2-(2-Iodo-benzyl)-malonic acid diethyl ester

Base Information

• Chemical Name: 2-(2-Iodo-benzyl)-malonic acid diethyl ester
• CAS No.: 111373-31-0
• Molecular Formula: C₁₄H₁₇IO₄
• Molecular Weight: 376.191
• DSSTox Substance ID: DTXSID701232831
• Nikkaji Number: J915.786G
• Mol file: 111373-31-0.mol

Synonyms:111373-31-0;SCHEMBL4330313;RVUBNVZTBJYNOA-UHFFFAOYSA-N;DTXSID701232831;AKOS005216768;2-(2-Iodo-benzyl)-malonic acid diethyl ester;1,3-Diethyl 2-[(2-iodophenyl)methyl]propanedioate

Chemical Property of 2-(2-Iodo-benzyl)-malonic acid diethyl ester

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 376.01716
• Heavy Atom Count: 19
• Complexity: 288

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CC=C1I)C(=O)OCC

Technology Process of 2-(2-Iodo-benzyl)-malonic acid diethyl ester

There total 6 articles about 2-(2-Iodo-benzyl)-malonic acid diethyl 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: 97.0%

sodium diethylmalonate (996-82-7) + 2-(chloromethyl)iodobenzene (59473-45-9) → diethyl (2-iodobenzyl)malonate (111373-31-0)

Guidance literature:

In tetrahydrofuran; N,N-dimethyl-formamide; for 6h; 0 deg C to room temperature;

DOI:10.1016/S0040-4039(00)95678-8

Reference yield: 92.0%

2-(chloromethyl)iodobenzene (59473-45-9) → diethyl (2-iodobenzyl)malonate (111373-31-0)

Guidance literature:

diethyl malonate; With sodium; In ethanol; at 0 ℃;

2-(chloromethyl)iodobenzene; With sodium chloride; In ethanol; at 0 - 20 ℃;

Reference yield:

2-iodobenzyl alcohol (5159-41-1) → diethyl (2-iodobenzyl)malonate (111373-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / tetrahydrofuran / 5 h / 0 deg C to reflux

2: 97 percent / dimethylformamide; tetrahydrofuran / 6 h / 0 deg C to room temperature

In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)95678-8

upstream raw materials:

sodium diethylmalonate

2-(chloromethyl)iodobenzene

2-iodobenzyl alcohol

2-iodobenzyl methanesulfonate

Downstream raw materials:

(E)-5,5-Bis-ethoxycarbonyl-6-(2-iodo-phenyl)-hex-2-enoic acid ethyl ester

ethyl 3-(2-iodophenyl)propanoate

6,6-bis(ethoxycarbonyl)-7-(2'-iodophenyl)-2,3-heptadiene

3-(2-iodophenyl)propanoic acid