13524-79-3

Basic information

• Product Name: Dibenzofuran, 1,2,3,4,4a,9b-hexahydro-
• CAS NO: 13524-79-3
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Mol File: 13524-79-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Dibenzofuran, 1,2,3,4,4a,9b-hexahydro-(CAS DataBase Reference)
• NIST Chemistry Reference: Dibenzofuran, 1,2,3,4,4a,9b-hexahydro-(13524-79-3)
• EPA Substance Registry System: Dibenzofuran, 1,2,3,4,4a,9b-hexahydro-(13524-79-3)

Safety Data

• Hazardous Substances Data: 13524-79-3(Hazardous Substances Data)

Upstream product

• 5614-35-7 3-phenoxycyclohexene 
• 108-94-1 cyclohexanone 
• 108-95-2 phenol 
• 1165952-91-9 cyclohexa-1,3-diene 
• 64-17-5 ethanol 
• 7429-37-0 trans-1,2-dibromocyclohexane 
• 139-02-6 sodium phenoxide 
• 67-56-1 methanol 
• 14003-77-1 3-(2-hydroxyphenyl)cyclohexene 
• 132-64-9 dibenzofuran 

Downstream Products

• 132-64-9 dibenzofuran 
• 13524-72-6 1-(2-hydroxyphenyl)cyclohexene 
• 100118-19-2 6-(2-hydroxybenzoyl)pentanoic acid 

Relevant articles and documents

Novel generation of an o-quinone methide from 2-(2′-cyclohexenyl)phenol by excited state intramolecular proton transfer and subsequent C-C fragmentation

Formation of an o-quinone methide via C-C fragmentation of a zwitterion formed by intramolecular excited state proton transfer from an o-allylphenol derivative is reported for the first time.

Effective hydrodeoxygenation of dibenzofuran by a bimetallic catalyst in water

Effective hydrodeoxygenation (HDO) of dibenzofuran (DBF) catalyzed by a bimetallic nickel/platinum (Ni/Pt) catalyst in water was demonstrated at 200 °C and 1.2 MPa hydrogen (H2) pressure. The bimetallic catalysts prepared by a wet chemical method exhibit prominent activity that overcomes the limitations of use of a single Ni or Pt metal catalyst. The yield of HDO products can be up to 90%. Reaction results indicate that the conversion of DBF was affected by the reaction temperature and H2 pressure. The deoxygenation selectivity was strongly dependent on reaction temperature. The reaction pathway is also proposed.

Promising Ni/Al-SBA-15 catalysts for hydrodeoxygenation of dibenzofuran into fuel grade hydrocarbons: Synergetic effect of Ni and Al-SBA-15 support

This work has been undertaken with the aim of designing promising noble-metal-free catalysts for efficient hydrodeoxygenation (HDO) of dibenzofuran (DBF) into fuel grade hydrocarbons. For this, various Ni/Al-SBA-15 catalysts with different Si/Al (50, 60, 70 and 80) mole ratios were synthesized and their catalytic performance was tested for HDO of DBF in a batch reactor. The catalysts were systematically characterized using XRD, N2-adsorption-desorption, Raman, H2-TPR, NH3-TPD, XRF, and FESEM techniques. The activity results showed that the HDO of DBF proceeds via hydrogenation of benzene on the Ni sites followed by cleavage of C-O bonds on the acidic sites of the catalyst to yield unsaturated hydrocarbons. Further hydrogenation of unsaturated hydrocarbons on the Ni sites gives bicyclohexane as the major product. Remarkably, a 100% DBF conversion was found for all the catalysts except for Ni/SBA-15 and Ni/Al-SBA-15(80) (Si/Al mole ratio = 80) catalysts, which showed 97.97 and 99.31%, respectively. A significant observation noticed in this study is that the incorporation of Al into Ni/SBA-15 results in an outstanding improvement in the selectivity of the bicyclohexane product. Among the catalysts tested, the Ni/Al-SBA-15(50) (Si/Al mole ratio = 50) catalyst showed the highest efficiency, with superior selectivity of ～87% for bicyclohexane and ～96% degree of deoxygenation at 10 MPa, 260 °C and 5 h. The obtained structure-activity results reveal the synergetic effect of Ni and support in HDO of DBF reaction: the concentration of acidic sites has a significant effect on the selectivity of the desired products.