2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER
- Product Name
- 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER
- CAS No.
- 14337-43-0
- Chemical Name
- 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER
- Synonyms
- ethyl (Z)-2-chloro-2-(hydroxyimino)acetate;CHLOROOXIME;ETHYL CHLOROOXIMIDOACETATE;ETHYL 2-CHLORO-2-(HYDROXYIMINO)ACETATE;AKOS MSC-0743;ZERENEX ZX011529;Ethyl 2-chloro-2-(;TIMTEC-BB SBB009890;ETHYLCHLOROXIMIDOACETATE;Ethylchloroximide acetate
- CBNumber
- CB7744567
- Molecular Formula
- C4H6ClNO3
- Formula Weight
- 151.55
- MOL File
- 14337-43-0.mol
2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER Property
- Melting point:
- 70-76 °C (lit.)
- Boiling point:
- 230.5±23.0 °C(Predicted)
- Density
- 1.36±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- 7.60±0.10(Predicted)
- color
- White to Almost white
- Sensitive
- Moisture Sensitive/Lachrymatory
- BRN
- 606193
- InChI
- InChI=1S/C4H6ClNO3/c1-2-9-4(7)3(5)6-8/h8H,2H2,1H3
- InChIKey
- UXOLDCOJRAMLTQ-UHFFFAOYSA-N
- SMILES
- C(OCC)(=O)C(Cl)=NO
- CAS DataBase Reference
- 14337-43-0(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 37/38-41-42/43-36/37/38
- Safety Statements
- 22-26-36/37/39-45-36
- RIDADR
- UN 3335
- WGK Germany
- 3
- F
- 10-19-21
- HazardClass
- 9
- HS Code
- 29280000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H315Causes skin irritation
H318Causes serious eye damage
H334May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- 292621
- Product name
- Ethyl 2-chloro-2-(hydroxyimino)acetate
- Purity
- 97%
- Packaging
- 5g
- Price
- $55.8
- Updated
- 2025/07/31
- Product number
- 292621
- Product name
- Ethyl 2-chloro-2-(hydroxyimino)acetate
- Purity
- 97%
- Packaging
- 25g
- Price
- $122
- Updated
- 2025/07/31
- Product number
- E0371
- Product name
- Ethyl 2-Chloro-2-(hydroxyimino)acetate
- Purity
- >99.0%(T)
- Packaging
- 5g
- Price
- $41
- Updated
- 2025/07/31
- Product number
- E0371
- Product name
- Ethyl 2-Chloro-2-(hydroxyimino)acetate
- Purity
- >99.0%(T)
- Packaging
- 25g
- Price
- $114
- Updated
- 2025/07/31
- Product number
- E901990
- Product name
- Ethyl 2-Chloro-2-(hydroxyimino)acetate
- Packaging
- 10g
- Price
- $105
- Updated
- 2021/12/16
2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER Chemical Properties,Usage,Production
Chemical Properties
off-white solid
Uses
Ethyl 2-chloro-2-(hydroxyimino)acetate has been used:
- in the preparation of (+)-and (?)-Δ2-isoxazolines
- 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 receptors
- to generate ethoxycarbonylformonitrile oxide, in situ by treatment with sodium bicarbonate
- to prepare N-azirdinyloximes which on treatment with scandium triflate (418218) provide dihydro-oxadiazines
Synthesis
459-73-4
14337-43-0
General procedure for the synthesis of ethyl chlorooxime acetate from ethyl 2-aminoacetate: ethyl aminoacetate (5 g, 48.53 mmol) was dissolved in water (5 ml) to form a solution. To this solution, concentrated hydrochloric acid (8 ml) was slowly added at 0°C, followed by a mixture of sodium nitrite (NaNO2, 4.91 g, 145.6 mmol) and water (5 ml). The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was extracted with ethyl acetate. The organic layers were combined and dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under vacuum to give ethyl chloroxime acetate (1.5 g, 20% yield) as a white solid.1H NMR (400 MHz, CDCl3): δ 1.37-1.41 (t, J = 7.2 Hz, 3H); 4.38-4.43 (q, J = 7.2 Hz, 2H). 9.59-9.61 (m, 1H).
References
[1] Patent: WO2009/118759, 2009, A2. Location in patent: Page/Page column 113
[2] Journal of Heterocyclic Chemistry, 1964, vol. 1, p. 280 - 287
[3] Patent: CN108440435, 2018, A. Location in patent: Paragraph 0024; 0027; 0029; 0038
2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER manufacturers
- Product
- Ethyl (2Z)-chloro(hydroxyimino)acetate 14337-43-0
- Price
- US $50.00/KG
- Min. Order
- 1KG
- Purity
- >99%
- Supply Ability
- 20tons
- Release date
- 2023-03-16
- Product
- Ethyl (2Z)-chloro(hydroxyimino)acetate 14337-43-0
- Price
- US $1.00/KG
- Min. Order
- 0.5KG
- Purity
- >99%
- Supply Ability
- 20tons
- Release date
- 2020-12-29
- Product
- 2-Chloro-2-hydroxyiminoacetic acid ethyl ester 14337-43-0
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 100 tons
- Release date
- 2022-01-26