CAS 14337-43-0|2-Chloro-2-hydroxyiminoacetic acid ethyl ester|ethyl (2Z)-2-chloro-2-(hydroxyimino)acetate|ethyl (2Z)-2-chloro-2-(hydroxyimino)acetate|1-Ethyl oxalyl chloride 2-oxime|Ethyl chloro(hyd...

General Information

Structure

Molecular Formula

C₄H₆ClNO₃

Molecular Mass

151.54834

Exact Mass

151.00362074

Charge

InChI

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

InChIKey

UXOLDCOJRAMLTQ-UTCJRWHESA-N

Canonic Smiles

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

Isomeric Smiles

C(=N\O)(/C(=O)OCC)\Cl

Calculated Properties

JChem

Acid pKa

4.094757

H Acceptors

H Donor

LogD (pH = 5.5)

-0.36280936

LogD (pH = 7.4)

-1.3131554

Log P

1.0150932

Molar Refractivity

31.6365

Polarizability

12.380236

Polar Surface Area

58.89

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

2-Chloro-2-hydroxyiminoacetic acid ethyl ester1-Ethyl oxalyl chloride 2-oximeEthyl chloro(hydroxyimino)acetateEthyl chloro(hydroxyimino)ethanoateEthyl 2-Chloro-2-(hydroxyimino)acetate氯代肟基乙酸乙酯Ethyl 2-chloro-2-(hydroxyimino)acetate1-乙基乙二酰氯 2-肟(Z)-ethyl 2-chloro-2-(hydroxyimino)acetate

IUPAC name

ethyl (2Z)-2-chloro-2-(hydroxyimino)acetate ethyl 2-chloro-2-(hydroxyimino)acetate

IUPAC Traditional name

ethyl (2Z)-2-chloro-2-(hydroxyimino)acetate ethyl 2-chloro-2-(hydroxyimino)acetate

Names and Identifiers

Registration numbers

CAS Number

14337-43-0

MDL Number

MFCD00010209

PubChem SID

1620300912485760124854945

PubChem CID

9576005

Beilstein Number

606193

Registration numbers

Properties

Physical Property

Melting Point

70-76°C

70-76 °C(lit.)

72-77 °C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

292621

Application
Reagent used to prepare N-azirdinyloximes which on treatment with scandium triflate (418218) provide dihydro-oxadiazines.1
Packaging
5, 25 g in glass bottle

24870

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 1,2,3

Molecule Details

References

PubChem Literature

No Data Available

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References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

ethyl (2Z)-2-chloro-2-(hydroxyimino)acetate ethyl 2-chloro-2-(hydroxyimino)acetate

IUPAC Traditional name

ethyl (2Z)-2-chloro-2-(hydroxyimino)acetate ethyl 2-chloro-2-(hydroxyimino)acetate

Registration numbers

CAS Number

14337-43-0

MDL Number

MFCD00010209

PubChem SID

1620300912485760124854945

PubChem CID

9576005

Beilstein Number

606193

Molecule Details

Sigma Aldrich

292621

Application
Reagent used to prepare N-azirdinyloximes which on treatment with scandium triflate (418218) provide dihydro-oxadiazines.1
Packaging
5, 25 g in glass bottle

24870

References

PubChem Literature

No Data Available

Click here to submit data

Bioactivity

PubChem BioAssay

Properties

Physical Property

Melting Point

70-76°C

70-76 °C(lit.)

72-77 °C

Molecule

ID:64352