5,8-Dimethoxy-1,4-dihydronaphthalene

Base Information

• Chemical Name: 5,8-Dimethoxy-1,4-dihydronaphthalene
• CAS No.: 55077-79-7
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID90472656
• Nikkaji Number: J1.165.649H
• Wikidata: Q82301685
• Mol file: 55077-79-7.mol

Synonyms:55077-79-7;5,8-dimethoxy-1,4-dihydronaphthalene;5,8-DIMETHOXY-1,4-DIHYDRO-NAPHTHALENE;5,8-Dihydro-1,4-dimethoxynaphthalene;SCHEMBL7544325;DTXSID90472656;RSYYSWWHZPCDIT-UHFFFAOYSA-N;AKOS006332275;FT-0667040

Chemical Property of 5,8-Dimethoxy-1,4-dihydronaphthalene

Chemical Property:

• Melting Point: 49-50℃
• Boiling Point: 331.2±42.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.071±0.06 g/cm3(Predicted)
• LogP: 2.35860
• Solubility.: Chloroform, Ether, Ethyl Acetate
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 190

Purity/Quality:

98% ^*data from raw suppliers

5,8-Dihydro-1,4-dimethoxynaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2CC=CCC2=C(C=C1)OC
• Uses: 5,8-Dihydro-1,4-dimethoxynaphthalene (cas# 55077-79-7) is a compound useful in organic synthesis.

Technology Process of 5,8-Dimethoxy-1,4-dihydronaphthalene

There total 16 articles about 5,8-Dimethoxy-1,4-dihydronaphthalene 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: 94.0%

4a,5,8,8a-tetrahydro-1,4-naphthoquinone (6271-40-5) + dimethyl sulfate (77-78-1) → 5,8-dimethoxy-1,4-dihydronaphthalene (55077-79-7)

Guidance literature:

With potassium carbonate;

DOI:10.1039/p19960001445

Reference yield: 90.0%

cis-5,8,9,10-tetrahydronaphtho-1,4-quinone (35043-92-6) + dimethyl sulfate (77-78-1) → 5,8-dimethoxy-1,4-dihydronaphthalene (55077-79-7)

Guidance literature:

With potassium carbonate; In acetone; for 36h; Heating;

DOI:10.1016/S0040-4020(01)91525-X

Reference yield: 76.0%

2,3-diallylhydroquinone dimethyl ether (651777-83-2) → 5,8-dimethoxy-1,4-dihydronaphthalene (55077-79-7)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1246/cl.2003.1190

upstream raw materials:

5,8-dihydro-1,4-naphthalenediol

dimethyl sulfate

1,4-dimethoxynaphthalene

cis-5,8,9,10-tetrahydronaphtho-1,4-quinone

Downstream raw materials:

1,4-Dimethoxy-5,6-dihydronaphthalene

1,4-dimethoxynaphthalene

1,2,3,4-tetrahydro-5,8-dimethoxynaphthalene

(2S,3S)-3-(2-Hydroxy-ethylamino)-5,8-dimethoxy-1,2,3,4-tetrahydro-naphthalen-2-ol

Refernces

• 1、 Banwell, Martin G.,Hockless, David C. R.,Walter, Justine M.. "Construction of a tube-like molecule via sequential cyclopropylidene dimerisation and intramolecular [π2s+π2s] cycloaddition reactions". . p. 1469 - 1470. Retrieved 1996.
• 2、 Tririya, Gasirat,Zanger, Murray. "Synthesis of anthracyclinone precursor: 5,12-dihydroxy-1,3,4- trihydronaphthacene-2,6,11-quinone". . p. 3047 - 3059. Retrieved 2007/10/03.
• 3、 Halton, Brian,Stang, Peter J.. "Methylidenecycloproparenes: Novel Compounds with Fascinating Properties". . p. 145 - 158. Retrieved 2007/10/03.