1,4-Dihydroxy-2-methoxy-6-methylbenzene

Base Information

• Chemical Name: 1,4-Dihydroxy-2-methoxy-6-methylbenzene
• CAS No.: 7417-68-7
• Molecular Formula: C8H10O3
• Molecular Weight: 154.166
• UNII: 62AA03E1HR
• DSSTox Substance ID: DTXSID10225141
• Nikkaji Number: J1.408.297B
• Wikidata: Q27263470
• Mol file: 7417-68-7.mol

Synonyms:1,4-dihydroxy-2-methoxy-6-methylbenzene

Chemical Property of 1,4-Dihydroxy-2-methoxy-6-methylbenzene

Chemical Property:

• Vapor Pressure: 0.00016mmHg at 25°C
• Boiling Point: 321.3°Cat760mmHg
• Flash Point: 148.1°C
• Density: 1.217g/cm³
• XLogP3: 0.7
• 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:

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)OC)O

Technology Process of 1,4-Dihydroxy-2-methoxy-6-methylbenzene

There total 10 articles about 1,4-Dihydroxy-2-methoxy-6-methylbenzene 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: 6.0%

(E)-2,4-pentadien-1-ol (4949-20-6,52192-01-5) + 5-methyl-2-methoxyphenol (1195-09-1) → (2aRS,5aSR,8aRS,8bSR)-8a-methoxy-6-methyl-2a,5,5a,8,8a,8b-hexahydro-2H-benzo[cd]isobenzofuran-8-one + (1SR,3RS,6RS,7SR,10RS)-3-methoxy-9-methyl-10-vinyl-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one + 2,5-dihydroxy-4-methoxytoluene (7417-68-7)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/jo0510179

Reference yield:

1,2-dimethylcyclopentene (765-47-9) + 2-methyl-4,4,5-trimethoxycyclohexa-2,5-dienone (72312-08-4) → 2,5-dihydroxy-4-methoxytoluene (7417-68-7) + (3aα,4α,8α,8aα,9R*)-2,3,3a,4,8,8a-hexahydro-9-hydroxy-6-methoxy-3a,8,8a-trimethyl-4,8-methanoazulen-5(1H)-one + (3aR,4R,8S,8aR,9S)-9-Hydroxy-6-methoxy-3a,8,8a-trimethyl-2,3,3a,4,8,8a-hexahydro-1H-4,8-methano-azulen-5-one (72312-09-5,72346-52-2)

Guidance literature:

1,2-dimethylcyclopentene; 2-methyl-4,4,5-trimethoxycyclohexa-2,5-dienone; With tin(IV) chloride; In nitromethane; dichloromethane; at -20 ℃; for 0.166667h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at -20 ℃; for 0.166667h; Inert atmosphere;

Reference yield:

C10H12O4 → 2,5-dihydroxy-4-methoxytoluene (7417-68-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / water; methanol / 0.5 h / Inert atmosphere; Cooling with ice

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / Cooling with ice

3.1: tin(IV) chloride / dichloromethane; nitromethane / 0.17 h / -20 °C / Inert atmosphere

3.2: 0.17 h / -20 °C / Inert atmosphere

With tin(IV) chloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; In methanol; nitromethane; dichloromethane; water;

upstream raw materials:

2,5-dihydroxy-4-methoxy-benzaldehyde

acetic acid

2-methoxy-5-methyl-1,4-benzoquinone

1,2-dimethylcyclopentene

Downstream raw materials:

2-methoxy-5-methyl-1,4-benzoquinone

1,2,4-trimethoxy-5-methylbenzene

2,5-bis(2,4-dimethoxybenzoyloxy)-4-methoxytoluene

2,5-bis(2-benzyloxy-4-methoxybenzoyloxy)-4-methoxytoluene