2,3,5-Trimethoxybenzaldehyde

Base Information

• Chemical Name: 2,3,5-Trimethoxybenzaldehyde
• CAS No.: 5556-84-3
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• UNII: 3J6AG33TAR
• DSSTox Substance ID: DTXSID60437757
• Nikkaji Number: J1.453.752J
• Wikidata: Q82253319
• Mol file: 5556-84-3.mol

Synonyms:2,3,5-Trimethoxybenzaldehyde;5556-84-3;Benzaldehyde, 2,3,5-trimethoxy-;3J6AG33TAR;UNII-3J6AG33TAR;C10H12O4;Asaronaldehyd;Benzaldehyde,2,3,5-trimethoxy;2,3,5-Trimethoxy-benzaldehyd;2,3,5-trimethoxy-benzaldehyde;SCHEMBL1002582;DTXSID60437757;AKOS006326442;EN300-99569;Z1198233599

Chemical Property of 2,3,5-Trimethoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 63 °C
• Boiling Point: 326.796oC at 760 mmHg
• Flash Point: 144.913oC
• PSA: 44.76000
• Density: 1.133g/cm3
• LogP: 1.52490
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

99%, ^*data from raw suppliers

2,3,5-Trimethoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)OC)OC)C=O
• Uses: 2,3,5-Trimethoxybenzaldehyde is used in the preparation of imine derivatives which might exhibit glycosidase inhibitors. It is also used in the preparation of phenylalkylamine analogs with psychoactiv e properties. Starting reagent for the preparation of flavonoids. 2,3,5-Trimethoxybenzaldehyde is used in the preparation of imine derivatives which might exhibit glycosidase inhibitors. It is also used in the preparation of phenylalkylamine analogs with psychoactive properties. Starting reagent for the preparation of flavonoids.

Technology Process of 2,3,5-Trimethoxybenzaldehyde

There total 19 articles about 2,3,5-Trimethoxybenzaldehyde 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: 78.0%

2,3,5-trimethoxy-benzonitrile (75510-58-6) → 2,3,5-trimethoxy-benzaldehyde (5556-84-3)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 ℃;

DOI:10.1248/cpb.c14-00626

Reference yield: 76.0%

methanol (67-56-1) + 5,5,6-trimethoxy-2-cycloheptene-1,4-dione (100460-34-2) + trimethyl orthoformate (149-73-5) → 2,3,5-trimethoxy-benzaldehyde (5556-84-3)

Guidance literature:

With sulfuric acid; at 50 ℃; for 2h;

DOI:10.1246/bcsj.58.1678

Reference yield: 52.0%

methanol (67-56-1) + 7,7-dimethoxy-2,5-cycloheptadiene-1,4-dione (100460-33-1) + trimethyl orthoformate (149-73-5) → 2,3,5-trimethoxy-benzaldehyde (5556-84-3)

Guidance literature:

With sulfuric acid; at 15 - 25 ℃; for 1h;

DOI:10.1246/bcsj.58.1678

upstream raw materials:

2,5-dihydroxy-3-methoxybenzaldehyde

dimethyl sulfate

5-hydroxy-2,3-dimethoxybenzaldehyde

2,3,5-trimethoxybenzoic acid

Downstream raw materials:

2,3,5-trimethoxy-3',4'-methylenedioxychalcone

1-(2,3,5-Trimethoxy-phenyl)-undecan-1-ol

5-hydroxy-2',3',5',6,7-pentamethoxyflavone

5,6,7-Trimethoxy-2-(2,3,5-trimethoxy-phenyl)-chroman-4-one

Refernces

• 1、 Zhang, Jian,Mu, Keman,Yang, Peng,Feng, Xinqian,Zhang, Di,Fan, Xiangyu,Wang, Qiantao,Mao, Shengjun. "Synthesis, antiepileptic effects, and structure-activity relationships of α-asarone derivatives: In vitro and in vivo neuroprotective effect of selected derivatives". . . Retrieved 2021/08/03.
• 2、 Singh, Udai S.,Scannell, Ralph T.,An, Haoyun,Carter, Barbara J.,Hecht, Sidney M.. "DNA cleavage by Di- and trihydroxyalkylbenzenes. Characterization of products and the roles of O2, Cu(II), and alkali". . p. 12691 - 12699. Retrieved 2007/10/03.