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Merck
CN

24870

Ethyl 2-chloro-2-(hydroxyimino)acetate

purum, ≥95.0% (T)

Synonym(s):

1-Ethyl oxalyl chloride 2-oxime

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About This Item

Linear Formula:
HON=C(Cl)CO2C2H5
CAS Number:
Molecular Weight:
151.55
PubChem Substance ID:
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
606193
MDL number:
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grade

purum

assay

≥95.0% (T)

mp

70-76 °C (lit.), 72-77 °C

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

Other Notes

Precursor for the preparation of carbethoxyformonitrile oxide, CEFNO, used for dipolar 1,3-cycloaddition with olefins; this is a versatile method for the cis carboxy-hydroxylation of olefins

Regulatory Information

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S. Auricchio et al.
Tetrahedron, 43, 3983-3983 (1987)
A.P. Kozikowski et al.
The Journal of Organic Chemistry, 49, 2762-2762 (1984)
M.D. Taylor et al.
The Journal of Organic Chemistry, 54, 5585-5585 (1989)

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