(2Z,4E)-diethyl hexa-2,4-dienedioate

Base Information

• Chemical Name: (2Z,4E)-diethyl hexa-2,4-dienedioate
• CAS No.: 122001-39-2
• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.219
• Mol file: 122001-39-2.mol

Synonyms:

Chemical Property of (2Z,4E)-diethyl hexa-2,4-dienedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z,4E)-diethyl hexa-2,4-dienedioate

There total 6 articles about (2Z,4E)-diethyl hexa-2,4-dienedioate 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: 60.0%

2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane (7381-30-8) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → diethyl (2E,4E)-2,4-hexadienedioate (6032-74-2) + (2Z,4E)-diethyl hexa-2,4-dienedioate (122001-39-2)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1016/j.tet.2005.04.021

Reference yield: 52.0%

ethyl (Z)-3-iodopropenoate (31930-36-6) → diethyl (2Z,4Z)-2,4-hexadienedioate (6032-77-5) + diethyl (2E,4E)-2,4-hexadienedioate (6032-74-2) + (2Z,4E)-diethyl hexa-2,4-dienedioate (122001-39-2)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; zinc; In acetonitrile; for 3h;

DOI:10.1246/cl.2000.236

Reference yield:

ethyl acrylate (140-88-5,9003-32-1) → diethyl (2E,4E)-2,4-hexadienedioate (6032-74-2) + (2Z,4E)-diethyl hexa-2,4-dienedioate (122001-39-2)

Guidance literature:

With silver hexafluoroantimonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper(II) acetate monohydrate; In 1,2-dichloro-ethane; at 140 ℃; for 24h; Overall yield = 72 percent; Inert atmosphere;

DOI:10.1039/d1cy01282g

upstream raw materials:

ethylene glycol

ethyl (triphenylphosphoranylidene)acetate

ethyl (Z)-3-iodopropenoate

glyoxal trimer dihydrate