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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
Add the amine to sodium hydroxide and di-tert-butyl dicarbonate in water and THF at 0 °C then warm to ambient temperature. [13] Heating a mixture of the amine to be protected and di-tert-butyl dicarbonate in a biphasic mixture of chloroform and aqueous sodium bicarbonate at reflux for 90 minutes. [14]
dimethyl dicarbonate H 3 C−C 2 O 5 −CH 3; diethyl dicarbonate C 2 H 5 −C 2 O 5 −C 2 H 5; di-tert-butyl dicarbonate (H 3 C−) 3 C−C 2 O 5 −C(−CH 3) 3, also known as Boc anhydride. It is one of the oxocarbon anions, consisting solely of oxygen and carbon. The anion has the formula − O−C(=O)−O−C(=O)−O − or C 2 O 2− 5 ...
Di-tert-butyl dicarbonate; Dicarbonate; Diethyl pyrocarbonate; Dimethyl dicarbonate This page was last edited on 7 December 2015, at 23:11 (UTC). ...
An important example is di-tert-butyl tricarbonate (H 3 C−) 3 C−C 3 O 7 −C(−CH 3) 3, an intermediate in the synthesis of di-tert-butyl dicarbonate. [1] The term tricarbonate is sometimes used for salts that contain three carbonate dianions in their covalent structure or stoichiometric formula, such as cerium tricarbonate Ce 2 (CO 3) 3.
Diethyl pyrocarbonate (DEPC), also called diethyl dicarbonate (IUPAC name), is used in the laboratory to inactivate RNase enzymes in water and on laboratory utensils. It does so by the covalent modification of histidine (most strongly), lysine , cysteine , and tyrosine residues.
Di-tert-butyl tricarbonate extrudes carbon dioxide in the presence of various catalysts to form di-tert-butyl dicarbonate. [2] Long-chain carbon dioxide oligomers are likewise expected to decompose exothermically. [3]
For this reason di-tert-butyl peroxide is commonly used as a radical initiator in organic synthesis and polymer chemistry. The decomposition reaction proceeds via the generation of methyl radicals. (CH 3) 3 COOC(CH 3) 3 → 2 (CH 3) 3 CO • (CH 3) 3 CO • → (CH 3) 2 CO + CH • 3 2 CH • 3 → C 2 H 6