1,4-Diethoxynaphthalene

Base Information

• Chemical Name: 1,4-Diethoxynaphthalene
• CAS No.: 27294-37-7
• Molecular Formula: C14H16O2
• Molecular Weight: 216.28
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID70500502
• Nikkaji Number: J111.255D
• Wikidata: Q82352145
• Mol file: 27294-37-7.mol

Synonyms:1,4-Diethoxynaphthalene;27294-37-7;starbld0016416;SCHEMBL50817;Naphthalene, 1,4-diethoxy-;DTXSID70500502;LJSLYKNKVQMIJY-UHFFFAOYSA-N;BS-48837;FT-0744941;F74697

Chemical Property of 1,4-Diethoxynaphthalene

Chemical Property:

• Melting Point: 89-90 °C
• Boiling Point: 345.5±15.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.057±0.06 g/cm3(Predicted)
• LogP: 3.63720
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 216.115029749
• Heavy Atom Count: 16
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C2=CC=CC=C21)OCC

Technology Process of 1,4-Diethoxynaphthalene

There total 4 articles about 1,4-Diethoxynaphthalene 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: 84.0%

diethyl sulfate (64-67-5) + 1,4-Dihydroxynaphthalene (571-60-8) → 1,4-diethoxynaphthalene (27294-37-7)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Reflux;

DOI:10.1002/poc.3734

Reference yield: 9.0%

ethylaluminum dichloride (563-43-9) + [1,4]naphthoquinone (130-15-4) → 2-ethyl-1,4-naphthoquinone (5409-32-5) + 4,4'-diethoxy-[2,2']-binaphthalinyl-1,1'-diol (65195-28-0) + 4-ethoxy-1-naphthol (27294-38-8) + 1,4-diethoxynaphthalene (27294-37-7)

Guidance literature:

In hexane; dichloromethane; -78 deg C, 1 h, then room temp., 2 h;

DOI:10.1016/S0022-328X(98)00865-1

Reference yield:

[1,4]naphthoquinone (130-15-4) → 1,4-diethoxynaphthalene (27294-37-7)

Guidance literature:

With hydrogenchloride; tin(ll) chloride;

upstream raw materials:

[1,4]naphthoquinone

ethylaluminum dichloride

diethyl sulfate

1,4-Dihydroxynaphthalene

Downstream raw materials:

1,4-diethoxy-2-nitro-naphthalene

1,4-diethoxy-2,3-dichloro-naphthalene

Refernces

• 1、 Ferreira, Vitor F.,Schmitz, Francis J.. "Reductive-alkylation and aromatic coupling reactions of 1,4-benzoquinone derivatives promoted by ethylaluminum dichloride". . p. 1 - 6. Retrieved 2007/10/03.