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2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (or DDQ) is the chemical reagent with formula C 6 Cl 2 (CN) 2 O 2. This oxidant is useful for the dehydrogenation of alcohols, [3] phenols, [4] and steroid ketones. [5] DDQ decomposes in water, but is stable in aqueous mineral acid. [6]
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(1) Fmoc-protected amino group, (2) benzyl ester protected carboxyl group and (3) tert-butyl ether protected phenolic hydroxyl group of Tyrosine. Orthogonal protection is a strategy allowing the specific deprotection of one protective group in a multiply-protected structure.
The unsubstituted compound can be prepared by oxidation of 2,2'-dipyrrolemethane with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) at −78 °C in dry dichloromethane solution. [1] An alternative synthesis that avoids the oxidation step is the condensation of 2-formyl pyrrole and pyrrole catalyzed by trifluoroacetic acid , followed by ...
Created Date: 8/30/2012 4:52:52 PM
For example, (C 6 H 5)(CH 3) 2 C + is referred to as a "benzylic" carbocation. The benzyl free radical has the formula C 6 H 5 CH 2 •. The benzyl cation or phenylcarbenium ion is the carbocation with formula C 6 H 5 CH + 2; the benzyl anion or phenylmethanide ion is the carbanion with the formula C 6 H 5 CH − 2.
Depending on pH, solvent and the extent of substitution, the aci-nitro intermediate decays at a rate of roughly 10 2 –10 4 s −1. [2] Following resonance of the π-electrons, a five-membered ring is formed before the PPG is cleaved yielding 2-nitrosobenzaldehyde and a carboxylic acid. Overall, nitrobenzyl-based PPGs are highly general.