1,2,3,4,4a,9b-Hexahydrodibenzofuran

Base Information

• Chemical Name: 1,2,3,4,4a,9b-Hexahydrodibenzofuran
• CAS No.: 13524-79-3
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.243
• DSSTox Substance ID: DTXSID80497010
• Nikkaji Number: J1.842.881D
• Mol file: 13524-79-3.mol

Synonyms:1,2,3,4,4a,9b-hexahydrodibenzofuran;13524-79-3;1,2,3,4,4a,9b-Hexahydrodibenzo[b,d]furan;SCHEMBL7317272;DTXSID80497010;KVOWHNFGJJGLPP-UHFFFAOYSA-N

Chemical Property of 1,2,3,4,4a,9b-Hexahydrodibenzofuran

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)C3=CC=CC=C3O2

Technology Process of 1,2,3,4,4a,9b-Hexahydrodibenzofuran

There total 24 articles about 1,2,3,4,4a,9b-Hexahydrodibenzofuran 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: 78.1%

cyclohexa-1,3-diene (1165952-91-9) + phenol (108-95-2,27073-41-2) → 4-(2-cyclohexen-1-yl)phenol (40141-05-7) + 3-(2-hydroxyphenyl)cyclohexene (14003-77-1) + 2,6-di(2-cyclohexenyl)phenol (98382-15-1) + 1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan (13524-79-3,151123-20-5)

Guidance literature:

With aluminium(III) phenoxide; at 180 ℃; for 2h; Further byproducts given;

Reference yield: 19.1%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + phenol (108-95-2,27073-41-2) → 2-(1-cyclohexenyl)cyclohexanone (1502-22-3) + 1-(4-hydroxyphenyl)-1-cyclohexene (709-08-0) + 1-(2-hydroxyphenyl)cyclohexene (13524-72-6) + 1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene (1610-39-5) + 3,4-butano-2H-chromene-2-spirocyclohexane (95449-01-7) + 1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan (13524-79-3,151123-20-5)

Guidance literature:

With aluminium(III) phenoxide; at 180 ℃; for 10h; Product distribution; other temperature;

Reference yield:

dibenzofuran (132-64-9,214827-48-2) → cyclohexylcyclohexane (92-51-3) + 2-cyclohexylcyclohexanol (6531-86-8) + 2-cyclohexylphenol (119-42-6) + 1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan (13524-79-3,151123-20-5)

Guidance literature:

With hydrogen; In decalin; at 200 ℃; for 3h; under 9000.9 Torr; Temperature; Catalytic behavior; Autoclave;

DOI:10.1016/j.cclet.2021.05.059

upstream raw materials:

3-phenoxycyclohexene

cyclohexanone

phenol

cyclohexa-1,3-diene

Downstream raw materials:

dibenzofuran

6-(2-hydroxybenzoyl)pentanoic acid

1-(2-hydroxyphenyl)cyclohexene