Thermo Scientific Chemicals

Ethyl hydrogen malonate, 96%, Thermo Scientific Chemicals

Catalog number: A12627.09
10 g, Each
Thermo Scientific Chemicals

Ethyl hydrogen malonate, 96%, Thermo Scientific Chemicals

Catalog number: A12627.09
10 g, Each
Quantity
Catalog number: A12627.09
also known as A12627-09
Price (EUR)
Quantity
-

Chemical Identifiers

CAS
1071-46-1
IUPAC Name
3-ethoxy-3-oxopropanoic acid
Molecular Formula
C5H8O4
InChI Key
HGINADPHJQTSKN-UHFFFAOYSA-N
SMILES
CCOC(=O)CC(O)=O
Appearance (Color)
Clear colorless to pale yellow
Assay (Aqueous acid-base Titration)
≥95.0 to ≤105.0%
Refractive Index
1.4245-1.4320 @ 20?C
Water Content (Karl Fischer Titration)
≤2%
Form
Liquid

Description

Ethyl hydrogen malonate is used as a reactant for the preparation of tetramic acids through Dieckmann ring closure and organocatalytic decarboxylative Doebner-Knoevenagel reactions. It is involved in the acylation reactions and Knoevenagel condensation with aldehydes. It is also used in the preparation of gamma-lactones from olefins by intermolecular carbolactonization in presence of Mn(III) acetate as a catalyst.

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
Ethyl hydrogen malonate is used as a reactant for the preparation of tetramic acids through Dieckmann ring closure and organocatalytic decarboxylative Doebner-Knoevenagel reactions. It is involved in the acylation reactions and Knoevenagel condensation with aldehydes. It is also used in the preparation of gamma-lactones from olefins by intermolecular carbolactonization in presence of Mn(III) acetate as a catalyst.

Solubility
Miscible with water, chloroform and other solvents.

Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only

Figures

Documents & Downloads

Certificates

    Frequently asked questions (FAQs)

    Citations & References

    Search citations by name, author, journal title or abstract text

    Safety and Handling


    Classification of the substance or mixture
    CLP classification - Regulation(EC) No 1272/2008
    Skin Corrosion/Irritation
    Category 2
    Serious Eye Damage/Eye Irritation
    Category 2
    Specific target organ toxicity - (single exposure)
    Category 3
    Label Elements
    Signal Word

    Warning

    Hazard Statements

    H315 - Causes skin irritation

    H319 - Causes serious eye irritation

    H335 - May cause respiratory irritation

    Precautionary Statements

    P261 - Avoid breathing dust/fume/gas/mist/vapors/spray

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

    P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing

    P280 - Wear protective gloves/protective clothing/eye protection/face protection

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

    P337 + P313 - If eye irritation persists: Get medical advice/attention