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Merck
CN

292621

Sigma-Aldrich

氯代肟基乙酸乙酯

97%

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别名:
1-乙基乙二酰氯 2-肟
线性分子式:
HON=C(Cl)CO2C2H5
CAS号:
分子量:
151.55
Beilstein:
606193
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

形式

solid

mp

70-76 °C (lit.)

储存温度

2-8°C

SMILES字符串

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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应用

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

警示用语:

Danger

危险分类

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

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

法规信息

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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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