3-Methoxy-5-methyl-1,2-benzenediol

Base Information

• Chemical Name: 3-Methoxy-5-methyl-1,2-benzenediol
• CAS No.: 1125-67-3
• Molecular Formula: C8H10O3
• Molecular Weight: 154.166
• DSSTox Substance ID: DTXSID40503621
• Metabolomics Workbench ID: 103089
• Nikkaji Number: J1.450.691H
• Wikidata: Q77569807
• Mol file: 1125-67-3.mol

Synonyms:3-methoxy-5-methyl-1,2-benzenediol;1125-67-3;3-Methoxy-5-methylbenzene-1,2-diol;3-Methoxy-5-methylbenyene-1,2-diol;SCHEMBL10053939;DTXSID40503621;CHEBI:221066;EN300-1599501

Chemical Property of 3-Methoxy-5-methyl-1,2-benzenediol

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 127

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)OC)O)O

Technology Process of 3-Methoxy-5-methyl-1,2-benzenediol

There total 7 articles about 3-Methoxy-5-methyl-1,2-benzenediol 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: 87.0%

3,4,5-trimethoxytoluene (6443-69-2) → 3-methoxy-5-methylbenzene-1,2-diol (1125-67-3)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2008.04.074

Reference yield: 80.0%

2-Methoxy-4-methylphenol (93-51-6) → 3-methoxy-5-methylbenzene-1,2-diol (1125-67-3)

Guidance literature:

With Agaricus bisporus tyrosinase; oxygen; ascorbic acid; In water; at 20 ℃; for 24h; pH=7; Na-phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.bmc.2011.11.018

Reference yield:

Eudesmic acid (118-41-2) → 3-methoxy-5-methylbenzene-1,2-diol (1125-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl

2: LiAlH₄ / tetrahydrofuran

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1002/jlac.19727630112

upstream raw materials:

tetrachloromethane

ethanol

5-methylpyrogallol

dimethyl sulfate

Downstream raw materials:

C₈H₉BrO₃

2-fluoro-3-methoxy-5-methylphenol

3-methoxy-5-methyl-[1,2]benzoquinone

6,6-difluoro-5-methoxy-3-methylcyclohexa-2,4-dienone

Refernces

• 1、 Tatsuta, Kuniaki,Furuyama, Akiho,Yano, Tomoe,Suzuki, Yasuaki,Ogura, Takashi,Hosokawa, Seijiro. "The first total synthesis and structural determination of TMC-264". . p. 4036 - 4039. Retrieved 2008/09/20.
• 2、 Sugihara,Watanabe,Kawamatsu,Morimoto. "Ubiquinones and related compounds. XXII. Synthesis of 2,3-dimethoxy-5-methyl-1,4-benzoquinone and its ethylhomologues". . p. 109 - 120. Retrieved 2007/10/05.