1,4-Bis(ethoxycarbonyl)-1,3-butadiene

Base Information

• Chemical Name: 1,4-Bis(ethoxycarbonyl)-1,3-butadiene
• CAS No.: 1441-57-2
• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.219
• Hs Code.: 2917190090
• Mol file: 1441-57-2.mol

Synonyms:2,4-Hexadienedioic acid,diethyl ester;diethyl 2,4-hexadienedioate;diethylmuconate;1,6-Hexadien-dicarbonsaeure-diethylester;Hexa-2,4-diendisaeure-diaethylester;hexa-2,4-dienedioic acid diethyl ester;Diethyl-2,4-hexadienyldicarboxylat;

Chemical Property of 1,4-Bis(ethoxycarbonyl)-1,3-butadiene

Chemical Property:

• PSA: 52.60000
• LogP: 1.22500

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Bis(ethoxycarbonyl)-1,3-butadiene

There total 10 articles about 1,4-Bis(ethoxycarbonyl)-1,3-butadiene 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: 67.0%

ethylene glycol (107-21-1) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → diethylmuconate (1441-57-2)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1039/b602329k

Reference yield: 42.0%

1,1-bis(trimethylsilyl)ethylene (5654-07-9) + ethyl (Z)-3-iodopropenoate (31930-36-6) → (Z)-ethyl 5,5-bis(trimethylsilyl)penta-2,4-dienoate + diethylmuconate (1441-57-2)

Guidance literature:

With silver nitrate; triethylamine; triphenylphosphine; palladium diacetate; In dimethyl sulfoxide; at 100 ℃; for 24h;

DOI:10.1021/jo0616254

Reference yield:

diethyl glucarate (45214-05-9) → diethylmuconate (1441-57-2) + ethyl (S)-2-hydroxy-2-((R)-5-oxo-2,5-dihydrofuran-2-yl)acetate

Guidance literature:

With palladium on activated charcoal; hydrogen; methyltrioxorhenium(VII); In ethanol; at 150 ℃; for 1h; under 760.051 Torr;

upstream raw materials:

ethanol

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

diethoxyphosphoryl-acetic acid ethyl ester

ethyl 4-oxo-2-butenoate

Downstream raw materials:

Fe(CO)(C₂H₅O₂CCHCHCHCHCO₂C₂H₅)(C₅H₄NC(C₆H₅)NC₆H₅)

Refernces

• 1、 -. "DEOXYDEHYDRATION OF SUGAR DERIVATIVES". Paragraph 0111. . Retrieved 2017/09/09.
• 2、 Pawluc, Piotr,Hreczycho, Grzegorz,Marciniec, Bogdan. "A new selective approach to 1,1-bis(silyl)-2-arylethenes and 1,1-bis(silyl)-1,3-butadienes via sequential silylative coupling-heck coupling reactions". . p. 8676 - 8679. Retrieved 2007/10/03.