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The Evelyn effect is defined as the phenomena in which the product ratios in a chemical reaction change as the reaction proceeds. This phenomenon contradicts the fundamental principle in organic chemistry by reactions always go by the lowest energy pathway. The favored product should remain so throughout a reaction run at constant conditions.
Cyclohexanol is the organic compound with the formula HOCH(CH 2) 5. The molecule is related to cyclohexane by replacement of one hydrogen atom by a hydroxyl group . [ 4 ] This compound exists as a deliquescent colorless solid with a camphor-like odor, which, when very pure, melts near room temperature.
It can be produced by a Wittig reaction or a reaction with a Tebbe's reagent from cyclohexanone. [ 1 ] [ 2 ] [ 3 ] It can also be synthesized as a side product of the dehydration of 2-methylcyclohexanol into 1-methylcyclohexene.
The conversion of ethanol to ethylene is a fundamental example: [3] [4] CH 3 CH 2 OH → H 2 C=CH 2 + H 2 O. The reaction is accelerated by acid catalysts such as sulfuric acid and certain zeolites. These reactions often proceed via carbocation intermediates as shown for the dehydration of cyclohexanol. [5] Some alcohols are prone to dehydration.
Most methylcyclohexane is extracted from petroleum but it can be also produced by catalytic hydrogenation of toluene: CH 3 C 6 H 5 + 3 H 2 → CH 3 C 6 H 11. The hydrocarbon is a minor component of automobile fuel, with its share in US gasoline varying between 0.3 and 1.7% in early 1990s [10] and 0.1 to 1% in 2011. [11]
Aliquat 336 is used as a phase transfer catalyst, [2] including in the catalytic oxidation of cyclohexene to 1,6-hexanedioic acid. [3] This reaction is an example of green chemistry, as it is more environmentally friendly than the traditional method of oxidizing cyclohexanol or cyclohexanone with nitric acid or potassium permanganate, which produce hazardous wastes.
4-Methylcyclohexanemethanol (MCHM, systematic name 4-methylcyclohexylmethanol) is an organic compound with the formula CH 3 C 6 H 10 CH 2 OH. Classified as a saturated higher alicyclic primary alcohol. Both cis and trans isomers exist, depending on the relative positions of the methyl (CH 3) and hydroxymethyl (CH 2 OH) groups on the cyclohexane ...
Chiral auxiliaries are incorporated into synthetic routes to control the absolute configuration of stereogenic centers. David A. Evans' synthesis of the macrolide cytovaricin, considered a classic, utilizes oxazolidinone chiral auxiliaries for one asymmetric alkylation reaction and four asymmetric aldol reactions, setting the absolute stereochemistry of nine stereocenters.