Ethyl (E)-3-iodoacrylate

Base Information

• Chemical Name: Ethyl (E)-3-iodoacrylate
• CAS No.: 31930-37-7
• Molecular Formula: C₅H₇IO₂
• Molecular Weight: 226.014
• Hs Code.: 2916190090
• Mol file: 31930-37-7.mol

Synonyms:Ethyl (E)-b-iodoacrylate;Ethyl trans-3-iodoacrylate;Ethyl (E)-3-iodoacrylate;(E)-3-Iodo-2-propenoic acidethyl ester;(2E)-3-Iodo-2-propenoic acid ethyl ester;Acrylic acid, 3-iodo-, ethyl ester, (E)-(8CI);2-Propenoicacid, 3-iodo-, ethyl ester, (E)-;(2E)-3-iodoprop-2-enoate;

Chemical Property of Ethyl (E)-3-iodoacrylate

Chemical Property:

• Boiling Point: 198.5 °C at 760 mmHg
• Flash Point: 73.8 °C
• PSA: 26.30000
• Density: 1.779 g/cm³
• LogP: 1.49820
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%min ^*data from raw suppliers

(E)-Ethyl3-iodoacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl (E)-3-iodoacrylate

There total 5 articles about Ethyl (E)-3-iodoacrylate 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: 95.0%

ethyl (Z)-3-iodopropenoate (31930-36-6) → ethyl (E)-3-iodopropenoate (31930-36-6,31930-37-7)

Guidance literature:

With hydrogen iodide; In toluene; at 80 ℃; for 8h; Inert atmosphere;

DOI:10.1002/chem.202002297

Reference yield: 90.0%

ethanol (64-17-5) + (E)-3-iodoacrylic acid (6372-02-7) → ethyl (E)-3-iodopropenoate (31930-36-6,31930-37-7)

Guidance literature:

With sulfuric acid; for 4h; Heating;

DOI:10.1021/jo991350a

Reference yield: 77.0%

propynoic acid ethyl ester (623-47-2) → ethyl (E)-3-iodopropenoate (31930-36-6,31930-37-7)

Guidance literature:

propynoic acid ethyl ester; With Schwartz's reagent; In benzene;

With iodine; at 20 ℃;

DOI:10.1016/j.tetlet.2005.01.029

upstream raw materials:

ethanol

(E)-3-iodoacrylic acid

propynoic acid ethyl ester

ethyl (Z)-3-iodopropenoate

Downstream raw materials:

ethyl (E)-5-(1-cyclohexen-1-yl)-2-penten-4-ynoate

E-5-phenyl-pent-2-en-4-ynoic acid ethyl ester

ethyl (E)-6-phenylhex-2-en-5-ynoate

ethyl (E)-3-pentafluorophenylacrylate

Refernces

• 1、 Kremsmair, Alexander,Skotnitzki, Juri,Knochel, Paul. "Diastereo- and Enantioselective Cross-Couplings of Secondary Alkylcopper Reagents with 3-Halogeno-Unsaturated Carbonyl Derivatives". . p. 11971 - 11973. Retrieved 2020/09/07.
• 2、 Candy, Mathieu,Tomas, Lo?c,Parat, Sabrina,Heran, Virginie,Bienaymé, Hugues,Pons, Jean-Marc,Bressy, Cyril. "A convergent approach to (-)-callystatin a based on local symmetry". . p. 14267 - 14271. Retrieved 2013/01/15.