Potassium 2-cyanoacetate
Potassium 2-cyanoacetate (CAS 7062-95-5) is a versatile anionic building block engineered for Knoevenagel condensation, cyanoacetate ester synthesis, and heterocyclic construction in pharmaceutical and agrochemical development. This molecule integrates three key reactive motifs: a nucleophilic methylene group activated by both cyano and carboxylate functionalities, a readily displaceable potassium counterion enabling enhanced solubility in polar media and phase-transfer catalysis, and a cyano group serving as a precursor to amidines, tetrazoles, or fused nitrogen heterocycles. The unique α-activation by dual electron-withdrawing groups facilitates efficient condensation with aldehydes/ketones to form α,β-unsaturated nitriles, while the carboxylate moiety supports direct amidation or decarboxylative coupling strategies. Compared to its sodium analog, the potassium salt often exhibits improved solubility in certain polar aprotic solvents, making it advantageous for specific reaction conditions. This intermediate is particularly valuable for constructing pyrimidine, pyridine, and pyrrole scaffolds prevalent in kinase inhibitors, antiviral agents, and agrochemical actives. Manufactured with purity ≥98% under controlled conditions, it supports synthetic programs requiring modular access to activated methylene chemistry and cyano-functionalized architectures.
Property
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Product Name
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Potassium 2-cyanoacetate
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CAS Number
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7062-95-5
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Chinese Name
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2-氰基乙酸钾
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Synonyms
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Potassium cyanoacetate; Cyanoacetic acid potassium salt; NC-CH₂-COOK;
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Chinese Synonyms
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氰基乙酸钾; 2-氰基乙酸钾; 氰乙酸钾; α-氰基乙酸钾
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Molecular Formula
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C₃H₂KNO₂
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Molecular Weight
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123.16 g/mol
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Purity
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≥ 98% (titration/HPLC)
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Product Category
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Pharmaceutical Intermediates / Activated Methylene Compounds / Cyanoacetate Salts
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Appearance
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White to Off-white Crystalline Powder or Hygroscopic Solid
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Melting Point
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179-184°C
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| MDL Number | MFCD00045794 |
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Storage Conditions
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Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). This compound is hygroscopic—protect from atmospheric moisture to avoid clumping or hydrolysis.
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Shelf Life
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24 months under recommended storage conditions
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Packaging
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100g/bottle, 500g/bottle, 1kg/bottle, 5kg/drum, or customized according to customer requirements
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Applications
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Knoevenagel condensation for α,β-unsaturated nitrile synthesis, pyrimidine/pyridine heterocycle construction, cyanoacetate ester production via alkylation, antiviral drug intermediates, agrochemical active ingredient precursors
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Reactivity
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Suitable for Knoevenagel condensation with aldehydes/ketones, nucleophilic substitution at methylene position, cyano group conversion to amidine/tetrazole, decarboxylative coupling, and phase-transfer catalyzed alkylation
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Special Note
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Hygroscopic Potassium Salt—handle under dry conditions to maintain reactivity. The activated methylene enables efficient condensation chemistry. Part of our activated methylene building block series.
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