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Specifications of 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione丨CAS 15568-85-1
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Appearance |
Yellow solid |
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Identification |
The H1NMR should be correct |
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Purity |
97% min |
Transport Information of 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione丨CAS 15568-85-1
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Parameter |
Specification |
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UN Number |
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Class |
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Packing Group |
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H.S. Code |
2932209090303 |
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Stability & Reactivity |
The product is chemically stable under standard ambient conditions. |
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Storage |
Tightly closed. Store in a closed, dry, ventilated place |
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Condition to Avoid |
Store the container tightly closed in a dry, cool and well-ventilated place. Store apart from foodstuff containers or incompatible materials. |
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Package |
Applications of 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione丨CAS 15568-85-1
1. Intermediate in Organic Synthesis
Acts as a highly versatile electrophilic reagent due to the activated methylene and enol ether structure.
Commonly used in the synthesis of:
Heterocycles
Substituted alkenes
Bioactive molecules including potential pharmaceutical leads
2. Reagent in Knoevenagel Condensations
The methoxymethylene group behaves as a vinylogous ester, enabling Knoevenagel-type condensations with aldehydes or ketones to form α,β-unsaturated carbonyl compounds.
3. Building Block in Drug Discovery
Frequently used in combinatorial chemistry and library synthesis due to its reactivity and ability to introduce functional complexity.
The dioxane-dione ring is chemically reactive and serves as a latent carboxylic acid equivalent, which can be exploited for further transformations.
4. Precursor for Cyclization Reactions
Useful in domino or cascade reactions for creating complex ring systems.
Can undergo ring-opening or decarboxylation under controlled conditions, leading to diverse products.
Benefits
1. High Reactivity
The combination of the electron-withdrawing dione and the electron-donating methoxy group makes the methylene carbon highly reactive.
Enables efficient C–C bond formation under mild conditions.
2. Structural Versatility
Serves as a flexible scaffold for designing complex molecules.
The dioxane ring system adds rigidity and can influence the stereoelectronic properties of target molecules.
3. Facilitates Green Chemistry
Can be used under mild and solvent-efficient conditions, which is advantageous in sustainable chemical synthesis.
4. Widely Applicable in Medicinal Chemistry
Suitable for constructing pharmacophores or scaffolds in antiviral, anticancer, or anti-inflammatory compounds.
Summary
5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione丨CAS 15568-85-1 is a highly functionalized malonic acid derivative that serves as a powerful synthetic intermediate in organic and medicinal chemistry. Its reactivity makes it valuable in condensation, cyclization, and derivatization reactions, supporting the development of complex and bioactive molecules.
