Journal
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 4, Issue 4, Pages 1974-1984Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.5b01219
Keywords
Silica encapsulated magnesium hydroxide (SEMH); guaiacol; sodium glyoxylate; vanillyl mandelic acid; green chemistry; catalysis; biomass
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Funding
- J.C. Bose National Fellowship of DST-GOI
- University Grants Commission (UGC)
- R.T. Mody Distinguished Professor Endowment of ICT
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Vanillyl mandelic acid (VMA) is an intermediate in the synthesis of vanillin and is an end-stage metabolite. In the present work, VMA (sodium salt) was selectively synthesized from guaiacol and sodium glyoxylate which can be sourced from biomass valorization. Different catalysts were prepared; out of which silica encapsulated magnesium hydroxide (SEMH) was active, selective, and reusable. Vanillyl mandelic acid (sodium salt) was efficiently obtained with 70% selectivity at guaiacol conversion of 55% over SEMH at 100 degrees C after 5 h. VMA could be obtained from the sodium salt. The Langmuir-Hinshelwood-Hougen-Watson (LHHW) model with weak adsorption of all species was found to describe the kinetics. The apparent activation energy for formation of vanillyl mandelic acid was 21.1 kcal mol(-1).
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