| Identification | More | [Name]
4-Propylresorcinol | [CAS]
18979-60-7 | [Synonyms]
4-N-PROPYLRESORCINOL
4-propyl-1,3-benzenediol
4-PROPYLBENZENE-1,3-DIOL
4-PROPYLRESORCINOL | [EINECS(EC#)]
242-714-7 | [Molecular Formula]
C9H12O2 | [MDL Number]
MFCD00020120 | [Molecular Weight]
152.19 | [MOL File]
18979-60-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
82.5°C | [Boiling point ]
234.66°C (rough estimate) | [density ]
1.0505 (rough estimate) | [refractive index ]
1.4024 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [pka]
9.82±0.18(Predicted) | [Appearance]
Light yellow to yellow Solid | [InChI]
InChI=1S/C9H12O2/c1-2-3-7-4-5-8(10)6-9(7)11/h4-6,10-11H,2-3H2,1H3 | [InChIKey]
DJDHQJFHXLBJNF-UHFFFAOYSA-N | [SMILES]
C1(O)=CC=C(CCC)C(O)=C1 | [CAS DataBase Reference]
18979-60-7(CAS DataBase Reference) | [NIST Chemistry Reference]
1,3-Benzenediol, 4-propyl-(18979-60-7) |
| Hazard Information | Back Directory | [Uses]
4-Propylbenzene-1,3-diol is a component of the fractional distillate of hydrothermal liquefaction of biomass. | [Synthesis]
The general procedure for the synthesis of 4-propylresorcinol from 2',4'-dihydroxypropiophenone is as follows: 100 g of 4-propionylresorcinol was dissolved in 100 mL of methanol. To the solution, 30g of nickel catalyst was added and the mixture was placed in a suitable autoclave for hydration reaction at 60-80°C and 10-20 bar. The gas chromatographic (GC) purity of the feedstock needs to be >92%. Upon completion of the reaction, the catalyst was removed by filtration and most of the methanol was removed by distillation. Subsequently, 400 mL of toluene was added and the mixture continued to be distilled until the top temperature indicated that the methanol had been completely removed. The mixture was cooled to room temperature and the product was collected by filtration. After washing the product with toluene and drying, 4-propylresorcinol was obtained in 81% yield and ≥99% purity. | [References]
[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 5, p. 1596 - 1607
[2] ACS Combinatorial Science, 2014, vol. 16, # 2, p. 85 - 91
[3] Patent: WO2014/59404, 2014, A1. Location in patent: Paragraph 0143
[4] Patent: US2006/129002, 2006, A1. Location in patent: Page/Page column 3
[5] Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 365, p. 107 - 115 |
|
|