4-Iodo-2,5-dimethoxybenzaldehyde

Base Information

• Chemical Name: 4-Iodo-2,5-dimethoxybenzaldehyde
• CAS No.: 90064-47-4
• Molecular Formula: C9H9 I O3
• Molecular Weight: 292.073
• DSSTox Substance ID: DTXSID10468112
• Nikkaji Number: J1.033.172B
• Wikidata: Q82295214
• Mol file: 90064-47-4.mol

Synonyms:4-IODO-2,5-DIMETHOXYBENZALDEHYDE;90064-47-4;Benzaldehyde, 4-iodo-2,5-dimethoxy-;SCHEMBL2816956;DTXSID10468112;MFCD01632211;AKOS016009869;BS-17925;CS-0110009;D82154

Chemical Property of 4-Iodo-2,5-dimethoxybenzaldehyde

Chemical Property:

• Melting Point: 109 °C
• Boiling Point: 376.8±42.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.706±0.06 g/cm3(Predicted)
• 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:

99%min ^*data from raw suppliers

4-Iodo-2,5-dimethoxybenzaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1C=O)OC)I

Technology Process of 4-Iodo-2,5-dimethoxybenzaldehyde

There total 4 articles about 4-Iodo-2,5-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: 95.0%

2,5-dimethoxybenzaldehyde (93-02-7) → 4-iodo-2,5-dimethoxybenzenecarbaldehyde (90064-47-4)

Guidance literature:

With iodine; silver nitrate; In methanol; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c4ob00493k

Reference yield: 70.0%

1,4-diiodo-2,5-dimethoxybenzene (51560-21-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-iodo-2,5-dimethoxybenzenecarbaldehyde (90064-47-4)

Guidance literature:

1,4-diiodo-2,5-dimethoxybenzene; With n-butyllithium; In diethyl ether; hexane; at -10 - -5 ℃; for 1.33333h;

N,N-dimethyl-formamide; In diethyl ether; hexane; at 20 ℃; for 6h;

DOI:10.1016/j.dyepig.2011.10.014

Reference yield:

1,4-dimethoxybezene (150-78-7) → 4-iodo-2,5-dimethoxybenzenecarbaldehyde (90064-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: iodine; periodic acid / methanol / 4 h / 70 °C

2.1: n-butyllithium / diethyl ether; hexane / 1.33 h / -10 - -5 °C

2.2: 6 h / 20 °C

With n-butyllithium; iodine; periodic acid; In methanol; diethyl ether; hexane;

DOI:10.1016/j.dyepig.2011.10.014

upstream raw materials:

1,4-diiodo-2,5-dimethoxybenzene

N-methyl-N-phenylformamide

2,5-dimethoxybenzaldehyde

N,N-dimethyl-formamide

Downstream raw materials:

1-(4-iodo-2,5-dimethoxyphenyl)-2-nitropropene

C₃₁H₂₉NO₅

C₄₁H₃₉NO₇

C₄₄H₄₀N₂O₈

Refernces

• 1、 Wang, Rong,Ding, Ju,Wang, Yuxiu,Zhang, Yanrong. "Effect of Conjugation Mode on Intramolecular Charge Transfer in Fabricating Acid-Responsive Fluorophores". . p. 3883 - 3892. Retrieved 2019.
• 2、 Kumpf, Jan,Freudenberg, Jan,Fletcher, Katharyn,Dreuw, Andreas,Bunz, Uwe H. F.. "Detection of amines with extended distyrylbenzenes by strip assays". . p. 6634 - 6645. Retrieved 2014/08/05.