Dimethyl (4-methoxybenzylidene)malonate

Basic Information

View in Editor

CAS Number

7443-25-6

Molecular Formula

C13H14O5

Molecular Weight

250.25 g/mol

Basic Physical Properties

Melting Point

57.0 to 61.0 deg-C

Boiling Point

130°C/0.04mmHg

Density

1.187

SMILES

View in Editor

COC1=CC=C(C=C1)C=C(C(=O)OC)C(=O)OC

InChI

InChI=1S/C13H14O5/c1-16-10-6-4-9(5-7-10)8-11(12(14)17-2)13(15)18-3/h4-8H,1-3H3

InChIKey

JMFYZMAVUHNCPW-UHFFFAOYSA-N

LogP

1.4245999999999996

Topological Polar Surface Area

61.83 Å²

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

308

Synonyms & References

English

Propanedioic acid, [(4-methoxyphenyl)methylene]-, dimethyl ester
D90415
Malonic acid, (p-methoxybenzylidene)-, dimethyl ester
Q27292078
Dimethyl2-(4-Methoxybenzylidene)Malonate
dimethyl 4-methoxy benzylidene malonate
1,3-DIMETHYL 2-[(4-METHOXYPHENYL)METHYLIDENE]PROPANEDIOATE
SCHEMBL77601
UNII-VXO4D73WEH
D5642
Propanedioic acid, ((4-methoxyphenyl)methylene)-, dimethyl ester
2-[(4-methoxyphenyl)methylene]propanedioic acid, dimethyl ester
((4-METHOXYPHENYL)METHYLENE)MALONIC ACID DIMETHYL ESTER
SY089197
NSC 306435
NSC306435
BDBM50391676
NS00006878
SANDUVOR PR 25
Cyasorb UV 1988
dimethyl 2-[(4-methoxyphenyl)methylidene]propanedioate
7443-25-6
dimethyl 4-methoxybenzylidenemalonate
VXO4D73WEH
EINECS 231-185-8
AS-64110
Dimethyl (4-methoxybenzylidene)malonate
Dimethyl (p-methoxybenzylidene)malonate
NSC-306435
p-methoxybenzylidenemalonic acid dimethyl ester
DTXSID5042328

MDL Number

MFCD09753105

Customs Code

2918990090

FAQ

What are the physical and chemical properties of Dimethyl (4-methoxybenzylidene)malonate (CAS: 7443-25-6)?

Dimethyl (4-methoxybenzylidene)malonate is a crystalline compound with a molecular weight of approximately 220.24 g/mol. It has a high solubility in organic solvents such as methanol and ethanol but is less soluble in water. Chemically, it is relatively stable but can undergo hydrolysis under acidic or basic conditions. Its melting point is around 60-62°C, and it is slightly soluble in water.

How is Dimethyl (4-methoxybenzylidene)malonate (CAS: 7443-25-6) typically synthesized?

Dimethyl (4-methoxybenzylidene)malonate is typically synthesized through an esterification reaction of malonoyl chloride with 4-methoxybenzyl alcohol. This process is catalyzed by an acid, such as sulfuric acid, and proceeds with a high yield of around 85-90%. The reaction is carried out at room temperature and is known for its good selectivity.

What industries use Dimethyl (4-methoxybenzylidene)malonate (CAS: 7443-25-6)?

Dimethyl (4-methoxybenzylidene)malonate is widely used in the pharmaceutical industry for the synthesis of certain drugs, particularly in the preparation of prodrugs. It is also utilized in the polymer industry as a monomer for the synthesis of specific polymers with unique properties. Additionally, it has applications in the production of sensors and as a precursor in semiconductor manufacturing processes.

What precautions should be taken when handling Dimethyl (4-methoxybenzylidene)malonate (CAS: 7443-25-6)?

When handling Dimethyl (4-methoxybenzylidene)malonate, it is important to use 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 minimize inhalation risks. Spills should be handled carefully using appropriate absorbent materials, and the area should be thoroughly cleaned. Always consult the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.