2-Iodo-3,4-dimethoxybenzaldehyde

Base Information

• Chemical Name: 2-Iodo-3,4-dimethoxybenzaldehyde
• CAS No.: 138490-95-6
• Molecular Formula: C9H9IO3
• Molecular Weight: 292.073
• DSSTox Substance ID: DTXSID90473663
• Nikkaji Number: J2.027.380A
• Wikidata: Q82303234
• Mol file: 138490-95-6.mol

Synonyms:2-iodo-3,4-dimethoxybenzaldehyde;138490-95-6;Benzaldehyde, 2-iodo-3,4-dimethoxy-;2-iodo-3,4-dimethoxy-benzaldehyde;SCHEMBL1134612;DTXSID90473663;4-PYRIDYLTHIOACETYLCHLORIDE;BS-49668;CS-0130049;E77939

Chemical Property of 2-Iodo-3,4-dimethoxybenzaldehyde

Chemical Property:

• PSA: 35.53000
• LogP: 2.12090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• 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:

95% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Iodo-3,4-dimethoxybenzaldehyde

There total 12 articles about 2-Iodo-3,4-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: 95.0%

2-iodoisovanillin (138490-94-5) + methyl iodide (74-88-4) → 2-iodo-3,4-dimethoxybenzaldehyde (138490-95-6)

Guidance literature:

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

Reference yield: 85.0%

2-iodoisovanillin (138490-94-5) + dimethyl sulfate (77-78-1) → 2-iodo-3,4-dimethoxybenzaldehyde (138490-95-6)

Guidance literature:

With potassium carbonate; In acetone; for 6h; Heating;

DOI:10.1021/jm00081a007

Reference yield: 73.0%

C11H13BrO4 (1160948-83-3) → 2-iodo-3,4-dimethoxybenzaldehyde (138490-95-6)

Guidance literature:

C₁₁H₁₃BrO₄; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

With N-iodo-succinimide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; hexane; for 2h;

DOI:10.1021/jo900311g

upstream raw materials:

2-iodo-4-hydroxy-3-methoxybenzaldehyde

dimethyl sulfate

2-iodoisovanillin

methyl iodide

Downstream raw materials:

3,4-dimethoxy-2-(trifluoromethyl)benzaldehyde

(2-iodo-3,4-dimethoxyphenyl)methanol

3,4-dimethoxy-2-iodo-N-methylbenzylamine

2,2'-diformyl-5,5',6,6'-tetramethoxybiphenyl

Refernces

• 1、 Abe, Hitoshi,Kobayashi, Naoko,Kadoshima, Yutaka,Takeuchi, Yasuo,Harayama, Takashi,Horino, Yoshikazu. "Synthesis of 2,3,9,10-Tetraoxygenated benzo[c]phenanthridine derivatives via palladiummediated aryl-Aryl coupling reaction". . p. 673 - 684. Retrieved 2017/04/10.
• 2、 Mori, Keiji,Ichikawa, Yuki,Kobayashi, Manato,Shibata, Yukihiro,Yamanaka, Masahiro,Akiyama, Takahiko. "Enantioselective synthesis of multisubstituted biaryl skeleton by chiral phosphoric acid catalyzed desymmetrization/kinetic resolution sequence". . p. 3964 - 3970. Retrieved 2013/04/24.