Diethyl trans-muconate

Base Information

• Chemical Name: Diethyl trans-muconate
• CAS No.: 6032-74-2
• Molecular Formula: C19H21N3OS
• Molecular Weight: 339.4545
• UNII: 436H6EST0Z
• Nikkaji Number: J134.797G,J713.134H
• Wikidata: Q27258616

Synonyms:Diethyl trans-muconate;Diethyl muconate, (E,E)-;436H6EST0Z;Diethyl (E,E)-2,4-hexadienoate;UNII-436H6EST0Z;Muconic acid (E,E)-form diethyl ester [MI];Diethyl trans,trans-2,4-hexadiene-1,6-dioate;2,4-Hexadienedioic acid, diethyl ester, (E,E)-;Diethyl trans,trans-1,3-butadiene-1,4-dicarboxylate;2,4-Hexadienedioic acid, diethyl ester;2,4-Hexadienedioic acid, 1,6-diethyl ester, (2E,4E)-;6032-74-2;Diethyl muconate;1441-57-2;(E,E)-diethyl muconate;diethyl trans,trans-muconate;SCHEMBL820970;VHIYCPCXACHVJM-KQQUZDAGSA-N;Diethyl (2E,4E)-2,4-hexadienedioate #;(2E,4E)-2,4-Hexadienedioic acid diethyl ester;Q27258616

Chemical Property of Diethyl trans-muconate

Chemical Property:

• Vapor Pressure: 9.72E-09mmHg at 25°C
• Boiling Point: 462.6°Cat760mmHg
• Flash Point: 233.6°C
• Density: 1.18g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 198.08920892
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC=CC(=O)OCC
• Isomeric SMILES: CCOC(=O)/C=C/C=C/C(=O)OCC

Technology Process of Diethyl trans-muconate

There total 32 articles about Diethyl trans-muconate 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: 90.0%

ethyl acrylate (140-88-5,9003-32-1) → diethyl (2E,4E)-2,4-hexadienedioate (6032-74-2)

Guidance literature:

With C₁₈H₂₄N₂O; palladium diacetate; silver carbonate; In 1,4-dioxane; at 140 ℃; for 16h; stereoselective reaction;

DOI:10.1016/j.tetlet.2018.06.026

Reference yield: 70.0%

ethylene glycol (107-21-1) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → diethyl (2E,4E)-2,4-hexadienedioate (6032-74-2)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 8h;

DOI:10.1081/SCC-100104061

Reference yield: 68.0%

Ethyl propionate (105-37-3,20741-13-3) → diethyl (2E,4E)-2,4-hexadienedioate (6032-74-2)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In 1,4-dioxane; water; at 80 ℃; for 6h; Inert atmosphere;

upstream raw materials:

pyridine

3,4-dibromo-adipic acid diethyl ester

ethanol

(2E,4E)-2,4-hexadienedioic acid

Downstream raw materials:

5-oxo-6-phenyl-cyclohex-2-ene-1,4-dicarboxylic acid diethyl ester

hex-3-enedioic acid diethyl ester

(2E,4E)-hexa-2,4-diene-1,6-diol

(2E,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-hexa-2,4-dien-1-ol

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