3-Iodo-4,5-dimethoxybenzaldehyde

Base Information

• Chemical Name: 3-Iodo-4,5-dimethoxybenzaldehyde
• CAS No.: 32024-15-0
• Molecular Formula: C9H9IO3
• Molecular Weight: 292.073
• Hs Code.: 2913000090
• European Community (EC) Number: 626-583-7
• DSSTox Substance ID: DTXSID60380779
• Nikkaji Number: J1.650.638I
• Wikidata: Q72483527
• ChEMBL ID: CHEMBL566026
• Mol file: 32024-15-0.mol

Synonyms:3-Iodo-4,5-dimethoxybenzaldehyde;32024-15-0;4,5-Dimethoxy-3-iodobenzaldehyde;3,4-DIMETHOXY-5-IODOBENZALDEHYDE;5-iodo-3,4-dimethoxybenzaldehyde;3-Iodo-4,5-dimethoxy-benzaldehyde;3-Iodo-4,5-dimethoxybenzaldehyde, 97%;5-iodoveratraldehyde;CHEMBL566026;SCHEMBL2335896;DTXSID60380779;MVPNBXPAUYYZAF-UHFFFAOYSA-N;4,5-dimethoxy-3-iodo-benzaldehyde;3,4-Dimethoxy-5-iodo-benzaldehyde;BBL023265;CL8296;MFCD00674091;STK060991;AKOS000290629;AM84056;CS-W012183;AS-46012;FT-0600578;EN300-59177;J-018605;Z57772431

Chemical Property of 3-Iodo-4,5-dimethoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 1.89E-05mmHg at 25°C
• Melting Point: 63-65 °C
• Refractive Index: 1.609
• Boiling Point: 362.727 °C at 760 mmHg
• Flash Point: 173.171 °C
• PSA: 35.53000
• Density: 1.706 g/cm³
• LogP: 2.12090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air & Light Sensitive
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 291.95964
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

3-Iodo-4,5-dimethoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC(=C1)C=O)I)OC
• Uses: 3-Iodo-4,5-dimethoxybenzaldehyde was used in the preparation of 3-iodo-4,4′,5-trimethoxy-3′-O-tert-butyldiphenylsilyl-Z-stilbene and 3-iodo-4,4′,5-trimethoxy-3′-O-tert-butyldiphenylsilyl-E-stilbene. It may be used for the synthesis of chloropeptin I and chloropeptin II.

Technology Process of 3-Iodo-4,5-dimethoxybenzaldehyde

There total 8 articles about 3-Iodo-4,5-dimethoxybenzaldehyde 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: 98.0%

5-iodovaniline (5438-36-8) + methyl iodide (74-88-4) → 3,4-dimethoxy-5-iodobenzaldehyde (32024-15-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 20h;

Reference yield: 97.0%

5-iodovaniline (5438-36-8) + dimethyl sulfate (77-78-1) → 3,4-dimethoxy-5-iodobenzaldehyde (32024-15-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 - 120 ℃; for 5h;

Reference yield: 84.0%

3-hydroxy-5-iodo-4-methoxybenzaldehyde (54246-07-0) + methyl iodide (74-88-4) → 3,4-dimethoxy-5-iodobenzaldehyde (32024-15-0)

Guidance literature:

3-hydroxy-5-iodo-4-methoxybenzaldehyde; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃; for 0.583333h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1080/00304948.2012.643700

upstream raw materials:

5-iodovaniline

dimethyl sulfate

methyl iodide

vanillin

Downstream raw materials:

5-(3-iodo-4,5-dimethoxy-benzyl)-pyrimidine-2,4-diamine

3,4-dimethoxy-5-(prop-2-enyl)benzaldehyde

Refernces

• 1、 Muddala, N. Prasad,White, John C.,Nammalwar, Baskar,Pratt, Ian,Thomas, Leonard M.,Bunce, Richard A.,Berlin, K. Darrell,Bourne, Christina R.. "Inhibitor design to target a unique feature in the folate pocket of Staphylococcus aureus dihydrofolate reductase". . . Retrieved 2020/06/03.
• 2、 Maresh, Justin J.,Ralko, Arthur A.,Speltz, Tom E.,Burke, James L.,Murphy, Casey M.,Gaskell, Zachary,Girel, Joann K.,Terranova, Erin,Richtscheidt, Conrad,Krzeszowiec, Mark. "Chemoselective zinc/HCl reduction of halogenated β-nitrostyrenes: Synthesis of halogenated dopamine analogues". supporting information. p. 2891 - 2894. Retrieved 2015/02/02.