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TCI

CAS 100-00-5

4-Chloronitrobenzene TCI C0222

4-Chloronitrobenzene TCI C0222

Chemical Identity

Other names
1-Chloro-4-nitrobenzene
CAS No.
100-00-5
PubChem
CID 7474·SID 87565384
Formula
C6H4ClNO2
Molecular weight
157.55 g/mol
Purity
>98.0%(GC)
Reference databases
ChEBI·ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1-chloro-4-nitrobenzene
SMILES
C1=CC(=CC=C1[N+](=O)[O-])Cl
InChIKey
CZGCEKJOLUNIFY-UHFFFAOYSA-N
MDL
MDL00007285
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TCI C0222, 4-chloronitrobenzene (CAS 100-00-5), is one of the most widely used activated aryl chlorides in synthetic organic chemistry, with a para nitro group providing strong resonance activation toward nucleophilic aromatic substitution. Amines, phenoxides, alkoxides, and thiolates displace the chloride efficiently to give para-nitro derivatives that may be used directly or reduced to the corresponding anilines. Direct reduction of the parent compound affords 4-chloroaniline, a key intermediate for amides, ureas, sulfonamides, and heterocyclic targets. AMI Scientific supplies 25 g and 500 g packs; because this compound is toxic and skin-absorbable, always follow the official TCI SDS and work in a fume hood.

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  • Arjunan et al. (2012). A comparative spectroscopic, electronic structure and chemical shift investigations of o-Chloronitrobenzene, p-Chloronitrobenzene and m-Chloronitrobenzene. Journal of Molecular Structure doi:10.1016/j.molstruc.2011.10.033
  • Guo et al. (2005). Selective adsorption of p-chloronitrobenzene from aqueous mixture of p-chloronitrobenzene and o-chloronitrobenzene using HZSM-5 zeolite. Water Research doi:10.1016/j.watres.2004.12.031
  • ZHANG et al. (2006). Photocatalytic reduction of -chloronitrobenzene on illuminated nano-titanium dioxide particles. Dyes and Pigments doi:10.1016/j.dyepig.2005.01.003

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