Dimethyl methoxymaleate

Base Information

• Chemical Name: Dimethyl methoxymaleate
• CAS No.: 2509-14-0
• Molecular Formula: C7H10O5
• Molecular Weight: 174.153
• UNII: ND9Z4YEJ6D
• Nikkaji Number: J1.428.482F
• Mol file: 2509-14-0.mol

Synonyms:Dimethyl methoxymaleate;Dimethyl 2-methoxymaleate;Dimethyl-ethoxymaleate;ND9Z4YEJ6D;cis-Dimethyl 2-methoxybutenedioate;UNII-ND9Z4YEJ6D;Maleic acid, methoxy-, dimethyl ester;2509-14-0;2-Butenedioic acid, 2-methoxy-, 1,4-dimethyl ester, (2E)-

Chemical Property of Dimethyl methoxymaleate

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 174.05282342
• Heavy Atom Count: 12
• Complexity: 206

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=CC(=O)OC)C(=O)OC
• Isomeric SMILES: CO/C(=C/C(=O)OC)/C(=O)OC

Technology Process of Dimethyl methoxymaleate

There total 4 articles about Dimethyl methoxymaleate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 32.0%

1,3,4,6,7,9-hexabromotrindane (73255-12-6) + dimethyl acetylenedicarboxylate (762-42-5) → hexamethyl benzenehexacarboxylate (6237-59-8) + dimethyl 2-methoxymaleate (2509-14-0) + C33H30O12 (1072836-23-7) + dimethylfumarate (624-49-7)

Guidance literature:

1,3,4,6,7,9-hexabromotrindane; dimethyl acetylenedicarboxylate; With zinc; In N,N-dimethyl-formamide; Ultrasonic irradiation;

In N,N-dimethyl-formamide; at 40 - 50 ℃; for 5h;

DOI:10.1016/j.tetlet.2008.08.007

Reference yield: 26.0%

1-(1-methyl-2-indolyl)-1-phenylethanol (1029-43-2) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 2-methoxymaleate (2509-14-0) + 1-methoxy-1-(1-methyl-2-indolyl)-1-phenylethane (95898-26-3) + dimethyl 1,2-dihydro-9-methyl-1-phenylcarbazole-3,4-dicarboxylate + dimethyl 9-methyl-1-phenylcarbazole-3,4-dicarboxylate (95898-25-2)

Guidance literature:

hydroquinone; In methanol; at 65 ℃; for 216h; Further byproducts given;

DOI:10.1016/S0040-4020(01)91317-1

Reference yield:

methanol (67-56-1) + dimethyl acetylenedicarboxylate (762-42-5) → hexamethyl benzenehexacarboxylate (6237-59-8) + dimethyl 2-methoxymaleate (2509-14-0) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) + Tetramethyl (E,E)-1,3-butadiene-1,2,3,4-tetracarboxylate + (2E,4Z)-3,4-Bis-methoxycarbonyl-hexa-2,4-dienedioic acid dimethyl ester + tetramethyl (Z,Z)-1,3-butadiene-1,2,3,4-tetracarboxylate (65908-13-6)

Guidance literature:

With ⁺; at 65 ℃; for 20h; Product distribution; Mechanism; study of reductive dimerization; various temperatures, catalysts, reaction time;

DOI:10.1016/S0022-328X(98)00507-5

upstream raw materials:

1-(1-methyl-2-indolyl)-1-phenylethanol

dimethyl acetylenedicarboxylate

methanol

Re(CCOOCH₃COCH₃COOCH₃)(CO)3(C₅H₄N)2

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