Kinetics of the aqueous-phase hydrogenation of L-alanine to L-alaninol

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Abstract

The kinetics of the aqueous-phase, stereoretentive hydrogenation of alanine to alaninol over 5 wt % Ru/C catalyst in a three-phase stirred batch reactor is presented. Alanine readily undergoes hydrogenation when in the carboxylic acid form (-COOH), a condition that can be achieved by acidifying the reaction solution with phosphoric acid. The conversion rate is not limited by mass-transport resistances over the ranges of temperature (353-398 K), hydrogen pressure (1.7-13.8 MPa), alanine feed concentration (0.22-0.46 M), and phosphoric acid concentration (0-1.2M) investigated. A Langmuir-Hinshelwood (L-H) kinetic model is presented in which protonated alanine and undissociated phosphoric acid compete for one set of surface sites and H2 dissociatively adsorbs on a second type of site. The average error between the experimental and predicted conversions over all data collected was 8%.

LanguageEnglish (US)
Pages3297-3303
Number of pages7
JournalIndustrial and Engineering Chemistry Research
Volume43
Issue number13
StatePublished - Jun 23 2004

Profile

Phosphoric acid
Alanine
Hydrogenation
kinetics
Kinetics
acid
Batch reactors
carboxylic acid
mass transport
Carboxylic acids
Mass transfer
Carboxylic Acids
catalyst
hydrogen
Hydrogen
Catalysts
2-aminopropanol
temperature
phosphoric acid
Temperature

ASJC Scopus subject areas

  • Polymers and Plastics
  • Environmental Science(all)
  • Chemical Engineering (miscellaneous)

Cite this

Kinetics of the aqueous-phase hydrogenation of L-alanine to L-alaninol. / Jere, Frank T.; Jackson, James E.; Miller, Dennis J.

In: Industrial and Engineering Chemistry Research, Vol. 43, No. 13, 23.06.2004, p. 3297-3303.

Research output: Contribution to journalArticle

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N2 - The kinetics of the aqueous-phase, stereoretentive hydrogenation of alanine to alaninol over 5 wt % Ru/C catalyst in a three-phase stirred batch reactor is presented. Alanine readily undergoes hydrogenation when in the carboxylic acid form (-COOH), a condition that can be achieved by acidifying the reaction solution with phosphoric acid. The conversion rate is not limited by mass-transport resistances over the ranges of temperature (353-398 K), hydrogen pressure (1.7-13.8 MPa), alanine feed concentration (0.22-0.46 M), and phosphoric acid concentration (0-1.2M) investigated. A Langmuir-Hinshelwood (L-H) kinetic model is presented in which protonated alanine and undissociated phosphoric acid compete for one set of surface sites and H2 dissociatively adsorbs on a second type of site. The average error between the experimental and predicted conversions over all data collected was 8%.

AB - The kinetics of the aqueous-phase, stereoretentive hydrogenation of alanine to alaninol over 5 wt % Ru/C catalyst in a three-phase stirred batch reactor is presented. Alanine readily undergoes hydrogenation when in the carboxylic acid form (-COOH), a condition that can be achieved by acidifying the reaction solution with phosphoric acid. The conversion rate is not limited by mass-transport resistances over the ranges of temperature (353-398 K), hydrogen pressure (1.7-13.8 MPa), alanine feed concentration (0.22-0.46 M), and phosphoric acid concentration (0-1.2M) investigated. A Langmuir-Hinshelwood (L-H) kinetic model is presented in which protonated alanine and undissociated phosphoric acid compete for one set of surface sites and H2 dissociatively adsorbs on a second type of site. The average error between the experimental and predicted conversions over all data collected was 8%.

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