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The mechanism of this process likely depends on the acidity of the chromium reagent. Acidic reagents such as PCC may cause ionization and recombination of the chromate ester (path A), while the basic reagents (Collins) likely undergo direct allylic transposition via sigmatropic rearrangement (path B).
A chromate ester is a chemical structure that contains a chromium atom (symbol Cr) in a +6 oxidation state that is connected via an oxygen (O) linkage to a carbon (C) atom. The Cr itself is in its chromate form, with several oxygens attached, and the Cr–O–C attachment makes this chemical group structurally similar to other ester functional groups.
Pyridinium chlorochromate in a vial. Pyridinium chlorochromate (PCC) is a yellow-orange salt with the formula [C 5 H 5 NH] + [CrO 3 Cl] −.It is a reagent in organic synthesis used primarily for oxidation of alcohols to form carbonyls.
Esters of carboxylic acids with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. Phosphoesters form the backbone of DNA molecules. Nitrate esters, such as nitroglycerin, are known for their explosive properties, while polyesters are important plastics, with monomers linked by ester moieties.
Like conventional esters, the formation of this chromate ester is accelerated by the acid. These esters can be isolated when the alcohol is tertiary because these lack the α hydrogen that would be lost to form the carbonyl. For example, using tert-butyl alcohol, one can isolate tert-butyl chromate ((CH 3) 3 CO) 2 CrO 2), which is itself a good ...
Tartaric acid esters of mono- and diglycerides of fatty acids – emulsifier Tartrazine – color (yellow and orange) ( FDA : FD&C Yellow #5) Tea oil /Camellia oil – widely used in southern China as a cooking oil.
The list of foods possibly contaminated with listeria is growing, and includes Indiana. Gannett. John Tufts and Mike Snider, Indianapolis Star. February 12, 2024 at 12:50 PM.
The hydrogen chromate ion may be protonated, with the formation of molecular chromic acid, H 2 CrO 4, but the pK a for the equilibrium H 2 CrO 4 ⇌ HCrO − 4 + H + is not well characterized. Reported values vary between about −0.8 and 1.6. [4] The dichromate ion is a somewhat weaker base than the chromate ion: [5]