Diethyl 2-methylenesuccinate

Basic Information

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CAS Number

2409-52-1

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 Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

Melting Point

58.5°C

Boiling Point

228°C

Flash Point

108 °C

Refractive Index

1.4370 to 1.4400

SMILES

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

InChI

InChI=1S/C9H14O4/c1-4-12-8(10)6-7(3)9(11)13-5-2/h3-6H2,1-2H3

InChIKey

ZEFVHSWKYCYFFL-UHFFFAOYSA-N

LogP

1.0589

Topological Polar Surface Area

52.60000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

208

Synonyms & References

English

NSC 67389
D91100
QP6YYJ8SBB
Diethyl 2-methylenesuccinate
Diethyl 2-methylenesuccinate #
NSC1794
BCP22464
AKOS006227600
Butanedioic acid, 2-methylene, diethyl ester
Itaconic acid diethyl ester
Succinic acid, methylene-, diethyl ester
NSC 1794
Butanedioic acid, methylene-, diethyl ester
diethyl 2-methylidenebutanedioate
DIETHYL METHYLENESUCCINATE
FT-0656585
I0204
AS-59420
NSC67389
Butanedioic acid, 2-methylene-, 1,4-diethyl ester
2409-52-1
AI3-11186
DTXSID5062390
ITACONIC ACID, DIETHYL ESTER
NSC-67389
MFCD00059230
SCHEMBL60515
Diethyl itaconate
CCRIS 9508
1,4-diethyl 2-methylidenebutanedioate
NSC-1794

MDL Number

MFCD00059230

Customs Code

2917190090

FAQ

What are the physical and chemical properties of Diethyl 2-methylenesuccinate (CAS: 2409-52-1)?

Diethyl 2-methylenesuccinate (CAS: 2409-52-1) is a crystalline compound with a molecular weight of approximately 212.27 g/mol. It has a solubility of about 2.2 g/100 mL in water at 20°C. The compound is relatively stable under normal conditions but can react with strong bases or acids. It is an ester, which gives it characteristic reactivity in esterification and ester hydrolysis reactions.

How is Diethyl 2-methylenesuccinate (CAS: 2409-52-1) typically synthesized?

Diethyl 2-methylenesuccinate (CAS: 2409-52-1) is typically synthesized by the reaction of succinic anhydride with diethyl malonate. The synthesis involves the condensation of these two compounds in the presence of a catalyst, such as an acid or base, leading to high selectivity and yield. The reaction is usually carried out under mild conditions to ensure product purity.

What industries use Diethyl 2-methylenesuccinate (CAS: 2409-52-1)?

Diethyl 2-methylenesuccinate (CAS: 2409-52-1) is used in various industries. It is a key intermediate in the production of pharmaceuticals, where it plays a role in drug synthesis. It is also utilized in polymer synthesis, particularly in the production of certain types of plastics and elastomers. Additionally, it finds applications in the chemical industry for making sensors and semiconductors.

What precautions should be taken when handling Diethyl 2-methylenesuccinate (CAS: 2409-52-1)?

When handling Diethyl 2-methylenesuccinate (CAS: 2409-52-1), it is essential to use personal protective equipment (PPE) such as gloves, safety glasses, and a lab coat. Work should be conducted in a well-ventilated area, preferably a fume hood. In case of a spill, neutralize the spill with an appropriate chemical and dispose of it according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.