Ethyl (1E)-N-cyanoethanimidate

Basic Information

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CAS Number

1558-82-3

Molecular Formula

C5H8N2O

Molecular Weight

112.13 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Physical Properties

SMILES

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CCOC(=NC#N)C

InChI

InChI=1S/C5H8N2O/c1-3-8-5(2)7-4-6/h3H2,1-2H3/b7-5+

InChIKey

PLVWUINOWYHRAA-FNORWQNLSA-N

LogP

0.92238

Complexity

131

Safety Information

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Hazard Statement

H225 Highly Flammable liquid and vapor
Flammable liquids

H301 Toxic if swallowed
Acute toxicity, oral

H311 Toxic in contact with skin
Acute toxicity, dermal

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H331 Toxic if inhaled
Acute toxicity, inhalation

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

Hazard Class

Class 3 (6.1) Class 3 (6.1)

Synonyms & References

English

DTXSID30293261
ethyl 2-(cyanoamino)-2-oxo-acetate;Cyano ethyl acetamidate
1005474-85-0
Cyano Ethyl Acetamidate
Ethanimidic acid, N-cyano-, ethyl ester
Ethyl N-cyanoethanimideate
AS-12109
Ethyl (E)-N-cyanoacetimidate
ethyl N-cyanoethanecarboximidate
(e)-ethyl n-cyanoacetimidate
N-Cyanoethanimidic acid ethyl ester
SY107709
E1331
Ethyl (Z)-N-cyanoacetimidate
NSC88115
PLVWUINOWYHRAA-UHFFFAOYSA-N
NCIOpen2_001280
ethyl N-cyanoethanimidoate
AKOS006239547
EN300-64849
MFCD03411888
FT-0602753
SCHEMBL2043495
AKOS015961711
NSC-88115
SB75609
SCHEMBL14712119
CS-0147117
Ethyl N-cyanoacetimidate
ethyl N-cyanoethanimidate
Ethyl N-Cyano Ethanimideate

MDL Number

MFCD03411888

Customs Code

2926909090

FAQ

What are the physical and chemical properties of Ethyl (1E)-N-cyanoethanimidate (CAS: 1558-82-3)?

Ethyl (1E)-N-cyanoethanimidate (CAS: 1558-82-3) is a crystalline solid with a molecular weight of approximately 126.12. It has a high solubility in polar solvents like methanol and ethanol but is less soluble in water. The compound is known for its reactivity, particularly in nucleophilic substitution and condensation reactions. It is also susceptible to hydrolysis in the presence of moisture.

How is Ethyl (1E)-N-cyanoethanimidate (CAS: 1558-82-3) typically synthesized?

Ethyl (1E)-N-cyanoethanimidate (CAS: 1558-82-3) can be synthesized through the reaction of ethyl acetoacetate with cyanoacetic acid in the presence of a catalytic amount of a Lewis acid such as aluminum chloride. The reaction is carried out at room temperature, and the yield is typically around 70-80%. Other methods involve the condensation of ethyl acetoacetate with cyanuric chloride, which provides good selectivity and yield.

What industries use Ethyl (1E)-N-cyanoethanimidate (CAS: 1558-82-3)?

Ethyl (1E)-N-cyanoethanimidate (CAS: 1558-82-3) is primarily used in the pharmaceutical industry as a precursor for the synthesis of various drugs. It also finds applications in the polymer industry for the modification of polymers, in the sensor industry for developing gas sensors, and in the semiconductor industry for the production of organic semiconductors.

What precautions should be taken when handling Ethyl (1E)-N-cyanoethanimidate (CAS: 1558-82-3)?

When handling Ethyl (1E)-N-cyanoethanimidate (CAS: 1558-82-3), it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to avoid inhalation of fumes. Spills should be cleaned up with appropriate absorbent materials. Always refer to the safety data sheet (SDS) for detailed handling and disposal instructions.