3-(Methoxymethoxy)benzaldehyde

Base Information

• Chemical Name: 3-(Methoxymethoxy)benzaldehyde
• CAS No.: 13709-05-2
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 2912299000
• DSSTox Substance ID: DTXSID80483534
• Nikkaji Number: J2.166.369G
• Wikidata: Q82320918
• Mol file: 13709-05-2.mol

Synonyms:3-(Methoxymethoxy)benzaldehyde;13709-05-2;Benzaldehyde, 3-(methoxymethoxy)-;3-methoxymethoxybenzaldehyde;m-methoxymethoxybenzaldehyde;3-methoxymethoxy-benzaldehyde;SCHEMBL950478;3-methoxymethyloxy-benzaldehyde;DTXSID80483534;JAFJNSQISURLCX-UHFFFAOYSA-N;MFCD04038425;AKOS010077281;AS-61348;3-(Methoxymethoxy)benzaldehyde, AldrichCPR;CS-0196247;FT-0636942;M1448;D91502;A807187;J-510892

Chemical Property of 3-(Methoxymethoxy)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.535
• Boiling Point: 276.553ºC at 760 mmHg
• Flash Point: 111.761ºC
• PSA: 35.53000
• Density: 1.14
• LogP: 1.48180
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Methoxymethoxy)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-52
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCOC1=CC=CC(=C1)C=O
• Uses: 3-(Methoxymethoxy)benzaldehyde is used as a reagent in the synthesis of novel millepachine derivatives as potent antiproliferative agents. Also used as a reagent in the synthesis of pyranochalcone derivatives as potent anti-inflammatory agents.

Technology Process of 3-(Methoxymethoxy)benzaldehyde

There total 9 articles about 3-(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%

→ 3-methoxymethoxybenzaldehyde (13709-05-2)

Guidance literature:

Reference yield: 98.0%

chloromethyl methyl ether (107-30-2) + meta-hydroxybenzaldehyde (100-83-4) → 3-methoxymethoxybenzaldehyde (13709-05-2)

Guidance literature:

meta-hydroxybenzaldehyde; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

chloromethyl methyl ether; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm1006929

Reference yield: 96.0%

(3-(methoxymethoxy)phenyl)methanol (81245-32-1) → 3-methoxymethoxybenzaldehyde (13709-05-2)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 12h; Heating / reflux;

upstream raw materials:

chloromethyl methyl ether

meta-hydroxybenzaldehyde

sodium salt of meta-hydroxybenzaldehyde

Dimethoxymethane

Downstream raw materials:

1-(methoxymethoxy)-3-(1-propenyl)benzene

1-(3-(methoxymethoxy)phenyl)propan-1-ol

1-(3-(methoxymethoxy)phenyl)ethanol

2-(3-methoxymethoxy-phenyl)-oxirane

Refernces

• 1、 Hotsumi, Mayumi,Tajiri, Misato,Nikaido, Yuri,Sato, Taki,Makabe, Koki,Konno, Hiroyuki. "Design, synthesis, and evaluation of a water soluble C5-monoketone type curcumin analogue as a potent amyloid β aggregation inhibitor". . p. 2157 - 2161. Retrieved 2019.
• 2、 Lee, Taek Soon,Das, Abhirup,Khosla, Chaitan. "Structure-activity relationships of semisynthetic mumbaistatin analogs". . p. 5207 - 5218. Retrieved 2007.
• 3、 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.