Description
4-Chloro-3-nitrobenzamide (CAS No. 16588-06-0) is a high-purity nitro-substituted benzamide derivative with the molecular formula C7H5ClN2O3. This compound is characterized by its chloro and nitro functional groups at the 4- and 3-positions of the benzamide ring, respectively, making it a valuable intermediate in organic synthesis and pharmaceutical research. It is supplied as a fine crystalline powder with ≥98% purity (HPLC), ensuring consistency for sensitive applications. Ideal for use in cross-coupling reactions, heterocycle synthesis, and as a precursor in agrochemical or medicinal chemistry development. Store in a cool, dry place away from light and oxidizing agents.
Properties
- CAS Number: 16588-06-0
- Complexity: 228
- IUPAC Name: 4-chloro-3-nitro-benzamide
- InChI: InChI=1S/C7H5ClN2O3/c8-5-2-1-4(7(9)11)3-6(5)10(12)13/h1-3H,(H2,9,11)
- InChI Key: CGXRJCDXGJRBHV-UHFFFAOYSA-N
- Exact Mass: 199.9988697
- Molecular Formula: C7H5ClN2O3
- Molecular Weight: 200.58
- SMILES: C1=CC(=C(C=C1C(=O)N)[N+](=O)[O-])Cl
- Topological: 88.9
- Monoisotopic Mass: 199.9988697
- Synonyms: 4-Chloro-3-nitrobenzamide, BENZAMIDE, 4-CHLORO-3-NITRO-, 3-Nitro-4-chlorobenzamide, 4-Chlor-3-nitrobenzamid, 4-Chlor-3-nitrobenzamid [Czech], EINECS 240-644-1, NSC 127825, BRN 0645210, DTXSID0066086, 4-09-00-01227 (Beilstein Handbook Reference), DTXCID5035327, 240-644-1, 16588-06-0, MFCD00017134, A4JS3WES3X, NSC-127825, Benzamide,4-chloro-3-nitro-, NSC127825, UNII-A4JS3WES3X, SCHEMBL6473, 3-nitro-4-chloro-benzamide, LCZC1531, SCHEMBL1806187, CHEMBL1977211, SBB092661, STL140675, AKOS000200717, FC70253, SB77830, AC-25147, AS-30244, NCI60_000636, ST001805, SY073456, DB-043631, C3176, CS-0062147, NS00025429, EN300-15610, SR-01000042870, SR-01000042870-1, Z33546376
Application
4-Chloro-3-nitrobenzamide serves as a versatile building block in the synthesis of pharmaceuticals, particularly in the development of antimicrobial and antitumor agents. Its nitro and chloro groups facilitate nucleophilic aromatic substitution reactions, enabling the creation of diverse heterocyclic scaffolds. Researchers also utilize it in material science for designing nitroaromatic-based polymers or sensors.
Safety and Hazards
GHS Hazard Statements
- H317 (93.1%): May cause an allergic skin reaction [Warning Sensitization, Skin]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, and P501
Hazard Classes and Categories
- Skin Sens. 1 (93.1%)
- Eye Irrit. 2 (100%)
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