Description

4-Cyano-2-methoxybenzoic acid (CAS No. 89469-52-3) is a high-purity aromatic carboxylic acid derivative featuring a cyano group at the para position and a methoxy group at the ortho position relative to the carboxylic acid functionality. With the molecular formula C₉H₇NO₃, this compound is an essential intermediate in organic synthesis and pharmaceutical research. Its unique structure makes it valuable for constructing complex molecules, particularly in medicinal chemistry and material science applications. Available in crystalline form, our product is rigorously tested for purity (typically ≥95% by HPLC) and consistency, ensuring reliable performance in sensitive reactions. Suitable for use in peptide coupling, esterification, and as a building block for heterocyclic compounds, this benzoic acid derivative is packaged under inert conditions to guarantee stability.

Properties

• CAS Number: 89469-52-3
• Complexity: 242
• IUPAC Name: 4-cyano-2-methoxy-benzoic acid
• InChI: InChI=1S/C9H7NO3/c1-13-8-4-6(5-10)2-3-7(8)9(11)12/h2-4H,1H3,(H,11,12)
• InChI Key: ZMYZUBQHLGJMDS-UHFFFAOYSA-N
• Exact Mass: 177.042593085
• Molecular Formula: C9H7NO3
• Molecular Weight: 177.16
• SMILES: COC1=C(C=CC(=C1)C#N)C(=O)O
• Topological: 70.3
• Monoisotopic Mass: 177.042593085
• Synonyms: 4-Cyano-2-methoxybenzoic acid, 89469-52-3, DTXSID30569433, DTXCID70520205, 816-389-2, 4-Cyano-2-methoxybenzoicacid, MFCD11520909, Benzoic acid, 4-cyano-2-methoxy-, 2-Methoxy-4-cyanobenzoic acid, SCHEMBL1614434, 2-methoxy-4-cyano benzoic acid, 2-methoxy-4-cyano-benzoic acid, 4-cyano-2-methoxy benzoic acid, ZMYZUBQHLGJMDS-UHFFFAOYSA-N, CL9446, AKOS006324518, CS-W022170, DS-16537, SY111581, DB-340221, EN300-114499, Z1198330390

Application

4-Cyano-2-methoxybenzoic acid serves as a versatile synthon in pharmaceutical research, particularly in the development of kinase inhibitors and anti-inflammatory agents. Its electron-withdrawing cyano group enhances reactivity in nucleophilic aromatic substitution reactions, while the methoxy group offers steric control for regioselective transformations. Researchers utilize this compound as a precursor for fluorescent dyes and liquid crystal materials due to its conjugated system. It is also employed in metal-organic framework (MOF) synthesis as a functionalized linker.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (50%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)
• Skin Irrit. 2 (50%)
• Eye Irrit. 2A (50%)
• Acute Tox. 4 (100%)
• STOT SE 3 (50%)

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