292621

Ethyl 2-chloro-2-(hydroxyimino)acetate

97%

• Synonym(s): 1-Ethyl oxalyl chloride 2-oxime
• Linear Formula: HON=C(Cl)CO₂C₂H₅
• CAS Number: 14337-43-0
• Molecular Weight: 151.55
• Beilstein/REAXYS Number: 606193
• MDL number: MFCD00010209
• UNSPSC Code: 12352100
• PubChem Substance ID: 24857601
• NACRES: NA.22

Properties

• assay: 97%
• form: solid
• mp: 70-76 °C (lit.)
• functional group: amine; chloro; ester; oxime
• storage temp.: 2-8°C
• SMILES string: CCOC(=O)\C(Cl)=N\O
• InChI: 1S/C4H6ClNO3/c1-2-9-4(7)3(5)6-8/h8H,2H2,1H3/b6-3-
• InChI key: UXOLDCOJRAMLTQ-UTCJRWHESA-N

Description

Application

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

Safety Information

• pictograms: GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H315,H318,H334,H335
• pcodes: P261 - P280 - P305 + P351 + P338 - P342 + P311
• Hazard Classifications: Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves