Ethyl 2-chloro-2-(hydroxyimino)acetate
Ethyl 2-chloro-2-(hydroxyimino)acetate (CAS: 14337-43-0; Formula: HON=C(Cl)CO <sub>2</sub>C<sub>2</sub>H<sub>5</sub>; Molar Mass: 151.55 g/mol) is a chemical intermediate. This compound is valuable in organic synthesis, particularly for preparing heterocyclic compounds and chiral amino acid derivatives. Its applications span various research areas, including medicinal chemistry and the development of novel organic materials. It is supplied with an assay of 97%.
- IUPAC
- 1-Ethyl oxalyl chloride 2-oxime
Preparation of Isoxazolines
Ethyl 2-chloro-2-(hydroxyimino)acetate has been employed in the synthetic routes for producing (+)- and (−)-Δ<sup>2</sup>-isoxazolines, which are important heterocyclic structures in organic chemistry.
Synthesis of Chiral Amino Acids
This compound serves as a precursor in the synthesis of CIP-AS (−), a chiral amino acid analogue designed to interact with AMPA-kainate receptors, demonstrating its utility in neurochemical research.
Generation of Ethoxycarbonylformonitrile Oxide
Treatment of Ethyl 2-chloro-2-(hydroxyimino)acetate with sodium bicarbonate enables the <i>in situ</i> generation of ethoxycarbonylformonitrile oxide, a reactive intermediate for further synthetic transformations.
Synthesis of Dihydro-oxadiazines
The compound is used to prepare <i>N</i>-azirdinyloximes, which subsequently react with scandium triflate to yield dihydro-oxadiazines, showcasing its role in heterocyclic synthesis.
| Molecular weight | 151.55 |
|---|---|
| Linear formula | HON=C(Cl)CO2C2H5 |
| Assay | 97% |
| Storage temperature | 2-8°C |
| Application | Ethyl 2-chloro-2-(hydroxyimino)acetate has been used:• in the preparation of (+)-and (−)-Δ2-isoxazolines1• in the synthesis of CIP-AS (−), a chiral amino acid structurally related to glutamic acid, potential agonist at the ionotropic (±±)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid (AMPA)-kainate receptors2• to generate ethoxycarbonylformonitrile oxide, in situ by treatment with sodium bicarbonate3• to prepare N-azirdinyloximes which on treatment with scandium triflate (418218) provide dihydro-oxadiazines4 |
| Melting point | 70-76 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H318Causes serious eye damage
- H334May cause allergy or asthma symptoms if inhaled
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P342
| Protective equipment | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
|---|---|
| Transport (UN / ADR) | UN 3335 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 37/38-41-42/43 |
| Safety statements (S) | 22-26-36/37/39-45 |
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 2-chloro-2-(hydroxyimino)acetate used for?
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Ethyl 2-chloro-2-(hydroxyimino)acetate is used as a building block in organic synthesis, particularly for preparing isoxazolines, chiral amino acids, and dihydro-oxadiazines. It can also be used to generate ethoxycarbonylformonitrile oxide <i>in situ</i>.
What are the CAS number and formula for Ethyl 2-chloro-2-(hydroxyimino)acetate?
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The CAS number is 14337-43-0, and the linear formula is HON=C(Cl)CO<sub>2</sub>C<sub>2</sub>H<sub>5</sub>.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Ethyl 2-chloro-2-(hydroxyimino)acetate with an assay of 97%. We do not represent this product as USP, BP, or EP grade.
How should Ethyl 2-chloro-2-(hydroxyimino)acetate be handled safely?
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This compound is a Danger hazard, causing skin irritation (H315), serious eye damage (H318), and may cause allergy or asthma symptoms or breathing difficulties if inhaled (H334, H335). Appropriate personal protective equipment, including a dust mask (type N95), eyeshields, face shields, and gloves, must be used. Handle in a well-ventilated area.
Is Ethyl 2-chloro-2-(hydroxyimino)acetate available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including Ethyl 2-chloro-2-(hydroxyimino)acetate, which is suitable for export.
How can I request a sample or quote for this product?
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To request a sample or quote for Ethyl 2-chloro-2-(hydroxyimino)acetate, please contact our sales team through the website or by phone, providing the product name and CAS number.
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