Thermo Scientific Chemicals

Isopropylidene malonate, 97%, Thermo Scientific Chemicals

Catalog number: A15603.36
500 g, Each
Thermo Scientific Chemicals

Isopropylidene malonate, 97%, Thermo Scientific Chemicals

Catalog number: A15603.36
500 g, Each
Quantity
Catalog number: A15603.36
also known as A15603-36
Price (EUR)
Quantity
-

Chemical Identifiers

CAS
2033-24-1
IUPAC Name
2,2-dimethyl-1,3-dioxane-4,6-dione
Molecular Formula
C6H8O4
InChI Key
GXHFUVWIGNLZSC-UHFFFAOYSA-N
SMILES
CC1(C)OC(=O)CC(=O)O1
Appearance (Color)
White to pale brown
Identification (FTIR)
Conforms
Assay (Aqueous acid-base Titration)
≥96.0% to ≤104.0%
Melting Point (clear melt)
88-97°C
Form
Crystals or crystalline powder

Description

Isopropylidene malonate is an important reagent in synthetic chemistry and involved in the formation of new C-C bonds, rings, amides, esters, and acids. The presence of carbonyl groups at C-4 and C-6 positions favors the alkylation and acylation reactions due to its acidic nature. It is also employed as an antimicrobial agent. It is used in the preparation of 4-pyridyl-substituted heterocycles, 2-substituted indoles, isofraxidin and macrocyclic beta-keto lactones. Further, it is involved in the Knoevenagel condensation reaction with aldehydes.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Isopropylidene malonate is an important reagent in synthetic chemistry and involved in the formation of new C-C bonds, rings, amides, esters, and acids. The presence of carbonyl groups at C-4 and C-6 positions favors the alkylation and acylation reactions due to its acidic nature. It is also employed as an antimicrobial agent. It is used in the preparation of 4-pyridyl-substituted heterocycles, 2-substituted indoles, isofraxidin and macrocyclic beta-keto lactones. Further, it is involved in the Knoevenagel condensation reaction with aldehydes.

Solubility
Soluble in water. Slightly soluble in ethanol and chloroform.

Notes
Store in a cool place. Incompatible with strong oxidizing agents.
RUO – Research Use Only

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    Safety and Handling


    Classification of the substance or mixture
    CLP classification - Regulation(EC) No 1272/2008
    Skin Corrosion/Irritation
    Category 2
    Acute aquatic toxicity
    Category 1
    Chronic aquatic toxicity
    Category 2
    Label Elements
    Signal Word

    Warning

    Hazard Statements

    H315 - Causes skin irritation

    H400 - Very toxic to aquatic life

    H411 - Toxic to aquatic life with long lasting effects

    Precautionary Statements

    P280 - Wear protective gloves/protective clothing

    P302 + P352 - IF ON SKIN: Wash with plenty of soap and water

    P332 + P313 - If skin irritation occurs: Get medical advice/attention