292621
Ethyl 2-chloro-2-(hydroxyimino)acetate
97%
Synonym(s):
1-Ethyl oxalyl chloride 2-oxime
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$55.80
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5 G
$55.80
25 G
$122.00
About This Item
Linear Formula:
HON=C(Cl)CO2C2H5
CAS Number:
Molecular Weight:
151.55
Beilstein/REAXYS Number:
606193
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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Related Categories
Application
Ethyl 2-chloro-2-(hydroxyimino)acetate has been used:
- in the preparation of (+)-and (−)-Δ2-isoxazolines[1]
- 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[2]
- to generate ethoxycarbonylformonitrile oxide, in situ by treatment with sodium bicarbonate[3]
- to prepare N-azirdinyloximes which on treatment with scandium triflate (418218) provide dihydro-oxadiazines[4]
signalword
Danger
hcodes
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
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Clelia Dallanoce et al.
Bioorganic & medicinal chemistry, 14(13), 4393-4401 (2006-03-15)
The new enantiomerically pure 3-substituted-Delta(2)-isoxazolin-5-yl-ethanolamines (+)-6a/(-)-6b, (-)-6a/(+)-6b, and (+)-7a/(-)-7b, prepared via a 1,3-dipolar cycloaddition-based approach, were tested for their affinity at human beta(1)-, beta(2)-, and beta(3)-adrenergic receptor (beta-AR) subtypes stably expressed in CHO cells. The corresponding 3-isopropenyl derivatives (+)-5a/(-)-5b, (-)-5a/(+)-5b
Occupational allergic contact dermatitis from ethyl chloro oximido acetate.
B M Hausen
Contact dermatitis, 27(4), 277-278 (1992-10-01)
Tetrahedron Letters, 47, 9029-9029 (2006)
An improved synthesis of enantiomerically pure CIP-AS, a potent and selective AMPA-kainate receptor agonist.
Conti P, et al.
Tetrahedron Asymmetry, 12(9), 1363-1367 (2001)
Enantiopure stereoisomeric homologues of glutamic acid: chemoenzymatic synthesis and assignment of their absolute configurations.
Roda G, et al.
Tetrahedron Asymmetry, 15(19), 3079-3090 (2004)
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