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Merck
CN

292621

氯代肟基乙酸乙酯

97%

别名:

1-乙基乙二酰氯 2-肟

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线性分子式:
HON=C(Cl)CO2C2H5
化学文摘社编号:
分子量:
151.55
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
606193
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产品名称

氯代肟基乙酸乙酯, 97%

InChI

1S/C4H6ClNO3/c1-2-9-4(7)3(5)6-8/h8H,2H2,1H3/b6-3-

SMILES string

CCOC(=O)\C(Cl)=N\O

InChI key

UXOLDCOJRAMLTQ-UTCJRWHESA-N

assay

97%

form

solid

mp

70-76 °C (lit.)

functional group

amine
chloro
ester
oxime

storage temp.

2-8°C

Quality Level

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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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
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)

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