Methyl 2-iodo-3-methoxyprop-2-enoate

Base Information

• Chemical Name: Methyl 2-iodo-3-methoxyprop-2-enoate
• CAS No.: 163041-47-2
• Molecular Formula: C5H7IO3
• Molecular Weight: 242.013
• DSSTox Substance ID: DTXSID00708796
• Mol file: 163041-47-2.mol

Synonyms:DTXSID00708796;MDXPNXGUQIAENO-UHFFFAOYSA-N;methyl 2-iodo-3-methoxyprop-2-enoate;AB89566;2-iodo-3-methoxy-acrylic acid methyl ester

Chemical Property of Methyl 2-iodo-3-methoxyprop-2-enoate

Chemical Property:

• Melting Point: 51.0-51.5 °C
• Boiling Point: 242.4±35.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.817±0.06 g/cm3(Predicted)
• LogP: 1.08220
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 241.94399
• Heavy Atom Count: 9
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

(Z)-Methyl 2-iodo-3-methoxyacrylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC=C(C(=O)OC)I

Technology Process of Methyl 2-iodo-3-methoxyprop-2-enoate

There total 4 articles about Methyl 2-iodo-3-methoxyprop-2-enoate 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: 77.0%

methyl (2E)-3-methoxy-2-propenoate (5788-17-0) → (Z)-3-methoxy-2-iodo-acrylic acid methyl ester (163041-47-2)

Guidance literature:

With N-iodo-succinimide; In dichloromethane; acetic acid; at 20 ℃; for 24h;

DOI:10.1039/b514233d

Reference yield: 70.9%

methyl 3-methoxyprop-2-enoate (34846-90-7) → (Z)-3-methoxy-2-iodo-acrylic acid methyl ester (163041-47-2)

Guidance literature:

With pyridine; iodine; In tetrachloromethane; at 0 - 20 ℃; for 72h; Inert atmosphere;

Reference yield: 70.0%

methyl 2-iodoacetate (5199-50-8) + Methyl formate (107-31-3) → (Z)-3-methoxy-2-iodo-acrylic acid methyl ester (163041-47-2)

Guidance literature:

With titanium tetrachloride; triethylamine; In dichloromethane; at -78 - 5 ℃; for 1.16667h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201700879

upstream raw materials:

methyl (2E)-3-methoxy-2-propenoate

methyl 3-methoxyprop-2-enoate

methyl 2-iodoacetate

Methyl formate

Downstream raw materials:

methyl (E)-2-phenyl-3-methoxy-2-propenate

methyl (E)-2-(4-methylphenyl)-3-methoxy-2-propenate

methyl (E)-2-(4-chlorophenyl)-3-methoxy-2-propenate

methyl (E)-2-(2-chlorophenyl)-3-methoxy-2-propenate

Refernces

• 1、 -. "MICROBIOCIDAL COMPOUNDS". Page/Page column 62; 63. . Retrieved 2021/11/06.
• 2、 -. "MICROBIOCIDAL COMPOUNDS". Page/Page column 53; 54. . Retrieved 2021/11/06.