CIS-3-IODOACRYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: CIS-3-IODOACRYLIC ACID ETHYL ESTER
• CAS No.: 31930-36-6
• Molecular Formula: C5H7IO2
• Molecular Weight: 226.014
• Hs Code.: 29161900
• Mol file: 31930-36-6.mol

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

Chemical Property of CIS-3-IODOACRYLIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.359mmHg at 25°C
• Refractive Index: n20/D 1.533(lit.)
• 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.: Refrigerator
• Solubility.: Chloroform, Ethyl Acetate (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl cis-3-iodoacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Ethyl Cis-?3-?iodoacrylate is a reactant used in the synthesis of complex naphtho(benzo)furans as well as in the cobalt-catayzed cross coupling of functionalized organozinc pivalates. Ethyl cis-3-iodoacrylate may be used in the synthesis of the following:vinyl sulfides(Z)-1-iodohept-1-en-3-ol(E)-1-iodohept-1-en-3-ol(Z)-β-iodoacrolein6-oxo-M1Guo

Technology Process of CIS-3-IODOACRYLIC ACID ETHYL ESTER

There total 9 articles about CIS-3-IODOACRYLIC ACID ETHYL ESTER 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: 100.0%

propynoic acid ethyl ester (623-47-2) → ethyl (Z)-3-iodopropenoate (31930-36-6)

Guidance literature:

With acetic acid; sodium iodide; at 70 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmc.2015.01.008

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

upstream raw materials:

propynoic acid ethyl ester

ethyl 3-(trimethylsilyl)propynoate

ethanol

(Z)-3-iodoprop-2-enoic acid

Downstream raw materials:

ethyl (E)-6-(4-methoxyphenyl)-4-hexyn-2-enoate

ethyl (2E,4E,6E)-7-phenyl-2,4,6-heptatrienoate

ethyl (Z)-2,3-diphenyl-2-propenoate

(2E)-3-iodo-2-propen-1-ol

Refernces

• 1、 Pasqua, Adele E.,Ferrari, Frank D.,Crawford, James J.,Whittingham, William G.,Marquez, Rodolfo. "Synthesis of (+)-crocacin D and simplified bioactive analogues". . p. 1062 - 1068. Retrieved 2015.
• 2、 -. "Preparation method of selinexor and intermediate thereof". Paragraph 0155-0158. . Retrieved 2021/04/21.
• 3、 Kremsmair, Alexander,Skotnitzki, Juri,Knochel, Paul. "Diastereo- and Enantioselective Cross-Couplings of Secondary Alkylcopper Reagents with 3-Halogeno-Unsaturated Carbonyl Derivatives". supporting information. p. 11971 - 11973. Retrieved 2020/09/07.