4-Methoxy-1-naphthol

Base Information

• Chemical Name: 4-Methoxy-1-naphthol
• CAS No.: 84-85-5
• Molecular Formula: C11H10O2
• Molecular Weight: 174.199
• Hs Code.: 29095000
• European Community (EC) Number: 201-566-3
• UNII: 7CC5CL28DK
• DSSTox Substance ID: DTXSID8058908
• Nikkaji Number: J40.492F
• Wikidata: Q81988591
• Metabolomics Workbench ID: 45710
• Mol file: 84-85-5.mol

Synonyms:4-methoxy-1-naphthol;walrycin A

Chemical Property of 4-Methoxy-1-naphthol

Chemical Property:

• Appearance/Colour: grey to brown-purple crystalline powder
• Vapor Pressure: 2.23E-05mmHg at 25°C
• Melting Point: 126-129 °C(lit.)
• Refractive Index: 1.64
• Boiling Point: 350.1 °C at 760 mmHg
• PKA: 10.24±0.40(Predicted)
• Flash Point: 228.6 °C
• PSA: 29.46000
• Density: 1.193 g/cm³
• LogP: 2.55400
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 174.068079557
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

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

4-Methoxynaphthalen-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• 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=C(C2=CC=CC=C21)O
• Uses: 4-Methoxynaphthalen-1-ol is a novel antibacterial compound targeting the WalK/WalR two-component signal transduction system of Gram (+) bacteria. walrycin A is a novel human PXR activator, that induces human PXR transcriptional activity. 4-Methoxynaphthalen-1-ol is a WalR inhibitors, a novel antibacterial compound specifically targeting essential WalR response regulator. 4-Methoxy-1-naphthol was used in the synthesis of 3-(4-hydroxy-1-naphthoxy)lactic acid (4-HO-NLA).

Technology Process of 4-Methoxy-1-naphthol

There total 37 articles about 4-Methoxy-1-naphthol 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: 95.0%

methanol (67-56-1) + 1,4-Dihydroxynaphthalene (571-60-8) → 4-methoxynaphth-1-ol (84-85-5) + 1,4-dimethoxynaphthalene (10075-62-4)

Guidance literature:

With hydrogenchloride; for 0.25h; Mechanism;

Reference yield: 80.0%

α-methoxycarbonyl-β-methyl-γ,γ-dimethyl-Δα,β-butenolide (73689-84-6) + 4,4-dimethoxy-4H-naphthalen-1-one (64648-86-8) → 4-methoxynaphth-1-ol (84-85-5) + 11-hydroxy-5,5-dimethoxy-3,3-dimethylanthra[2,3-c]furan-1,10(3H,5H)-dione

Guidance literature:

With lithium hexamethyldisilazane; In toluene; at 0 - 50 ℃; for 1h; regioselective reaction; Reflux;

DOI:10.1002/anie.201914657

Reference yield: 80.0%

1,1,4,4-Tetramethoxy-1,4-dihydronaphthalene (37972-48-8) → 4-methoxynaphth-1-ol (84-85-5)

Guidance literature:

With copper; acetic acid; zinc; In tetrahydrofuran; for 0.833333h; Heating;

DOI:10.1021/jo01305a010

upstream raw materials:

methanol

1,4-Dihydroxynaphthalene

4-amino-1-naphthol

[1,4]naphthoquinone

Downstream raw materials:

4-methoxy-2-benzoyl-1-naphthol

1,4-dimethoxynaphthalene

1-methoxy-4-(3-{2-[3-(4-nitro-phenoxy)-prop-1-ynyl]-phenyl}-prop-2-ynyloxy)-naphthalene

benzene-1,2-dicarboxylic acid

Refernces

• 1、 Huang, Jing-Kai,Shia, Kak-Shan. "Development of a Cross-Conjugated Vinylogous [4+2] Anionic Annulation and Application to the Total Synthesis of Natural Antibiotic (±)-ABX". supporting information. p. 6540 - 6545. Retrieved 2020/03/03.
• 2、 Pilevar, Afsaneh,Hosseini, Abolfazl,?ekutor, Marina,Hausmann, Heike,Becker, Jonathan,Turke, Kevin,Schreiner, Peter R.. "Tuning the Reactivity of Peroxo Anhydrides for Aromatic C-H Bond Oxidation". . p. 10070 - 10079. Retrieved 2018/09/06.