Dimethyl malonate

Basic Information

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CAS Number

108-59-8

Molecular Formula

C5H8O4

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

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

−62 °C

Boiling Point

184°C

Solubility

alcohol: miscible

Refractive Index

n20/D 1.413(lit.)

SMILES

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COC(=O)CC(=O)OC

InChI

InChI=1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3

InChIKey

BEPAFCGSDWSTEL-UHFFFAOYSA-N

LogP

-0.2775000000000001

Topological Polar Surface Area

52.60000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

104

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

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

Stability

Stable. Incompatible with strong oxidizing agents. Flammable.

Sensitiveness

Sensitive to humidity

Explosive Limit

1.3-17.4%(V)

Synonyms & References

English

Dimethyl malonate
CARBOMETHOXYACETIC ACID METHYL ESTER
DICARBMETHOXYMETHANE
DMM
MALONIC ACID,BIS-METHYL ESTER
MALONIC ACID DIMETHYL ESTER
METHYL MALONATE
PROPANEDIOIC ACID DIMETHYL ESTER
Dimethyl ester of malonic acid
Dimethyl propanedioate
dimethyl1,3-propanedioate
Dimethyl malonate(DMM)
DimethylMalonate,&gt
DimethylMalonate(Dmm)C5H8O4
Carbmethoxy acetic acid, methyl ester
prpanedioic acid dimethyl ester
Malonic acid d
dimthyl malonate
DIMETHYL MALONAT
dimethylpropanedioate
DimethylMalonate,>97%
Propanedioic acid, dimethyl ester
1,3-dimethyl propanedioate
Dimethyl 1,3-propanedioate
MALONIC ACID, DIMETHYL ESTER
C5H8O4
BEPAFCGSDWSTEL-UHFFFAOYSA-N
EM8Y79998C
Propanedioic acid, 1,3-dimethyl ester
Dimethyl malonate, 97%
DSSTox_CID_9145

MDL Number

MFCD00008460

Customs Code

29171910

FAQ

What is Dimethyl malonate (CAS: 108-59-8)?

Dimethyl malonate (CAS: 108-59-8) is a colorless liquid with the chemical formula C5H10O4. It is a derivative of malonic acid, featuring two methyl groups attached to the carboxylate functionalities. Known for its solubility in water and organic solvents, it is widely used in organic synthesis as a key intermediate. Its structure makes it reactive in nucleophilic and acid-catalyzed reactions, contributing to its importance in chemical research.

What are the main uses of Dimethyl malonate (CAS: 108-59-8)?

Dimethyl malonate (CAS: 108-59-8) is primarily used in the pharmaceutical industry for synthesizing drugs and bioactive compounds. It serves as a precursor in malonic ester synthesis, enabling the formation of carbon-carbon bonds. Applications also extend to pesticide production, plasticizer manufacturing, and food additive development. Researchers utilize it as a versatile reagent for organic reactions and structural modifications.

Is Dimethyl malonate (CAS: 108-59-8) safe?

Dimethyl malonate (CAS: 108-59-8) is classified as moderately toxic and may cause skin and eye irritation. Handling precautions include using gloves, safety goggles, and ensuring proper ventilation to avoid inhalation risks. It is flammable, so storage away from heat sources is essential. Safety standards such as OSHA and EPA guidelines recommend careful handling to minimize health hazards during use.

How should Dimethyl malonate (CAS: 108-59-8) be stored?

Dimethyl malonate (CAS: 108-59-8) should be stored in a cool, dry place, ideally at 20-25°C, to maintain stability. It requires a tightly sealed container to prevent moisture and air exposure. Protection from light is necessary to avoid degradation, and storage in glass or HDPE bottles is recommended. Ensure proper ventilation and keep away from incompatible materials for long-term preservation.