Benzaldehyde, 3-iodo-4-(methoxymethoxy)-

Base Information

• Chemical Name: Benzaldehyde, 3-iodo-4-(methoxymethoxy)-
• CAS No.: 121169-17-3
• Molecular Formula: C9H9IO3
• Molecular Weight: 292.073
• DSSTox Substance ID: DTXSID50439366
• Nikkaji Number: J694.517A
• Wikidata: Q82255306
• Mol file: 121169-17-3.mol

Synonyms:3-iodo-4-(methoxymethoxy)benzaldehyde;Benzaldehyde, 3-iodo-4-(methoxymethoxy)-;121169-17-3;SCHEMBL6478773;DTXSID50439366;MOTBXVBKZZNIET-UHFFFAOYSA-N;3-iodo-4-methoxymethoxybenzaldehyde

Chemical Property of Benzaldehyde, 3-iodo-4-(methoxymethoxy)-

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 291.95964
• Heavy Atom Count: 13
• Complexity: 163

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCOC1=C(C=C(C=C1)C=O)I

Technology Process of Benzaldehyde, 3-iodo-4-(methoxymethoxy)-

There total 4 articles about Benzaldehyde, 3-iodo-4-(methoxymethoxy)- 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%

4-hydroxy-3-iodo-benzaldehyde (60032-63-5) + chloromethyl methyl ether (107-30-2) → 3-iodo-4-(methoxymethoxy)benzaldehyde (121169-17-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h; Cooling with ice;

DOI:10.1039/c2ob25880c

Reference yield: 89.0%

Dimethoxymethane (109-87-5) + 4-hydroxy-3-iodo-benzaldehyde (60032-63-5) → 3-iodo-4-(methoxymethoxy)benzaldehyde (121169-17-3)

Guidance literature:

With phosphorus pentoxide; In dichloromethane; for 5h;

DOI:10.1021/jo00126a037

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 3-iodo-4-(methoxymethoxy)benzaldehyde (121169-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / I₂, KI, Me₂NH / 3 h

2: 89 percent / P₂O₅ / CH₂Cl₂ / 5 h

With iodine; phosphorus pentoxide; dimethyl amine; potassium iodide; In dichloromethane;

DOI:10.1021/jo00126a037

upstream raw materials:

Dimethoxymethane

4-hydroxy-3-iodo-benzaldehyde

4-hydroxy-benzaldehyde

chloromethyl methyl ether

Downstream raw materials:

3-(3-iodo-4-methoxymethoxy-phenyl)-Z-acrylic acid methyl ester

C₂₈H₃₃I₂NO₆

C₂₈H₃₃I₂NO₆

3-[4-methoxymethoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acrylic acid methyl ester

Refernces

• 1、 -. "P2X3 AND/OR P2X2/3 COMPOUNDS AND METHODS". . . Retrieved 2018/04/17.
• 2、 Amatore, Christian,Blart, Errol,Genet, Jean Pierre,Jutand, Anny,Lemaire-Audoire, Sandrine,Savignac, Monique. "New Synthetic Applications of Water-Soluble Acetate Pd/TPPTS Catalyst Generated in Situ. Evidence for a True Pd(0) Species Intermediate". . p. 6829 - 6839. Retrieved 2007/10/03.