Description

4-Iodo-2-nitroanisole (CAS No. 52692-09-8) is a high-purity aromatic compound with the molecular formula C₇H₆INO₃ and IUPAC name 4-iodo-1-methoxy-2-nitrobenzene. This fine chemical features a nitro group and an iodine substituent on a methoxybenzene backbone, making it a versatile intermediate for organic synthesis and pharmaceutical research. Its molecular weight of 279.03 g/mol and crystalline solid form ensure consistent reactivity in coupling reactions, electrophilic substitutions, and as a precursor for advanced heterocyclic compounds. Ideal for researchers requiring precise halogenated nitroaromatics, this product is rigorously tested for purity (typically ≥97% by HPLC or GC analysis) and is supplied in securely sealed amber vials to prevent degradation. Store in a cool, dry place under inert conditions for optimal stability.

Properties

• CAS Number: 52692-09-8
• Complexity: 171
• IUPAC Name: 4-iodo-1-methoxy-2-nitro-benzene
• InChI: InChI=1S/C7H6INO3/c1-12-7-3-2-5(8)4-6(7)9(10)11/h2-4H,1H3
• InChI Key: WULXGCDMVLQZBT-UHFFFAOYSA-N
• Exact Mass: 278.93924
• Molecular Formula: C7H6INO3
• Molecular Weight: 279.03
• SMILES: COC1=C(C=C(C=C1)I)[N+](=O)[O-]
• Topological: 55.1
• Monoisotopic Mass: 278.93924
• Synonyms: 4-Iodo-2-nitroanisole, 52692-09-8, DTXSID20482369, DTXCID20433179, 4-iodo-1-methoxy-2-nitrobenzene, C7H6INO3, Benzene, 4-iodo-1-methoxy-2-nitro-, 4-iodo-1-methoxy-2-nitro-benzene, MFCD08060933, 4-methoxy-3-nitroiodobenzene, SCHEMBL1026500, WULXGCDMVLQZBT-UHFFFAOYSA-N, SBB064799, AKOS015890342, CS-W012289, DS-4063, AC-22952, DB-052168, ST51040099

Application

4-Iodo-2-nitroanisole serves as a key building block in the synthesis of agrochemicals, pharmaceuticals, and specialty dyes. Its iodine moiety enables efficient cross-coupling reactions (e.g., Suzuki or Ullmann couplings) for constructing complex aromatic systems. Researchers utilize this compound to develop nitroaromatic derivatives with potential biological activity. It is also employed in material science for designing light-sensitive polymers and as a reagent in analytical chemistry for iodine-specific detection methods.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.