Chemistry:Aluminium phenolate

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Aluminium phenolate
AluminiumPhenoxide.svg
Names
Other names
Aluminium phenoxide
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 239-137-8
Properties
C18H15AlO3
Molar mass 306.297 g·mol−1
Appearance white solid
Hazards
GHS pictograms GHS05: Corrosive
GHS Signal word Danger
H314
P260, P264, P280, P301+330+331, P303+361+353, P304+340, P305+351+338, P310, P321, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Aluminium phenolate is the metalloorganic compound with the formula [Al(OC6H5)3]n. It is a white solid. 27Al NMR studies suggest that aluminium phenolate exists in benzene solution as a mixture of dimer and trimer.[2] The compound is can be prepared by the reaction of elemental aluminium with phenol:[3] [citation needed]

Al + 3 HOC6H5 → Al(OC6H5)3 + 1.5 H2

The compound is used as a catalyst for the alkylation of phenols with various alkenes. For example, the ethylphenols are generated commercially by treating phenol with ethylene in the presence of a catalytic amount of aluminium phenolate.[citation needed] [4]

Related compounds

References

  1. "Aluminium triphenolate" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/167236#section=Safety-and-Hazards. 
  2. Kříž, O.; Čásenský, B.; Lyčka, A.; Fusek, J.; Heřmánek, S. (1984). "27Al NMR Behavior of Aluminum Alkoxides". Journal of Magnetic Resonance 60 (3): 375–381. doi:10.1016/0022-2364(84)90048-9. Bibcode1984JMagR..60..375K. 
  3. Kolka, Alfred J.; Napolitano, John P.; Filbey, Allen H.; Ecke, George G. (1957). "The ortho-Alkylation of Phenols". The Journal of Organic Chemistry 22 (6): 642–646. doi:10.1021/jo01357a014. 
  4. Fiege, Helmut; Voges, Heinz-Werner; Hamamoto, Toshikazu; Umemura, Sumio; Iwata, Tadao; Miki, Hisaya; Fujita, Yasuhiro; Buysch, Hans-Josef et al. (2000). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313.