Catalysis Letters

, Volume 148, Issue 2, pp 725–731 | Cite as

Synthesis of Terpineol from α-Pinene Using Low-Price Acid Catalyst

  • Tirto Prakoso
  • Jonathan Hanley
  • Mellisa Nathania Soebianta
  • Tatang Hernas Soerawidjaja
  • Antonius Indarto


This study aims to produce terpineol from α-pinene by direct one-stage hydration reaction mechanism. The study was focused to investigate the influence of organic acids and mixture acid catalyst between organic acid and phosphoric acid. Based on the experimental results and depending on the acid strength and affinity of catalyst to the carbocation mechanism, p-toluensulfonic acid was shown to have a better result compared to acetic and formic acid. The presence of phosphoric acid could boost the performance of acetic acid in term of acidity strength that increased the conversion of the reaction. The highest yield of terpineol from α-pinene in this hydration reaction in this study was 53.5 wt% using mixed phosphoric and acetic acid.

Graphical Abstract


α-Pinene Terpineol One-stage reaction Hydration Acid catalyst 



The authors acknowledge a generous funding from the Program Penelitian, Pengabdian kepada Masyarakat, dan Inovasi (P3MI-2017) Kelompok Keahlian ITB 2017. Part of this research was also funded by 2018 KIST School Partnership Project of Korea Institute of Science and Technology (KIST). The author would like to thank Perhutani Pine Chemical Industry (PPCI), Pemalang, Indonesia for the research support.

Compliance with Ethical Standards

Conflict of interest

All contributing authors certify that they have NO affiliations with or involvement in any organization or entity with any financial or non-financial interest in the subject matter contained in this manuscript.


  1. 1.
    Nuhfendi (2014) Feasibility analysis of perhutani gondarumen and trupentine-derived plant development. Master Thesis, Gadjah Mada UniversityGoogle Scholar
  2. 2.
    Panda H (2005) Aromatic plants cultivation, processing and uses. Asia Pacific Business Press, DelhiGoogle Scholar
  3. 3.
    Sheffield DH (1936) Method for the production of terpineol from pinene, US Patent 2060597Google Scholar
  4. 4.
    Sheffield DH (1939) Method for the production of terpineol from pinene, US Patent 2178349Google Scholar
  5. 5.
    Utami H, Budiman A, Sutijan S, Roto R, Sediawan WB (2010) Synthesis of α-terpineol from turpentine by hydration in a batch reactor. In: 17th ASEAN regional symposium on Chemical Engineering, Bangkok, ThailandGoogle Scholar
  6. 6.
    Pakdel H, Sarron S, Roy C (2001) α-Terpineol from hydration of crude sulfate turpentine oil. J Agric Food Chem 49:4337CrossRefGoogle Scholar
  7. 7.
    Mckim PA (1949) Terpinol hydrate and terpineol from sulfate turpentine, PhD Dissertation, Louisiana State UniversityGoogle Scholar
  8. 8.
    Wijayati N, Pranowo HD, Jumina T (2011) Synthesis of terpineol from α-pinene catalyzed by TCA/Y-Zeolite. Indo J Chem 11:234Google Scholar
  9. 9.
    Amilia N (2013) Pengaruh Temperatur pada Reaksi Hidrasi α-Pinena menjadi α-Terpineol Sistem Heterogen dengan Katalis Zeolit Alam Teraktivasi (in Bahasa), Bachelor Thesis, Universitas Negeri SemarangGoogle Scholar
  10. 10.
    Indarto A, Yang DR, Choi JW, Lee H, Song HK (2007) CCl4 decomposition by gliding arc plasma: role of C2 compounds on products distribution. Chem Eng Commun 194:1111CrossRefGoogle Scholar
  11. 11.
    Indarto A, Choi JW, Lee H, Song HK (2008) The kinetic studies of direct methane oxidation to methanol in the plasma process. Chin Sci Bull 18:2783Google Scholar
  12. 12.
    Hartanto Y, Yaswari Y, Zunita M, Soerawidjaja TH, Indarto A (2017) Decolorization of crude terpineol by adsorption. Sep Sci Technol 52:1967CrossRefGoogle Scholar
  13. 13.
    Tama Y (2012) Synthesis Terpineol from Turpentine, Master Thesis, Institut Teknologi BandungGoogle Scholar
  14. 14.
    Yang G, Liu Y, Zhou Z, Zhang Z (2011) Kinetic study of the direct hydration of turpentine. Chem Eng J 168:351CrossRefGoogle Scholar
  15. 15.
    Herrlinger R (1959) Production of alpha terpineol, US Patent 1898380Google Scholar
  16. 16.
    Aguirre MR, De la Torre-Saenz L, Flores WA, Sanchez AR, Elguezabal AA (2005) Synthesis of terpineol from a-pinene by homogeneous acid catalysis. Catal Today 107–108:310CrossRefGoogle Scholar
  17. 17.
    Baghernejad B (2011) Application of p-toluenesulfonic acid (PTSA) in organic synthesis. Curr Org Chem 15:3091CrossRefGoogle Scholar
  18. 18.
    Falbe J, Bahrmann H, Lipps W, Mayer D (2000) Alcohols, aliphatic, ullman’s encyclopedia of industrial chemistry. Wiley, New YorkGoogle Scholar
  19. 19.
    Liu SW, Yu ST, Liu FS, Xie CX, Li L, Ji KH (2008) Reactions of pinene using acidic ionic liquids as catalysts. J Mol Catal A 279:177CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2017

Authors and Affiliations

  1. 1.Chemical Engineering DepartmentInstitut Teknologi BandungBandungIndonesia
  2. 2.Bioenergy and Chemurgy Engineering DepartmentInstitut Teknologi BandungKabupaten SumedangIndonesia

Personalised recommendations