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2-Chloro-2-hydroxyiminoacetic acid ethyl ester

CAS No.
14337-43-0
Chemical Name:
2-Chloro-2-hydroxyiminoacetic acid ethyl ester
Synonyms
ETHYL 2-CHLORO-2-(HYDROXYIMINO)ACETATE;ethyl (Z)-2-chloro-2-(hydroxyimino)acetate;CHLOROOXIME;ETHYL CHLOROOXIMIDOACETATE;Ethyl chloro(hydroxyimino)acetate;AKOS MSC-0743;ZERENEX ZX011529;Ethyl 2-chloro-2-(;TIMTEC-BB SBB009890;ETHYLCHLOROXIMIDOACETATE
CBNumber:
CB7744567
Molecular Formula:
C4H6ClNO3
Molecular Weight:
151.55
MDL Number:
MFCD00010209
MOL File:
14337-43-0.mol
MSDS File:
SDS
Last updated:2026-09-12 18:55:06

2-Chloro-2-hydroxyiminoacetic acid ethyl ester Properties

Melting point 70-76 °C (lit.)
Boiling point 230.5±23.0 °C(Predicted)
Density 1.36±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility soluble in Methanol
pka 7.60±0.10(Predicted)
form powder to crystal
color White to Almost white
Sensitive Moisture Sensitive/Lachrymatory
BRN 606193
InChI InChI=1S/C4H6ClNO3/c1-2-9-4(7)3(5)6-8/h8H,2H2,1H3
InChIKey UXOLDCOJRAMLTQ-UHFFFAOYSA-N
SMILES C(OCC)(=O)C(Cl)=NO
CAS DataBase Reference 14337-43-0(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS05,GHS07,GHS08
Signal word  Danger
Hazard statements  H315-H318-H334-H335
Precautionary statements  P261-P280-P305+P351+P338-P342+P311
Hazard Codes  Xn,Xi
Risk Statements  37/38-41-42/43-36/37/38
Safety Statements  22-26-36/37/39-45-36
RIDADR  UN 3335
WGK Germany  3
10-19-21
HazardClass  9
HS Code  29280000
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
0
3 0

2-Chloro-2-hydroxyiminoacetic acid ethyl ester price More Price(69)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 292621 Ethyl 2-chloro-2-(hydroxyimino)acetate 97% 14337-43-0 5g $59.4 2026-04-30 Buy
Sigma-Aldrich 292621 Ethyl 2-chloro-2-(hydroxyimino)acetate 97% 14337-43-0 25g $130 2026-04-30 Buy
TCI Chemical E0371 Ethyl 2-Chloro-2-(hydroxyimino)acetate >99.0%(T) 14337-43-0 5g $57 2026-04-30 Buy
TCI Chemical E0371 Ethyl 2-Chloro-2-(hydroxyimino)acetate >99.0%(T) 14337-43-0 25g $159 2026-04-30 Buy
Usbiological 275506 Ethyl 2-chloro-2-(hydroxyimino)acetate ≥97% 14337-43-0 5g $337 2026-06-03 Buy
Product number Packaging Price Buy
292621 5g $59.4 Buy
292621 25g $130 Buy
E0371 5g $57 Buy
E0371 25g $159 Buy
275506 5g $337 Buy

2-Chloro-2-hydroxyiminoacetic acid ethyl ester Chemical Properties,Uses,Production

Chemical Properties

off-white solid

Uses

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

Synthesis

ethyl glycinate

459-73-4

2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER

14337-43-0

General procedure for the synthesis of ethyl chlorooxime acetate from ethyl 2-aminoacetate: ethyl aminoacetate (5 g, 48.53 mmol) was dissolved in water (5 ml) to form a solution. To this solution, concentrated hydrochloric acid (8 ml) was slowly added at 0°C, followed by a mixture of sodium nitrite (NaNO2, 4.91 g, 145.6 mmol) and water (5 ml). The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was extracted with ethyl acetate. The organic layers were combined and dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under vacuum to give ethyl chloroxime acetate (1.5 g, 20% yield) as a white solid.1H NMR (400 MHz, CDCl3): δ 1.37-1.41 (t, J = 7.2 Hz, 3H); 4.38-4.43 (q, J = 7.2 Hz, 2H). 9.59-9.61 (m, 1H).

References

[1] Patent: WO2009/118759, 2009, A2. Location in patent: Page/Page column 113
[2] Journal of Heterocyclic Chemistry, 1964, vol. 1, p. 280 - 287
[3] Patent: CN108440435, 2018, A. Location in patent: Paragraph 0024; 0027; 0029; 0038

31767-15-4
14337-43-0
Synthesis of 2-Chloro-2-hydroxyiminoacetic acid ethyl ester from Acetic acid, 2-(hydroxyimino)-, ethyl ester, (2E)-
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View Lastest Price from 2-Chloro-2-hydroxyiminoacetic acid ethyl ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl (2Z)-chloro(hydroxyimino)acetate pictures 2023-08-16 Ethyl (2Z)-chloro(hydroxyimino)acetate
14337-43-0
$50.00 1KG >99% 20tons Weijer International Trade (Hebei) Co., Ltd
Ethyl (2Z)-chloro(hydroxyimino)acetate pictures 2023-01-12 Ethyl (2Z)-chloro(hydroxyimino)acetate
14337-43-0
$1.00 >99% 20tons Anhui Rencheng Technology Co., Ltd
2-Chloro-2-hydroxyiminoacetic acid ethyl ester pictures 2022-01-27 2-Chloro-2-hydroxyiminoacetic acid ethyl ester
14337-43-0
1KG 99.0% 100 tons Honest Joy Holdings Limited
Ethyl 2-chloro-2-(hydroxyimino)acetate 97% (2Z)-2-chloro-2-hydroximino-acetic acid ethyl ester (2Z)-2-chloro-2-hydroxyiminoacetic acid ethyl ester ETHYLCHLOROXIMIDOACETATE ETHYL CHLOROOXIMIDOACETATE Ethyl 2-chloro-2-(hydroxyimino)ethanoate 2-chloro-2-hydroximino-acetic acid ethyl ester ethyl (2Z)-2-chloro-2-hydroxyiminoacetate ethyl (2Z)-2-chloro-2-hydroxyimino-acetate ethyl (2Z)-2-chloro-2-hydroxyimino-ethanoate ethyl (2Z)-chloro(hydroxyimino)acetate Ethyl 2-chloro-2-( 2-chloro-2-hydroxyliminoacetic acid ethyl ester ethyle2-chloro-2-(hydroxyimino)acetate 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER(Cas number:14337-43-0) ETHYL CHLOROOXIMINOACETATE AKOS MSC-0743 ALPHA-CHLOROGLYOXALIC ACID ETHYL ESTER OXIME 1-ETHYL OXALYL CHLORIDE 2-OXIME TIMTEC-BB SBB009890 ZERENEX ZX011529 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER 99+% Ethyl chloro(hydroxyimino)acetic acid 2-CHLORO-2-HYDROXYIMINACETIC ACID ACID ETHYL ESTER 2-chloro-2-hydroxyiminocetic CHLOROOXIME 2-(Hydroxyimino)-2-chloroacetic acid ethyl ester Chloro(hydroxyimino)acetic acid ethyl ester Ethylchloroximide acetate Hydroxyiminochloroacetic acid ethyl ester α-Chloroglyoxalic acid ethyl ester oxime Acetic acid, chloro(hydroxyimino)-, ethyl ester (Z)-ethyl 2-chloro-2-(hydroxyimino)acetate (Z)-chloro-(hydroxyimino)acetic acid ethyl ester Ethyl chloro(hydroxyimino)ethanoate, 1-Ethyl oxalyl chloride 2-oxime Acetic acid, 2-chloro-2-(hydroxyiMino)-, ethyl ester alpha-Chloroglyoxalic Acid Ethyl Ester Oxime 2-Chloro-2-(hydroxyimino)acetic Acid Ethyl Ester Ethylchloroximidoacetate Ethyl2-Chloro-2-(hydroxyimino)acetate> oro-2-(hydroxyimino)acetate Chlorooxime ethyl acetate Ethyl2-chloro-2-oximinoacetate 2-Chloro-2-hydroxyiminoacetic acid ethyl ester - [E2979] ethyl (Z)-2-chloro-2-(hydroxyimino)acetate ETHYL 2-CHLORO-2-(HYDROXYIMINO)ACETATE Ethyl chloro(hydroxyimino)acetate 2-Chloro-2-hydroxyiminoacetic acid ethyl ester 14337-43-0 144337-43-0 HONCClCO2C2H5 Organic Building Blocks Esters Building Blocks C2 to C5 Carbonyl Compounds API Acids and Derivatives