3-Iodo-4,5-dimethoxybenzoic acid

Base Information

• Chemical Name: 3-Iodo-4,5-dimethoxybenzoic acid
• CAS No.: 5468-22-4
• Molecular Formula: C9H9IO4
• Molecular Weight: 308.073
• NSC Number: 25376
• DSSTox Substance ID: DTXSID60282300
• Wikidata: Q82016538
• Mol file: 5468-22-4.mol

Synonyms:3-iodo-4,5-dimethoxybenzoic acid;5468-22-4;NSC25376;5-iodoveratric acid;SCHEMBL3544388;DTXSID60282300;YMKITVMTSMYARX-UHFFFAOYSA-N;3,4-dimethoxy-5-iodobenzoic acid;BBL034853;NSC-25376;STL416174;AKOS017550089;VS-12706;CS-0331807

Chemical Property of 3-Iodo-4,5-dimethoxybenzoic acid

Chemical Property:

• Vapor Pressure: 9.53E-07mmHg at 25°C
• Boiling Point: 389°Cat760mmHg
• Flash Point: 189°C
• Density: 1.79g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 307.95456
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC(=C1)C(=O)O)I)OC

Technology Process of 3-Iodo-4,5-dimethoxybenzoic acid

There total 2 articles about 3-Iodo-4,5-dimethoxybenzoic acid 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%

3,4-dimethoxy-5-iodobenzaldehyde (32024-15-0) → 3-iodo-4,5-dimethoxybenzoic acid (5468-22-4)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.ejmech.2016.09.028

Reference yield:

5-iodovaniline (5438-36-8) → 3-iodo-4,5-dimethoxybenzoic acid (5468-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃; water / anschliessend Behandeln mit Dimethylsulfat

2: aqueous potassium permanganate solution

With potassium permanganate; water; sodium hydrogencarbonate;

DOI:10.1021/jo01192a009

Reference yield:

3-iodo-4,5-dimethoxybenzoic acid (5468-22-4) + prop-1-yne (74-99-7) → 3,4-dimethoxy-5-prop-1-ynylbenzoic acid (647855-83-2)

Guidance literature:

With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 20 ℃; for 48h;

upstream raw materials:

3,4-dimethoxy-5-iodobenzaldehyde

5-iodovaniline

Downstream raw materials:

methyl 3-iodo-4,5-dimethoxybenzoate

4,5,6-trimethoxyphthalide

3,4-dimethoxy-5-prop-1-ynylbenzoic acid