Methyl 4-amino-3,5-diiodobenzoate

Base Information

• Chemical Name: Methyl 4-amino-3,5-diiodobenzoate
• CAS No.: 131755-87-8
• Molecular Formula: C8H7I2NO2
• Molecular Weight: 402.958
• European Community (EC) Number: 842-898-4
• DSSTox Substance ID: DTXSID20400240
• Wikidata: Q82203115
• Mol file: 131755-87-8.mol

Synonyms:methyl 4-amino-3,5-diiodobenzoate;131755-87-8;4-AMINO-3,5-DIIODOBENZOIC ACID METHYL ESTER;Methyl 4-amino-3,5-diiodo-benzoate;SCHEMBL10355104;DTXSID20400240;methyl4-amino-3,5-diiodobenzoate;MFCD00010874;AKOS024419247;BS-51179;CS-0215513;EN300-255597

Chemical Property of Methyl 4-amino-3,5-diiodobenzoate

Chemical Property:

• Boiling Point: 442.2±45.0 °C(Predicted)
• PKA: -1.65±0.10(Predicted)
• Density: 2.319±0.06 g/cm3(Predicted)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 402.85662
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

98% ^*data from raw suppliers

Methyl4-Amino-3,5-diiodobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C(=C1)I)N)I

Technology Process of Methyl 4-amino-3,5-diiodobenzoate

There total 3 articles about Methyl 4-amino-3,5-diiodobenzoate 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: 83.0%

4-methoxycarbonyl aniline (619-45-4) → methyl 4-amino-3,5-diiodobenzoate (131755-87-8)

Guidance literature:

With Iodine monochloride; In dichloromethane; for 4h; Inert atmosphere; Reflux;

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → methyl 4-amino-3,5-diiodobenzoate (131755-87-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 5 h / Reflux

2: Iodine monochloride / dichloromethane / 1.5 h / Reflux

With sulfuric acid; Iodine monochloride; In dichloromethane;

DOI:10.1021/acs.inorgchem.6b00278

Reference yield:

methanol (67-56-1) + 4-amino-3,5-diiodobenzoic acid (2122-61-4) → methyl 4-amino-3,5-diiodobenzoate (131755-87-8)

Guidance literature:

With sulfuric acid; Yield given;

DOI:10.1021/ja9812047

upstream raw materials:

methanol

4-amino-3,5-diiodobenzoic acid

4-methoxycarbonyl aniline

4-amino-benzoic acid

Downstream raw materials:

3,5‐diiodobenzoic acid methyl ester

3,5-bis-(ethynyl)benzaldehyde

3,5‐bis((trimethylsilyl)ethynyl)benzaldehyde

3,5-diiodobenzaldehyde