Description

2-Chlorobenzoyl chloride (CAS No. 609-65-4) is a highly reactive organic compound with the molecular formula C₇H₄Cl₂O. This colorless to pale yellow liquid is a key intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and specialty chemicals. Its IUPAC name is 2-chlorobenzoyl chloride, and it is also known by synonyms such as o-Chlorobenzoyl chloride. With a molecular weight of 175.01 g/mol, it exhibits a boiling point of approximately 230-232°C and a density of 1.374 g/cm³ at 25°C. This compound is moisture-sensitive and should be stored under inert conditions to prevent hydrolysis. Ideal for researchers and industrial applications requiring precise acylating or chlorinating agents.

Properties

• CAS Number: 609-65-4
• Complexity: 136
• IUPAC Name: 2-chlorobenzoyl chloride
• InChI: InChI=1S/C7H4Cl2O/c8-6-4-2-1-3-5(6)7(9)10/h1-4H
• InChI Key: ONIKNECPXCLUHT-UHFFFAOYSA-N
• Exact Mass: 173.9639201
• Molecular Formula: C7H4Cl2O
• Molecular Weight: 175.01
• SMILES: C1=CC=C(C(=C1)C(=O)Cl)Cl
• Topological: 17.1
• Monoisotopic Mass: 173.9639201
• Physical Description: Colorless liquid with an acrid odor;
• Synonyms: 2-Chlorobenzoyl chloride, 609-65-4, Benzoyl chloride, 2-chloro-, o-Chlorobenzoyl chloride, Benzoyl chloride, o-chloro-, EINECS 210-194-0, NSC 93897, CCRIS 8614, JR29A4N74X, AI3-14888, NSC-93897, DTXSID9060572, CHEBI:60719, Benzoyl chloride, ochloro, Benzoyl chloride, 2chloro, DTXCID0042905, Benzoyl chloride, ochloro (8CI), Benzoyl chloride, o-chloro-(8CI), 210-194-0, inchi=1/c7h4cl2o/c8-6-4-2-1-3-5(6)7(9)10/h1-4, Chlorobenzoyl chloride, o-chlorobenzoylchloride, 2-chloro-benzoyl chloride, MFCD00000660, 1321-03-5, NSC 93897; o-Chlorobenzoyl Chloride, 2-chlorobenzoylchloride, Benzoyl chloride, chloro-, UNII-JR29A4N74X, 2-chlorobenzoic acid chloride, 2-chorobenzoyl chloride, 2-chlorobenzoic chloride, 2-Chloro-benzoylchloride, o-chloro-benzoyl chloride, 2-chloro benzoic chloride, 2-chloro benzoyl chloride, Orthochlorobenzoyl chloride, SCHEMBL93276, 2-Chlorobenzoyl chloride, 95%, CS-B1787, NSC93897, SBB058743, STL141093, AKOS000121268, PS-10799, NS00034511, ST51037878, EN300-19180, E80416, 2-Chlorobenzoyl chloride, purum, >=97.0% (HPLC), Q27128560, F2190-0061

Application

2-Chlorobenzoyl chloride is widely used as an acylating agent in the synthesis of pharmaceuticals, including non-steroidal anti-inflammatory drugs (NSAIDs) and other active pharmaceutical ingredients (APIs). It serves as a key intermediate in the production of herbicides, insecticides, and other agrochemicals. Additionally, this compound is employed in organic synthesis for the preparation of dyes, fragrances, and polymer precursors. Its reactivity makes it valuable in laboratory-scale reactions for introducing the 2-chlorobenzoyl moiety into target molecules.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Skin Corr. 1B (100%)

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