2,3,4-Trimethoxybenzaldehyde

Base Information

• Chemical Name: 2,3,4-Trimethoxybenzaldehyde
• CAS No.: 2103-57-3
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 29124900
• European Community (EC) Number: 218-271-0,258-950-9
• UNII: 7ZY3UK34C4
• DSSTox Substance ID: DTXSID6062179
• Nikkaji Number: J30.711D
• Wikidata: Q63399810
• Mol file: 2103-57-3.mol

Synonyms:2,3,4-Trimethoxybenzaldehyde;2103-57-3;Trimethoxybenzaldehyde;Benzaldehyde, 2,3,4-trimethoxy-;Benzaldehyde, trimethoxy-;MFCD00003310;54061-90-4;7ZY3UK34C4;EINECS 258-950-9;2,3,4-Trimethoxy-benzaldehyde;trimethoxy benzaldehyde;UNII-7ZY3UK34C4;UNII-JFK8H2K799;SCHEMBL269268;2,3,4-trimethoxybenz aldehyde;JFK8H2K799;DTXSID6062179;2,3,4-tri-methoxy benzaldehyde;STR05639;EINECS 218-271-0;BBL010371;STK506803;2,3,4-Trimethoxybenzaldehyde, 99%;AKOS000119741;AC-3239;CS-W009209;JC10173;PS-5297;SY004848;AI3-36670;A4561;AM20060545;FT-0609396;T1101;EN300-20124;D70487;Q-200163;Q63399810;2,3,4-Trimethoxybenzaldehyde, purum, >=98.0% (HPLC);F0001-0752;Z104476974;TRIMETAZIDINE DIHYDROCHLORIDE IMPURITY C [EP IMPURITY];2,3,4 TRIMETHOXYBENZYLALDEHYDE;2,3,4-TRIMETHOXYBENZALDEHYDE;2,3,4-Trimethoxybenzaldehyde, certified reference material, TraceCERT(R)

Chemical Property of 2,3,4-Trimethoxybenzaldehyde

Chemical Property:

• Appearance/Colour: white to light yellow crystals or cryst. powder
• Vapor Pressure: 0.000545mmHg at 25°C
• Melting Point: 38-40 °C(lit.)
• Refractive Index: n20/D 1.5547(lit.)
• Boiling Point: 312 °C at 760 mmHg
• Flash Point: 137.1 °C
• PSA: 44.76000
• Density: 1.133 g/cm³
• LogP: 1.52490
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: methanol: 0.1 g/mL, clear
• 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

2,3,4-Trimethoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 22-24/25-45-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: COC1=C(C(=C(C=C1)C=O)OC)OC
• Uses: 2,3,4-Trimethoxybenzaldehyde is a trimethoxylated aromatic aldehyde. 2,3,4-Trimethoxybenzaldehyde is an Impurity of the anti-anginal drug Trimetazidine (T795610). 2,3,4-Trimethoxybenzaldehyde was used to study the effects of 2,3,4-trimethoxybenzaldehyde on tubulin-dependent GTP hydrolysis.

Technology Process of 2,3,4-Trimethoxybenzaldehyde

There total 23 articles about 2,3,4-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: 97.2%

2,3,4-trihydroxybenzylaldehyde (2144-08-3) + methyl iodide (74-88-4) → 2,3,4-trimethoxybenzaldehyde (2103-57-3)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃; for 24h;

DOI:10.1039/c4ob00364k

Reference yield: 97.0%

2,3,4-trimethoxybenzylalcohol (71989-96-3) → 2,3,4-trimethoxybenzaldehyde (2103-57-3)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [CuNi(-OAc)(μ-OH)(μ-OH₂)(bpy)₂](ClO₄)₂; dihydrogen peroxide; In water; at 70 ℃; for 2h;

DOI:10.1080/00958972.2017.1358812

Reference yield: 82.9%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,2,3-trimethoxybenzene (634-36-6) → 2,3,4-trimethoxybenzaldehyde (2103-57-3)

Guidance literature:

With potassium carbonate; magnesium chloride; for 5h; Concentration; Reflux;

upstream raw materials:

hydrogen cyanide

1,2,3-trimethoxybenzene

3,4-dimethoxysalicylaldehyde

dimethyl sulfate

Downstream raw materials:

3-(2,3,4-trimethoxy-phenyl)-propionic acid

6-[Pyrrolidin-1-yl-(2,3,4-trimethoxy-phenyl)-methyl]-benzo[1,3]dioxol-5-ol

6-[4-morpholinyl(2,3,4-trimethoxyphenyl)methyl]-1,3-benzodioxol-5-ol

1-(2,3,4-Trimethoxy-benzyl)-[1,4]diazepane

Refernces

• 1、 Mandrekar, Ketan S.,Tilve, Santosh G.. "Molecular iodine mediated oxidative cleavage of the C-N bond of aryl and heteroaryl (dimethylamino)methyl groups into aldehydes". supporting information. p. 4152 - 4155. Retrieved 2021/03/15.
• 2、 Asakawa, Tomohiro,Sagara, Hiroto,Kanakogi, Masaki,Hiza, Aiki,Tsukaguchi, Yuta,Ogawa, Takahiro,Nakayama, Miho,Ouchi, Hitoshi,Inai, Makoto,Kan, Toshiyuki. "Practical Synthesis of Polymethylated Flavones: Nobiletin and Its Desmethyl Derivatives". . p. 595 - 602. Retrieved 2019/04/01.