Ethyl (2E)-amino(hydroxyimino)acetate

Basic Information

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CAS Number

10489-74-4

Molecular Formula

C4H8N2O3

Molecular Weight

132.12 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

99-103 °C

Boiling Point

198 ºC

Flash Point

74 ºC

Refractive Index

1.498

SMILES

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CCOC(=O)C(=NO)N

InChI

InChI=1S/C4H8N2O3/c1-2-9-4(7)3(5)6-8/h8H,2H2,1H3,(H2,5,6)

InChIKey

QGYKRMZPOOILBA-UHFFFAOYSA-N

LogP

-0.7041000000000002

Topological Polar Surface Area

84.91 Å²

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

132

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

144167-29-3
ethyl (N-hydroxycarbamimidoyl)formate
CS-10162
(Z)-ethyl 2-amino-2-(hydroxyimino)acetate
ETHYL-2-OXIMINOOXAMATE, 97per cent
AMY42392
J-001289
10489-74-4
ethyl (Z)-2-amino-2-(hydroxyimino)acetate
Ethyl 2-oximinooxamate
AKOS015854487
ethyl (2z)-amino(hydroxyimino)acetate
1217428-98-2
Ethyl (N'-hydroxycarbamimidoyl)formate
EN300-70637
F52083
ethyl [(Z)-N'-hydroxycarbamimidoyl]formate
A903210
ethyl 2-amino-2-(hydroxyimino)acetate
amino-hydroxyimino-acetic acid ethyl ester
ethyl (2Z)-2-amino-2-hydroxyiminoacetate
(Z)-ethyl2-amino-2-(hydroxyimino)acetate
DTXSID40430645
Acetic acid, 2-amino-2-(hydroxyimino)-, ethyl ester, (2E)-
STR10845
ETHYL 2-(HYDROXYAMINO)-2-IMINOACETATE
Ethyl(E)-2-amino-2-(hydroxyimino)acetate
CS-0038067
Ethyl 2-amino-2-(hydroxyimino)acetate
Acetic acid,2-(hydroxyamino)-2-imino-, ethyl ester
ethyl 2-(hydroxyamino)-2-iminoacetate

MDL Number

MFCD03013442

Customs Code

2925290090

FAQ

What are the physical and chemical properties of Ethyl (2E)-amino(hydroxyimino)acetate (CAS: 10489-74-4)?

Ethyl (2E)-amino(hydroxyimino)acetate is a colorless to white crystalline solid with a molecular weight of approximately 178.22 g/mol. It has a pKa of around 2.4, indicating some acidity. It is slightly soluble in water (0.1 g/100 mL at 25°C). This compound exhibits some reactivity towards nucleophiles, including amino groups and hydroxyl groups, allowing for potential amino and hydroxyl functionalities in synthetic reactions.

How is Ethyl (2E)-amino(hydroxyimino)acetate (CAS: 10489-74-4) typically synthesized?

Ethyl (2E)-amino(hydroxyimino)acetate can be synthesized via the Mannich reaction, where ethyl acetoacetate, an amine, and formaldehyde are reacted in the presence of an acid catalyst such as p-toluenesulfonic acid. The reaction yields the desired product with good to excellent selectivity and high yield, making it a suitable method for industrial synthesis.

What industries use Ethyl (2E)-amino(hydroxyimino)acetate (CAS: 10489-74-4)?

Ethyl (2E)-amino(hydroxyimino)acetate finds applications in the pharmaceutical industry for the synthesis of certain drug intermediates, and in the polymer industry as a functional monomer. It is also used in the development of sensors and semiconductors due to its unique functional groups, which can be exploited for specific chemical reactions and properties.

What precautions should be taken when handling Ethyl (2E)-amino(hydroxyimino)acetate (CAS: 10489-74-4)?

When handling Ethyl (2E)-amino(hydroxyimino)acetate, it is crucial to use appropriate personal protective equipment (PPE) such as safety goggles, gloves, and a lab coat. Work should be conducted in a well-ventilated fume hood or a chemical fume hood to prevent inhalation of vapors. Spills should be cleaned up immediately using a suitable absorbent material, and the area should be thoroughly flushed with water. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety information.