Description

Dimethyl (p-methoxybenzylidene)malonate (CAS No. 7443-25-6) is a high-purity organic compound with the molecular formula C₁₃H₁₄O₅. This ester derivative, also known by its IUPAC name dimethyl 2-[(4-methoxyphenyl)methylidene]propanedioate, features a methoxybenzylidene group conjugated with a malonate moiety, making it a valuable intermediate in synthetic organic chemistry. It is widely recognized under the trade name SANDUVOR PR 25 and is supplied as a fine crystalline powder or solution, ensuring optimal handling and reactivity. With a molecular weight of 250.25 g/mol, this compound is ideal for researchers engaged in photostabilizer development, polymer chemistry, and fine chemical synthesis. Its stability under controlled conditions and compatibility with various organic solvents make it a versatile choice for laboratory and industrial applications.

Properties

• CAS Number: 7443-25-6
• Complexity: 308
• IUPAC Name: dimethyl 2-[(4-methoxyphenyl)methylene]propanedioate
• 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
• InChI Key: JMFYZMAVUHNCPW-UHFFFAOYSA-N
• Exact Mass: 250.08412354
• Molecular Formula: C13H14O5
• Molecular Weight: 250.25
• SMILES: COC1=CC=C(C=C1)C=C(C(=O)OC)C(=O)OC
• Topological: 61.8
• Monoisotopic Mass: 250.08412354
• Synonyms: 7443-25-6, Dimethyl (p-methoxybenzylidene)malonate, Propanedioic acid, [(4-methoxyphenyl)methylene]-, dimethyl ester, SANDUVOR PR 25, VXO4D73WEH, dimethyl 4-methoxybenzylidenemalonate, EINECS 231-185-8, NSC 306435, NSC-306435, Malonic acid, (p-methoxybenzylidene)-, dimethyl ester, DTXSID5042328, Propanedioic acid, ((4-methoxyphenyl)methylene)-, dimethyl ester, Propanedioic acid, 2-((4-methoxyphenyl)methylene)-, 1,3-dimethyl ester, ((4-METHOXYPHENYL)METHYLENE)MALONIC ACID DIMETHYL ESTER, Propanedioic acid, 2-[(4-methoxyphenyl)methylene]-, 1,3-dimethyl ester, DTXCID3022328, Malonic acid, (p-methoxybenzylidene)-, dimethyl ester (8CI), 231-185-8, Dimethyl (4-methoxybenzylidene)malonate, Cyasorb UV 1988, Dimethyl 2-(4-Methoxybenzylidene)Malonate, dimethyl 2-[(4-methoxyphenyl)methylidene]propanedioate, MFCD09753105, CHEMBL2148174, Dimethyl2-(4-Methoxybenzylidene)Malonate, 1,3-DIMETHYL 2-[(4-METHOXYPHENYL)METHYLIDENE]PROPANEDIOATE, UNII-VXO4D73WEH, dimethyl 4-methoxy benzylidene malonate, SCHEMBL77601, ALBB-019705, BDBM50391676, NSC306435, AKOS000264909, AS-64110, SY089197, DS-007501, D5642, NS00006878, p-methoxybenzylidenemalonic acid dimethyl ester, D90415, Q27292078, 2-[(4-methoxyphenyl)methylene]propanedioic acid, dimethyl ester

Application

Dimethyl (p-methoxybenzylidene)malonate serves as a key intermediate in the synthesis of UV stabilizers and light-absorbing additives for polymers, particularly in coatings and plastics. Researchers utilize it in Knoevenagel condensation reactions to create α,β-unsaturated carbonyl compounds for pharmaceutical and agrochemical applications. Its conjugated structure also makes it suitable for studying photoactive materials and organic electronic components.

Safety and Hazards

GHS Hazard Statements

• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H411 (92.3%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501

Hazard Classes and Categories

• Eye Irrit. 2 (100%)
• Aquatic Chronic 2 (92.3%)

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