Description

2-Chloro-5-nitrobenzoyl chloride (CAS No. 25784-91-2) is a highly reactive and versatile organic compound with the molecular formula C₇H₃Cl₂NO₃. This aromatic acyl chloride is widely used in organic synthesis, particularly as a key intermediate in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its reactive benzoyl chloride group enables efficient acylation reactions, while the nitro and chloro substituents provide additional sites for further functionalization. This compound is supplied as a high-purity reagent, ensuring optimal performance in demanding applications. Proper handling is essential due to its moisture sensitivity and potential corrosivity. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 25784-91-2
• Complexity: 228
• IUPAC Name: 2-chloro-5-nitro-benzoyl chloride
• InChI: InChI=1S/C7H3Cl2NO3/c8-6-2-1-4(10(12)13)3-5(6)7(9)11/h1-3H
• InChI Key: OGLKKYALUKXVPQ-UHFFFAOYSA-N
• Exact Mass: 218.9489983
• Molecular Formula: C7H3Cl2NO3
• Molecular Weight: 220.01
• SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)Cl)Cl
• Topological: 62.9
• Monoisotopic Mass: 218.9489983
• Synonyms: 2-Chloro-5-nitrobenzoyl chloride, 25784-91-2, Benzoyl chloride, 2-chloro-5-nitro-, EINECS 247-262-4, DTXSID9067148, DTXCID2037390, 247-262-4, 2-Chloro-5-nitrobenzoylchloride, MFCD00059180, 2-chloro-5-nitrobenzoic acid chloride, 2-chloro-5-nitro-benzoyl chloride, SCHEMBL398463, 2-chloro-5nitrobenzoyl chloride, 2-chloro-5-nitro-benzoic chloride, 2-chloranyl-5-nitro-benzoyl chloride, AKOS003634134, GS-6063, AC-26027, DB-027981, NS00027964, ST51040172, 2-chloro-5-nitrobenzoyl chloride, AldrichCPR, F11412, EN300-1459117, A818518, InChI=1/C7H3Cl2NO3/c8-6-2-1-4(10(12)13)3-5(6)7(9)11/h1-3

2-Chloro-5-nitrobenzoyl chloride is primarily employed as a building block in the synthesis of active pharmaceutical ingredients (APIs) and fine chemicals. It serves as a key intermediate in the preparation of herbicides, dyes, and corrosion inhibitors. Researchers also utilize this compound in peptide coupling reactions and as a precursor for advanced materials. Its unique substitution pattern makes it valuable for constructing complex molecular architectures in medicinal chemistry.

Safety and Hazards

GHS Hazard Statements

• H290 (14.3%): May be corrosive to metals [Warning Corrosive to Metals]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (14.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P234, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P390, P405, P406, and P501

Hazard Classes and Categories

• Met. Corr. 1 (14.3%)
• Skin Corr. 1C (100%)
• Eye Dam. 1 (14.3%)

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