Ethyl malonyl chloride
Ethyl malonyl chloride (CAS: 36239-09-5), with the linear formula CH₃CH₂OCOCH₂COCl and a molecular weight of 150.56 g/mol, is a versatile organic building block. This acid halide is crucial in organic synthesis, serving as a key intermediate for constructing more complex molecular architectures. Its reactivity makes it valuable for introducing the malonyl moiety in various chemical transformations, enabling the development of novel compounds for research and industrial applications.
- IUPAC
- Ethyl (chloroformyl)acetate,Ethyl 3-chloro-3-oxopropionate
- Synonyms
- Ethyl (chloroformyl)acetateEthyl 3-chloro-3-oxopropionate
Synthesis of Liquid-Crystalline Methanofullerodendrimers
Ethyl malonyl chloride serves as a critical reagent in the multi-step synthesis of novel liquid-crystalline methanofullerodendrimers. These advanced materials combine the unique properties of fullerenes with liquid-crystalline behaviour, opening avenues for advanced material science applications.
Development of Peptidomimetic Building Blocks
This compound is employed in the synthesis of 3,5-disubstituted 1,2,4-oxadiazole derivatives. These structures are investigated as potential peptidomimetic building blocks, valuable in medicinal chemistry for designing molecules that mimic peptide structures and functions.
Formation of 3-Pyrrolin-2-one Derivatives
Ethyl malonyl chloride facilitates the synthesis of 3-pyrrolin-2-ones through amidation with propargylamines. Subsequent base-catalyzed cyclization yields these heterocyclic compounds, which are of interest in synthetic organic chemistry.
| Molecular weight | 150.56 |
|---|---|
| Linear formula | CH3CH2OCOCH2COCl |
| Boiling point | 79-80 °C/25 mmHg(lit.) |
| Density | 1.176 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.429(lit.) |
| Storage temperature | 2-8°C |
| Application | Ethyl malonyl chloride was used in the synthesis of:• liquid-crystalline methanofullerodendrimers1• 3,5-disubstituted 1,2,4-oxadiazole derivatives, which are potential peptidomimetic building blocks2• 3-pyrrolin-2-ones via amidation with propargylamines and subsequent base catalyzed 5-exo-dig cyclization3 |
Hazard statements
- H314Causes severe skin burns and eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 64 °C / 147.2 °F |
| Transport (UN / ADR) | UN 3265 8 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 14-34 |
| Safety statements (S) | 7-26-36/37/39-45 |
| Supplemental hazards | Reacts violently with water. |
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 is Ethyl Malonyl Chloride used for?
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Ethyl malonyl chloride is primarily used as a versatile building block in organic synthesis. It plays a role in the creation of liquid-crystalline methanofullerodendrimers, 3,5-disubstituted 1,2,4-oxadiazole derivatives (potential peptidomimetic building blocks), and 3-pyrrolin-2-ones.
What are the CAS number and formula for Ethyl Malonyl Chloride?
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The CAS number for Ethyl Malonyl Chloride is 36239-09-5, and its linear formula is CH₃CH₂OCOCH₂COCl.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Ethyl Malonyl Chloride at a standard research/technical grade. We do not represent this product as meeting USP, BP, EP, or any pharmacopoeia standards.
How should Ethyl Malonyl Chloride be handled safely?
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Ethyl Malonyl Chloride is a dangerous substance that reacts violently with water and causes severe skin burns and eye damage (H314). Handle with extreme care, wearing appropriate personal protective equipment including face shields, gloves, goggles, and a suitable respirator. Ensure adequate ventilation and avoid contact with moisture.
How is Ethyl Malonyl Chloride packed, shipped, and exported?
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Ethyl Malonyl Chloride is carefully packaged according to international shipping regulations for hazardous materials. It is designated as UN 3265, Class 8, Packing Group III, and is shipped and exported globally by Tech Serve Solutions.
How can I request a sample or quote for Ethyl Malonyl Chloride?
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To request a sample or a detailed quote for Ethyl Malonyl Chloride, please contact our sales department via the website or direct email. Specify the quantity and your delivery requirements.
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