ethyl 2-(ethoxymethylene)-3-oxo-butanoate

Basic Information

View in Editor

CAS Number

3788-94-1

Molecular Formula

C9H14O4

Molecular Weight

186.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

Boiling Point

266°C

Density

1.049

Flash Point

113.7°C

Refractive Index

1.4730 to 1.4770

SMILES

View in Editor

CCOC=C(C(=O)C)C(=O)OCC

InChI

InChI=1S/C9H14O4/c1-4-12-6-8(7(3)10)9(11)13-5-2/h6H,4-5H2,1-3H3/b8-6-

InChIKey

FNASCUBBFNCFQO-VURMDHGXSA-N

LogP

1.0589

Topological Polar Surface Area

52.60000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

218

Safety Information

View Safety Information

Hazard Statement

H227 Combustible liquid
Flammable liquids

H302 Harmful if swallowed
Acute toxicity, oral

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

Synonyms & References

English

A823923
(E)-ethyl 2-(ethoxymethylene)-3-oxobutanoate
NSC32775
CS-M2053
NSC-32775
AKOS023091002
DS-1355
AS-17351
FNASCUBBFNCFQO-SOFGYWHQSA-N
(E)-ethyl2-(ethoxymethylene)-3-oxobutanoate
2-Acetyl-3-ethoxyacrylic Acid Ethyl Ester
3788-94-1
Ethyl 2-Acetyl-3-ethoxyacrylate
NSC 32775
Ethyl 2-(ethoxymethylene)-3-oxobutyrate
Ethyl 2-(ethoxymethylene)acetoacetate
2-(Ethoxymethylene)-3-oxobutanoic acid ethyl ester
AKOS006228955
EN300-27692
66975-53-9
J-506414
EINECS 223-259-3
ethyl (2E)-2-(ethoxymethylidene)-3-oxobutanoate
Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester, (E)-
49836-24-0
2-(ethoxymethylene)-3-oxo-butanoic acid ethyl ester
SCHEMBL1186672
ethyl 2-(ethoxymethylene)-3-oxobutanoate
Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester, (2Z)-
F10306
Ethyl 2-(ethoxymethylene)-3-oxobutanoate

MDL Number

MFCD06797311

Customs Code

2918990090

FAQ

What are the physical and chemical properties of ethyl 2-(ethoxymethylene)-3-oxo-butanoate (CAS: 3788-94-1)?

Ethyl 2-(ethoxymethylene)-3-oxo-butanoate is a colorless liquid with a molecular weight of approximately 144.22 g/mol. It has a high solubility in organic solvents such as ethanol and has good reactivity in esterification and amidation reactions. The compound is stable under normal conditions but may undergo hydrolysis in the presence of moisture.

How is ethyl 2-(ethoxymethylene)-3-oxo-butanoate (CAS: 3788-94-1) typically synthesized?

Ethyl 2-(ethoxymethylene)-3-oxo-butanoate is typically synthesized by the reaction of ethyl acetoacetate with ethyl vinyl ether in the presence of a catalytic amount of an acid, such as hydrochloric acid. The reaction yields a high selectivity and good yield, making it a practical and efficient method for producing this compound.

What industries use ethyl 2-(ethoxymethylene)-3-oxo-butanoate (CAS: 3788-94-1)?

Ethyl 2-(ethoxymethylene)-3-oxo-butanoate is used in the pharmaceutical industry for the synthesis of certain drugs, as well as in the polymer industry for the modification of polymers. It is also employed in the sensor and semiconductor industries for the development of specific chemical sensors and materials.

What precautions should be taken when handling ethyl 2-(ethoxymethylene)-3-oxo-butanoate (CAS: 3788-94-1)?

When handling ethyl 2-(ethoxymethylene)-3-oxo-butanoate, ensure the use of personal protective equipment (PPE) such as gloves and safety goggles. Store the compound in a cool, dry place away from direct sunlight and heat sources. In case of spillage, use appropriate spill cleanup methods and refer to the safety data sheet (SDS) for further guidance.