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tert-Butyloxycarbonyl protecting group. The tert-butyloxycarbonyl protecting group or tert-butoxycarbonyl protecting group [1] (BOC group) is an acid-labile protecting group used in organic synthesis. The BOC group can be added to amines under aqueous conditions using di-tert-butyl dicarbonate in the presence of a base such as sodium hydroxide:
Di-tert-butyl dicarbonate is a reagent widely used in organic synthesis. [1] Since this compound can be regarded formally as the acid anhydride derived from a tert-butoxycarbonyl (Boc) group, it is commonly referred to as Boc anhydride. This pyrocarbonate reacts with amines to give N-tert-butoxycarbonyl or so-called Boc
tert-Butyloxycarbonyl (Boc) group — Removed by concentrated strong acid (such as HCl [52] or CF 3 COOH [53]), or by heating to >80 °C. Common in solid phase peptide synthesis . 9-Fluorenylmethyloxycarbonyl ( Fmoc ) group — Removed by base, such as 20–50 % piperidine in dimethylformamide (DMF) [ 54 ] or N -Methyl-2-pyrrolidone , [ 55 ] or ...
NBoc-DMT, or NB-DMT, also known as N1-tert-butoxycarbonyl-N,N-dimethyltryptamine, is a serotonergic psychedelic of the tryptamine family. [1] [2] It is a novel designer and recreational drug and is a synthetic modification of dimethyltryptamine (DMT) with an N′-tert-butyloxycarbonyl (NBoc) group.
The effect of the tert-butyl group on the progress of a chemical reaction is called the Thorpe–Ingold effect illustrated in the Diels-Alder reaction below. Compared to a hydrogen substituent, the tert-butyl substituent accelerates the reaction rate by a factor of 240. [2] tert-Butyl effect. The tert-butyl effect is an example of steric hindrance.
Pages in category "Tert-butyl compounds" The following 200 pages are in this category, out of approximately 203 total. This list may not reflect recent changes .
Tris(3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate is a chemical compound used as a polymer stabilizer in plastics. Like other hindered phenols it acts as a primary antioxidant . More than 1000 tonnes per year are used in the EU.
As each phenol group contains only a single t-butyl group they are considered to have low steric hindrance and thus high activity. Arranging three of these around an isocyanurate core gives a compound with a sufficiently high boiling point that it is not volatilised out of the plastic during plastic extrusion and moulding (up to 320 °C in the case of PA).