2,3,4-Trimethoxy-6-methylphenol

Base Information

• Chemical Name: 2,3,4-Trimethoxy-6-methylphenol
• CAS No.: 39068-88-7
• Molecular Formula: C10H14O4
• Molecular Weight: 198.219
• Hs Code.: 2909500000
• DSSTox Substance ID: DTXSID40502997
• Nikkaji Number: J27.319H
• Wikidata: Q72513783
• Mol file: 39068-88-7.mol

Synonyms:2,3,4-Trimethoxy-6-methylphenol;39068-88-7;MFCD07783663;6-methyl-2,3,4-trimethoxyphenol;Phenol, 2,3,4-trimethoxy-6-methyl-;DiisobutylamineHydrochloride;SCHEMBL4472439;DTXSID40502997;AKOS006344548;AC-1426;AS-10981;SY338271;CS-0202563;FT-0639520;FT-0652359;E79136;A912412

Chemical Property of 2,3,4-Trimethoxy-6-methylphenol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.514
• Boiling Point: 309.753 °C at 760 mmHg
• PKA: 10.45±0.28(Predicted)
• Flash Point: 141.134 °C
• PSA: 47.92000
• Density: 1.125 g/cm³
• LogP: 1.72640
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 198.08920892
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2,3,4-Trimethoxy-6-methylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1O)OC)OC)OC
• Uses: 2,3,4-Trimethoxy-6-methylphenol acts as a reagent in the synthesis of (±)-antroquinonol D with potential anticancer properties.

Technology Process of 2,3,4-Trimethoxy-6-methylphenol

There total 15 articles about 2,3,4-Trimethoxy-6-methylphenol 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: 98.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,3,4-trimethoxyphenol (19676-64-3) → 2,3,4-trimethoxy-6-methylphenol (39068-88-7)

Guidance literature:

formaldehyd; 2,3,4-trimethoxyphenol; With triethylamine; magnesium chloride; In tetrahydrofuran; for 4h; Inert atmosphere; Reflux;

With palladium 10% on activated carbon; hydrogen; In ethanol; for 4h; under 25858.1 Torr;

DOI:10.3184/030823409X424885

Reference yield: 94.0%

2,3,4-trimethoxy-6-methylbenzaldehyde (22383-85-3) → 2,3,4-trimethoxy-6-methylphenol (39068-88-7)

Guidance literature:

With sodium hydrogen sulfate; dihydrogen peroxide; In methanol; for 0.5h;

DOI:10.1080/00397910701771066

Reference yield: 67.0%

3,4,5-trimethoxytoluene (6443-69-2) → 2,3-Dimethoxy-5-methyl-1,4-benzoquinone (605-94-7) + 2,3,4-trimethoxy-6-methylphenol (39068-88-7)

Guidance literature:

With perchloric acid; dihydrogen peroxide; In acetonitrile; at 60 ℃; for 1h; Solvent; Time;

DOI:10.1039/c7dt00552k

upstream raw materials:

formaldehyd

2,3,4-trimethoxyphenol

3,4,5-trimethoxytoluene

2-hydroxy-3,4,5-trimethoxybenzoic acid

Downstream raw materials:

ubidecarenone

1-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

1-bromo-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

(2E)-4-(3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylphenyl)-2-methylbut-2-en-1-ol

Refernces

• 1、 Sulake, Rohidas S.,Jiang, Yan-Feng,Lin, Hsiao-Han,Chen, Chinpiao. "Total synthesis of (±)-antroquinonol D". . p. 10820 - 10828. Retrieved 2015/01/08.
• 2、 Wang, Jin,Yang, Jian,Yang, Bo,Sun, Jia-Qiang,Yang, Tao. "Alternative synthesis of 5-chloromethyl-2,3-dimethoxy-6-methyl-1, 4-benzoquinone: A key intermediate for preparing coenzyme Q analogues". . p. 724 - 725. Retrieved 2011/04/24.