Formula
C6H4ClNO2
Molecular weight
157.55 g/mol
Purity
>99.0%(GC)
Storage
0-10°C
Reference databases
ChEBI·ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1-chloro-3-nitrobenzene
SMILES
C1=CC(=CC(=C1)Cl)[N+](=O)[O-]
InChIKey
KMAQZIILEGKYQZ-UHFFFAOYSA-N
MDL
MDL00007202
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TCI C0221, 1-chloro-3-nitrobenzene (CAS 121-73-3), is the meta isomer of the chloronitrobenzene series, in which the nitro group does not directly activate the C–Cl bond toward nucleophilic aromatic substitution. Its main synthetic value therefore lies in selective nitro reduction to 3-chloroaniline and in transition-metal-catalysed cross-coupling at the aryl chloride, giving controlled access to meta-substituted scaffolds. The same property makes it an excellent teaching comparison against the ortho and para isomers when illustrating substituent effects on reaction rate. AMI Scientific offers 25 g and 500 g packs; review the official TCI data sheet and SDS before handling, as skin absorption is a recognised hazard for this compound class.

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  • Gülen et al. (2024). The potential capability of treated perlite for removal of penta chloro nitrobenzene. Zeitschrift für Physikalische Chemie doi:10.1515/zpch-2023-0321
  • Rao et al. (2009). Superior copper promoted bimetallic catalysts for chemoselective hydrogenation of ortho-chloro-nitrobenzene. Catalysis Communications doi:10.1016/j.catcom.2009.09.013
  • González et al. (1996). Nuclear quadrupole resonance line shape study of the orientationally disordered phase of p-chloro nitrobenzene. The Journal of Chemical Physics doi:10.1063/1.472885

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.