2-Penten-4-ynoic acid, 5-(2-thienyl)-, methyl ester, (E)-

Base Information

• Chemical Name: 2-Penten-4-ynoic acid, 5-(2-thienyl)-, methyl ester, (E)-
• CAS No.: 2271-21-8
• Molecular Formula: C10H8O2S
• Molecular Weight: 192.23400
• Mol file: 2271-21-8.mol

Synonyms:

Chemical Property of 2-Penten-4-ynoic acid, 5-(2-thienyl)-, methyl ester, (E)-

Chemical Property:

• Melting Point: 67 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 285.9±36.0 °C(Predicted)
• PSA: 54.54000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 1.82880

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Penten-4-ynoic acid, 5-(2-thienyl)-, methyl ester, (E)-

There total 2 articles about 2-Penten-4-ynoic acid, 5-(2-thienyl)-, methyl 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: 85.6%

2-ethynyl-thiophene (4298-52-6) + (E)-methyl 3-iodoacrylate (6213-88-3) → methyl (E)-5-(thiophen-2-yl)pent-2-en-4-ynoate (2271-21-8,90920-85-7)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; for 6h; Ambient temperature;

Reference yield:

→ methyl (E)-5-(thiophen-2-yl)pent-2-en-4-ynoate (2271-21-8,90920-85-7)

Guidance literature:

wie bei der cis-Verb.;

Reference yield: 87.0%

methyl (E)-5-(thiophen-2-yl)pent-2-en-4-ynoate (2271-21-8,90920-85-7) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → methyl (R)-3-(dimethyl(phenyl)silyl)-5-(thiophen-2-yl)pent-4-ynoate

Guidance literature:

With (R,R)-(?)-2,3-bis(t-butylmethylphosphino)quinoxaline; methanol; tetrahydrogenoboratebis(triphenylphosphine)copper(I); potassium tert-butylate; In 2-methyltetrahydrofuran; at 20 ℃; for 12h; enantioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03046

upstream raw materials:

2-ethynyl-thiophene

(E)-methyl 3-iodoacrylate