3,4-Bis(methoxymethoxy)benzaldehyde

Base Information

• Chemical Name: 3,4-Bis(methoxymethoxy)benzaldehyde
• CAS No.: 6515-06-6
• Molecular Formula: C11H14O5
• Molecular Weight: 226.229
• ChEMBL ID: CHEMBL1891230
• DSSTox Substance ID: DTXSID40471750
• Nikkaji Number: J445.183J
• Wikidata: Q72446188
• Mol file: 6515-06-6.mol

Synonyms:3,4-bis(methoxymethoxy)benzaldehyde;6515-06-6;MLS000697649;SCHEMBL4255761;CHEMBL1891230;3,4-bismethoxymethoxybenzaldehyde;DTXSID40471750;RYTSFSLVJDNOHI-UHFFFAOYSA-N;HMS2270C07;3,4-Bis-methoxymethoxy-benzaldehyde;3,4-di-(methoxymethoxy)-benzaldehyde;AKOS015890560;SMR000470975;3,4-dihydroybenzaldehyde 3,4-di(methoxymethyl) ether

Chemical Property of 3,4-Bis(methoxymethoxy)benzaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.519
• Boiling Point: 354.209 °C at 760 mmHg
• Flash Point: 157.278 °C
• PSA: 53.99000
• Density: 1.161 g/cm³
• LogP: 1.46450
• Solubility.: Dichloromethane
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 226.08412354
• Heavy Atom Count: 16
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

3,4-Bis(methoxymethoxy)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCOC1=C(C=C(C=C1)C=O)OCOC
• Uses: 3,4-Bis(methoxymethoxy)benzaldehyde is an intermediate used in the synthesis of Okanin (O515750), which extracted from Dalbergia sissoo Roxb. leaves is a good antibacterial agent and possible anti-inflammatory agent. Chalcone. Anti-cancer agent.

Technology Process of 3,4-Bis(methoxymethoxy)benzaldehyde

There total 5 articles about 3,4-Bis(methoxymethoxy)benzaldehyde 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: 100.0%

bromethyl methyl ether (13057-17-5) + 3,4-dihydroxybenzaldehyde (139-85-5) → 3,4-bis-methoxymethoxy-benzaldehyde (6515-06-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.202100026

Reference yield: 96.0%

chloromethyl methyl ether (107-30-2) + 3,4-dihydroxybenzaldehyde (139-85-5) → 3,4-bis-methoxymethoxy-benzaldehyde (6515-06-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 5 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.202001264

Reference yield:

chloromethyl methyl ether (107-30-2) + 3,4-dihydroxybenzaldehyde (139-85-5) → 3-hydroxy-4-(methoxymethoxy)benzaldehyde (65299-00-5) + 3,4-bis-methoxymethoxy-benzaldehyde (6515-06-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; Cooling with ice;

DOI:10.1039/c0ob00137f

upstream raw materials:

chloromethyl methyl ether

3,4-dihydroxybenzaldehyde

Dimethoxymethane

bromethyl methyl ether

Downstream raw materials:

5-[(E)-3,4-bis(methoxymethoxy)styryl]-2-[(E)-3,7-dimethylocta-2,6-dienyl]-1,3-bis(methoxymethoxy)benzene

4-methoxyl-3′,4′-dihydroxy-trans-stilbene

(E)-3,4-dihydroxystilbene

Refernces

• 1、 Xie, Fan,Du, Guoxin,Ma, Shunan,Li, Yiming,Wang, Rui,Guo, Fujiang. "Structural elucidation of in vitro metabolites of bavachinin in rat liver microsomes by LC-ESI-MSn and chemical synthesis". . p. 296 - 306. Retrieved 2016.
• 2、 Barker, David,Haverkate, Natalie A.,Leung, Euphemia,Pilkington, Lisa I.. "Tethered aryl groups increase the activity of anti-proliferative thieno[2,3-b]pyridines by targeting a lipophilic region in the active site of PI-PLC". . . Retrieved 2021/12/02.
• 3、 Polaquini, Carlos R.,Marques, Beatriz C.,Ayusso, Gabriela M.,Mor?o, Luana G.,Sardi, Janaína C.O.,Campos, Débora L.,Silva, Isabel C.,Cavalca, Lúcia B.,Scheffers, Dirk-Jan,Rosalen, Pedro L.,Pavan, Fernando R.,Ferreira, Henrique,Regasini, Luis O.. "Antibacterial activity of a new monocarbonyl analog of curcumin MAC 4 is associated with divisome disruption". . . Retrieved 2021/02/22.