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292621

Sigma-Aldrich

Ethyl 2-chloro-2-(hydroxyimino)acetate

97%

Synonym(s):
1-Ethyl oxalyl chloride 2-oxime
Linear Formula:
HON=C(Cl)CO2C2H5
CAS Number:
Molecular Weight:
151.55
Beilstein:
606193
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

70-76 °C (lit.)

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

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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

Packaging

5, 25 g in glass bottle

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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