(2,5-Dimethoxyphenyl)acetaldehyde

Base Information

• Chemical Name: (2,5-Dimethoxyphenyl)acetaldehyde
• CAS No.: 33567-62-3
• Molecular Formula: C10H12 O3
• Molecular Weight: 180.203
• NSC Number: 110726
• DSSTox Substance ID: DTXSID30296671
• Wikidata: Q82037372
• Mol file: 33567-62-3.mol

Synonyms:(2,5-dimethoxyphenyl)acetaldehyde;33567-62-3;2-(2,5-dimethoxyphenyl)acetaldehyde;Benzeneacetaldehyde,2,5-dimethoxy-;NSC 110726;NSC110726;SCHEMBL885029;DTXSID30296671;MFCD02261748;AKOS012097917;NSC-110726;EN300-1845192

Chemical Property of (2,5-Dimethoxyphenyl)acetaldehyde

Chemical Property:

• Vapor Pressure: 0.00219mmHg at 25°C
• Boiling Point: 289.5°C at 760 mmHg
• Flash Point: 119.7°C
• Density: 1.075g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)CC=O

Technology Process of (2,5-Dimethoxyphenyl)acetaldehyde

There total 11 articles about (2,5-Dimethoxyphenyl)acetaldehyde 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: 83.0%

2-(2,5-dimethoxyphenyl)ethanol (7417-19-8) → 2-(2,5-dimethoxyphenyl)acetaldehyde (33567-62-3)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tet.2018.05.012

Reference yield:

2-allyl-1,4-dimethoxybenzene (19754-22-4) → 2-(2,5-dimethoxyphenyl)acetaldehyde (33567-62-3)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; Yield given. Multistep reaction; 1.) THF, water, 0 deg C, 1 h, 2.) 0 deg C, 0.5 h; room temperature, 3 h;

Reference yield:

(E,Z)-1-(2,5-dimethoxyphenyl)-2-methoxyethylene → 2-(2,5-dimethoxyphenyl)acetaldehyde (33567-62-3)

Guidance literature:

With perchloric acid; In diethyl ether; for 0.75h;

DOI:10.1021/jm00073a009

upstream raw materials:

2-allyl-1,4-dimethoxybenzene

3-(2,5-Dimethoxy-phenyl)-oxirane-2-carboxylic acid methyl ester

2-(2,5-dimethoxyphenyl)ethanol

allyl (4-methoxyphenyl) ether

Downstream raw materials:

2-Methyl-3-hydroxy-4-(2',5'-dimethoxyphenyl)-but-1-en

C₁₁H₁₆O₃

C₁₁H₁₅IO₂

C₁₇H₁₆O₃S₂

Refernces

• 1、 Gualandi, Andrea,Canestrari, Pietro,Emer, Enrico,Cozzi, Pier Giorgio. "A straightforward organocatalytic alkylation of 2-arylacetaldehydes: An approach towards bisabolanes". . p. 528 - 536. Retrieved 2014/05/20.
• 2、 Rosowsky, Andre,Mota, Clara E.,Wright, Joel E.,Freisheim, James H.,Heusner, James J.,et al.. "2,4-Diaminothienopyrimidine Analogues of Trimetrexate and Piritrexim as Potential Inhibitors of Pneumocystis Carinii and Toxoplasma gondii Dihydrofolate Reductase". . p. 3103 - 3112. Retrieved 2007/10/02.