1,8-Dimethoxynaphthalene

Base Information

• Chemical Name: 1,8-Dimethoxynaphthalene
• CAS No.: 10075-66-8
• Molecular Formula: C12H12O2
• Molecular Weight: 188.2225
• Hs Code.: 2909309090
• European Community (EC) Number: 600-128-2
• DSSTox Substance ID: DTXSID00398459
• Nikkaji Number: J750.038F
• Wikidata: Q82200439
• ChEMBL ID: CHEMBL5219020
• Mol file: 10075-66-8.mol

Synonyms:1,8-dimethoxynaphthalene;10075-66-8;Naphthalene, 1,8-dimethoxy-;MFCD00226962;1,8-Dimethoxy-Naphthalene;Naphthalene-1,8-Dimethoxy;Naphthalene,1,8-dimethoxy-;SCHEMBL443530;CHEMBL5219020;DTXSID00398459;QRPDMEIIZPOYED-UHFFFAOYSA-N;AKOS006271912;DS-4463;SY270809;CS-0439695;FT-0704563;F15627

Chemical Property of 1,8-Dimethoxynaphthalene

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 160-161℃ (ethanol )
• Refractive Index: 1.584
• Boiling Point: 311.198 °C at 760 mmHg
• Flash Point: 130.309 °C
• PSA: 18.46000
• Density: 1.097 g/cm³
• LogP: 2.85700
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 163

Purity/Quality:

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

1,8-Dimethoxynaphthalene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C(=CC=C2)OC

Technology Process of 1,8-Dimethoxynaphthalene

There total 4 articles about 1,8-Dimethoxynaphthalene 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: 100.0%

1,8-dihydroxynaphthalene (569-42-6) + methyl iodide (74-88-4) → 1,8-dimethoxy-naphthalene (10075-66-8)

Guidance literature:

With potassium carbonate; In acetone; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/acs.organomet.6b00202

Reference yield: 92.0%

1,8-dihydroxynaphthalene (569-42-6) + dimethyl sulfate (77-78-1) → 1,8-dimethoxy-naphthalene (10075-66-8)

Guidance literature:

With potassium carbonate; In acetone; at 70 ℃; for 24h;

DOI:10.3906/kim-1806-68

Reference yield:

1,8-dihydroxynaphthalene (569-42-6) + dimethyl sulfate (77-78-1) → 8-methoxy-naphthalen-1-ol (3588-75-8) + 1,8-dimethoxy-naphthalene (10075-66-8)

Guidance literature:

With potassium hydroxide;

DOI:10.1039/jr9560002412

upstream raw materials:

1,8-dihydroxynaphthalene

dimethyl sulfate

methyl iodide

Refernces

• 1、 Turkmen, Yunus Emre. "Investigation of the hydrogen bond donating ability of 1,8-naphthalenediol by NMR spectroscopy and its use as a hydrogen bonding catalyst". . p. 1398 - 1407. Retrieved 2018.
• 2、 Lahore, Santosh,Narkhede, Umesh,Merlini, Lucio,Dallavalle, Sabrina. "Total synthesis of the natural product benzo[j]fluoranthene-4,9-diol: An approach to the synthesis of oxygenated benzo[j]fluoranthenes". . p. 10860 - 10866. Retrieved 2013.
• 3、 Buchanan, David H.,Takemura, Nobumi,Sy, James N. O.. "Intramolecular Hydrogen Bonding Enhances the Rate of Nucleophilic Cleavage in Alkyl-Aryl Ethers". . p. 4291 - 4294. Retrieved 1986.