mono-Ethyl malonate
Mono-Ethyl Malonate (CAS: 1071-46-1), with the chemical formula HO2CCH2CO2C2H5 and a molecular weight of 132.11 g/mol, is a key organic building block. This ester is widely utilised as a versatile reactant in chemical synthesis, particularly in the preparation of complex organic molecules. Its applications span the creation of heterocycles, acylation reactions, and modifications for biological applications, underscoring its importance in research and development.
- IUPAC
- (Ethoxycarbonyl)acetic acid,3-Ethoxy-3-oxopropanoic acid,Ethyl hydrogen malonate,Ethyl malonate,Monoethyl hydrogen malonate
Preparation of Tetramic Acids
Mono-ethyl malonate serves as a crucial reactant in the preparation of tetramic acids through Dieckmann ring closure reactions, enabling the synthesis of important heterocyclic structures.
Organocatalytic Reactions
It participates in organocatalytic decarboxylative Doebner-Knoevenagel reactions, facilitating carbon-carbon bond formation under mild catalytic conditions.
Bioconjugation Chemistry
The compound is employed for conjugation to amino-modified oligonucleotides, finding application in biochemical research and the development of diagnostic tools.
Acylation Agent
As an effective acylation agent, mono-ethyl malonate is used to introduce the ethoxycarbonylacetyl group in various organic synthesis pathways.
Pharmaceutical Intermediate Synthesis
It is utilised in the synthesis of indole glyoxylamides, which are investigated for their potential in therapeutic applications such as Prion disease treatment.
| Molecular weight | 132.11 |
|---|---|
| Linear formula | HO2CCH2CO2C2H5 |
| Boiling point | 106.5 °C/3 mmHg(lit.) |
| Density | 1.119 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.435(lit.) |
| Impurities tested | <10% ethyl malonate, potassium salt |
| Application | Reactant for:• Preparation of tetramic acids via Dieckmann ring closure1• Organocatalytic decarboxylative Doebner-Knoevenagel reactions2• Conjugation to amino-modified oligonucleotides3• Acylation reactions (acylation agent)4• Indole glyoxylamides for potential Prion disease treatment5• Knoevenagel condensation with aldehydes6 |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 113 °C / 235.4 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What are the primary uses of mono-Ethyl malonate?
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Mono-ethyl malonate is used as a reactant for the preparation of tetramic acids, in organocatalytic decarboxylative Doebner-Knoevenagel reactions, for conjugation to amino-modified oligonucleotides, in acylation reactions, and in the synthesis of indole glyoxylamides.
What is the CAS number and chemical formula for mono-Ethyl malonate?
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The CAS number is 1071-46-1, and the chemical formula is HO2CCH2CO2C2H5.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies mono-ethyl malonate with a purity indicated by '<10% ethyl malonate, potassium salt'. It is typically supplied as a technical or research grade, and TSS does not represent it as USP, BP, or EP grade unless explicitly stated.
How should mono-Ethyl malonate be handled safely?
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Mono-Ethyl Malonate is classified as a Warning substance, with hazard statements H315 (causes skin irritation), H319 (causes serious eye irritation), and H335 (may cause respiratory irritation). Appropriate personal protective equipment, including eyeshields and gloves, should be worn, and handling should occur in a well-ventilated area. Consult the Safety Data Sheet for detailed guidance.
Is mono-Ethyl Malonate a controlled substance?
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The provided data does not indicate that mono-Ethyl Malonate is a controlled substance.
How is mono-Ethyl Malonate packed and shipped?
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Tech Serve Solutions exports fine chemicals globally. Specific packaging and shipping details will be provided upon inquiry, adhering to all relevant transport regulations.
How can I request a quote or sample for mono-Ethyl Malonate?
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To request a quote or sample, please contact our sales team through the website or by phone, providing the product name and CAS number (1071-46-1).
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