{"title":"Di‐t‐butyl Dicarbonate","authors":"M. Wakselman","doi":"10.1002/047084289X.RD060","DOIUrl":null,"url":null,"abstract":"[24424-99-5] C10H18O5 (MW 218.25) \n \n \n \n \n \nInChI = 1S/C10H18O5/c1-9(2,3)14-7(11)13-8(12)15-10(4,5)6/h1-6H3 \n \n \n \nInChIKey = DYHSDKLCOJIUFX-UHFFFAOYSA-N \n \n \n \n(efficient tert-butoxycarbonylating agent for amines,1, 2 phenols, and thiols; tert-butoxycarbonylation of alcohols, amides,3 lactams, carbamates4 and NH-pyrroles5 occurs in the presence of 4-dimethylaminopyridine) \n \n \n \nAlternate Names: di-tert-butyl pyrocarbonate; Boc anhydride; Boc2O. \n \n \n \nPhysical Data: mp 22–24 °C; bp 56–57 °C/0.5 mm Hg; fp 37 °C; d 0.950 g cm−3; nD20 1.4103. \n \n \n \nSolubility: insol cold H2O; sol most organic solvents such as decalin, toluene, CCl4, THF, dioxane, alcohols, acetone, MeCN, DMF. \n \n \n \nForm Supplied in: colorless liquid; widely available. \n \n \n \nAnalysis of Reagent Purity: IR 1810 and 1765 cm−1; NMR 1.50 (CCl4). \n \n \n \nPreparative Method: prepared by the action of Phosgene on potassium tert-butyl carbonate, followed by conversion of the obtained di-tert-butyl tricarbonate under the action of basic catalysts such as 1,4-Diazabicyclo[2.2.2]octane.6 \n \n \n \nHandling, Storage, and Precautions: the liquid is flammable and must be stored in a refrigerator in the absence of moisture. Do not heat above 80 °C.","PeriodicalId":0,"journal":{"name":"","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2001-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"2","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1002/047084289X.RD060","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 2
Abstract
[24424-99-5] C10H18O5 (MW 218.25)
InChI = 1S/C10H18O5/c1-9(2,3)14-7(11)13-8(12)15-10(4,5)6/h1-6H3
InChIKey = DYHSDKLCOJIUFX-UHFFFAOYSA-N
(efficient tert-butoxycarbonylating agent for amines,1, 2 phenols, and thiols; tert-butoxycarbonylation of alcohols, amides,3 lactams, carbamates4 and NH-pyrroles5 occurs in the presence of 4-dimethylaminopyridine)
Alternate Names: di-tert-butyl pyrocarbonate; Boc anhydride; Boc2O.
Physical Data: mp 22–24 °C; bp 56–57 °C/0.5 mm Hg; fp 37 °C; d 0.950 g cm−3; nD20 1.4103.
Solubility: insol cold H2O; sol most organic solvents such as decalin, toluene, CCl4, THF, dioxane, alcohols, acetone, MeCN, DMF.
Form Supplied in: colorless liquid; widely available.
Analysis of Reagent Purity: IR 1810 and 1765 cm−1; NMR 1.50 (CCl4).
Preparative Method: prepared by the action of Phosgene on potassium tert-butyl carbonate, followed by conversion of the obtained di-tert-butyl tricarbonate under the action of basic catalysts such as 1,4-Diazabicyclo[2.2.2]octane.6
Handling, Storage, and Precautions: the liquid is flammable and must be stored in a refrigerator in the absence of moisture. Do not heat above 80 °C.