3-Methoxycatechol

Base Information

• Chemical Name: 3-Methoxycatechol
• CAS No.: 934-00-9
• Molecular Formula: C7H8 O3
• Molecular Weight: 140.139
• Hs Code.: 29095000
• European Community (EC) Number: 213-276-4
• NSC Number: 66525
• UNII: IC13U5393C
• DSSTox Substance ID: DTXSID4020826
• Nikkaji Number: J107.379F
• Wikidata: Q27280656
• ChEMBL ID: CHEMBL1518159
• Mol file: 934-00-9.mol

Synonyms:3-methoxycatechol

Chemical Property of 3-Methoxycatechol

Chemical Property:

• Appearance/Colour: SLIGHTLY BEIGE TO LIGHT BROWN CRYSTALLINE SOLID
• Vapor Pressure: 0.00476mmHg at 25°C
• Melting Point: 38-43 °C(lit.)
• Refractive Index: 1.4638 (estimate)
• Boiling Point: 146-147 °C15 mm Hg(lit.)
• PKA: 9.42±0.10(Predicted)
• Flash Point: 119.5°C
• PSA: 49.69000
• Density: 1.27g/cm³
• LogP: 1.10640
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.047344113
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Methoxycatechol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC(=C1O)O
• Uses: 3-Methoxycatechol is used to prepare polyphenolic deoxybenzoins as potential antioxidants and tyrosinase inhibitors.

Technology Process of 3-Methoxycatechol

There total 50 articles about 3-Methoxycatechol 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: 85.0%

dimethyl sulfate (77-78-1) + 2-hydroxyresorcinol (87-66-1) → 3-methocycatechol (934-00-9)

Guidance literature:

2-hydroxyresorcinol; With borax; In ethanol; for 0.5h;

dimethyl sulfate; With potassium carbonate;

DOI:10.1002/jccs.200100011

Reference yield: 84.0%

dimethyl sulfate (77-78-1) + 2-hydroxyresorcinol (87-66-1) → 1,3-dimethoxy-2-hydroxy-benzene (91-10-1) + 3-methocycatechol (934-00-9) + 2,3-dimethoxyphenol (5150-42-5) + 1,2,3-trimethoxybenzene (634-36-6)

Guidance literature:

With sodium hydroxide; boric acid; at 20 - 25 ℃; for 2h; pH 10.0 - 10.4;

Reference yield: 84.0%

2-methoxy-phenol (90-05-1) → 3-methocycatechol (934-00-9)

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

upstream raw materials:

2,3-dihydroxy-4-methoxybenzoic acid

3,4-dihydroxy-5-methoxybenzoic acid

3-methoxy-2-hydroxybenzaldehyde

dimethyl sulfate

Downstream raw materials:

4-methoxy-benzo[1,3]dioxole

1,2-bis-benzoyloxy-3-methoxy-benzene

3-methoxycatechol diacetate

2-benzyloxy-3-methoxyphenol

Refernces

• 1、 Grimm, Christopher,Lazzarotto, Mattia,Pompei, Simona,Schichler, Johanna,Richter, Nina,Farnberger, Judith E.,Fuchs, Michael,Kroutil, Wolfgang. "Oxygen-Free Regioselective Biocatalytic Demethylation of Methyl-phenyl Ethers via Methyltransfer Employing Veratrol- O-demethylase". . p. 10375 - 10380. Retrieved 2020/10/02.
• 2、 Sang, Dayong,Tian, Juan,Tu, Xiaodong,He, Zhoujun,Yao, Ming. "Cleavage of Catechol Monoalkyl Ethers by Aluminum Triiodide-Dimethyl Sulfoxide". . p. 704 - 712. Retrieved 2019/01/23.