ChemInform Abstract: CHROMIC ACID OXIDATION OF SOME OXIRANES

Krishna, R. R.; Chawla, H. P. S.; Dev, S.

doi:10.1002/chin.198521117

Cited by 1 publication

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“…Production of adipic acid from cyclohexene oxide with the Jones reagent (CrO 3 /H 2 SO 4 ) under mild conditions cannot be used industrially in view of the generation of 1.5 t toxic chromiumcontaining waste per tonne of adipic acid. 378 The selective direct oxidation of cyclohexene to adipic acid invariably requires expensive oxidants (H 2 O 2 , t-BHP) and/or microstructured catalysts, which are either too costly or complicated to apply to industrial processes. Further progress toward industrialization requires catalysts that can activate dioxygen.…”

Section: Selective Direct Oxidation Of Cyclohexene To Adipic Acidmentioning

confidence: 99%

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Transiting from Adipic Acid to Bioadipic Acid. 1, Petroleum-Based Processes

Bart

Cavallaro

2014

Ind. Eng. Chem. Res.

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Adipic acid, which is a very important commodity chemical, is traditionally manufactured industrially by an aged and unsustainable multistep process that involves homogeneous catalysts, aggressive oxidants (concentrated nitric acid) and the production of large quantities of the greenhouse gas nitrous oxide. Much research and development into alternative and cleaner process routes to adipic acid have been carried out over the past 70 years. Improved reaction schemes have invoked variations in fossil raw materials (from benzene and phenol to cyclohexane, cyclohexanol, cyclohexanone, cyclohexene, butadiene, and adiponitrile, etc.), oxidants (O 2 , air, H 2 O 2 , t-BuOOH, ozone), catalysts (homogeneous, heterogeneous, phase transfer, biomimetic) and reaction conditions (low temperature, atmospheric pressure, and solvent-, metal-, halide-, and corrosion-free). No single proposed alternative pathwaysome of which are purely academicsimultaneously addresses the problems of petrochemical origin, toxic starting materials or reagents, generation of environmentally incompatible byproducts, use of forcing reaction conditions, and cost in an entirely satisfactory manner, despite very intense efforts. Recently, more benign bio-based reaction pathways have been proposed starting from renewables, such as glucose or vegetable oils (which will be discussed in Part 2 of this series).

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Section: Selective Direct Oxidation Of Cyclohexene To Adipic Acidmentioning

confidence: 99%

Section: Selective Direct Oxidation Of Cyclohexene To Adipic Acidmentioning

confidence: 99%