2-Propenoic acid, 3,5-hexadienyl ester, (E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3,5-hexadienyl ester, (E)-
• CAS No.: 87463-34-1
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Mol file: 87463-34-1.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3,5-hexadienyl ester, (E)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 3,5-hexadienyl ester, (E)-

There total 1 articles about 2-Propenoic acid, 3,5-hexadienyl ester, (E)- 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: 87.0%

(E)-hexa-3,5-dien-1-ol (73670-87-8) + acryloyl chloride (814-68-6,25189-84-8) → 3E,5-hexadien-1-yl prop-2-enoate (87463-34-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tet.2004.10.012

Reference yield: 90.0%

3E,5-hexadien-1-yl prop-2-enoate (87463-34-1) → (4aRS,8aSR)-3,4,4a,7,8,8a-hexahydro-1H-2-benzopyran-1-one (87481-47-8)

Guidance literature:

With TfN([Al(Me)Cl]2); In toluene; at 0 ℃; for 2h;

DOI:10.1016/j.tet.2004.10.012

Reference yield: 80.0%

3E,5-hexadien-1-yl prop-2-enoate (87463-34-1) → (4aS*,8aR*)-3,4,4a,7,8,8a-hexahydro-1H-isochromen-1-one

Guidance literature:

With 1-ethyl-3-methylimidazolium tetrafluoroborate; at 100 ℃; for 6h;

DOI:10.1039/b910488g

upstream raw materials:

(E)-hexa-3,5-dien-1-ol

acryloyl chloride

Downstream raw materials:

(4aRS,8aRS)-3,4,4a,7,8,8a-hexahydro-1H-2-benzopyran-1-one

(4aRS,8aSR)-3,4,4a,7,8,8a-hexahydro-1H-2-benzopyran-1-one

C₉H₁₂O₂

Refernces

• 1、 Pearson, Emma L.,Kwan, Laurence C. H.,Turner, Craig I.,Jones, Garth A.,Willis, Anthony C.,Paddon-Row, Michael N.,Sherburn, Michael S.. "Intramolecular Diels-Alder reactions of ester linked 1,3,9-decatrienes: Cis/trans selectivity in thermal and Lewis acid promoted reactions of ethylene-tethered and benzo-tethered systems". . p. 6099 - 6109. Retrieved 2007/10/03.