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Di-tert-butyl dicarbonate

Di-tert-butyl dicarbonate Structure
Di-tert-butyl dicarbonate
  • CAS No.24424-99-5
  • Chemical Name:Di-tert-butyl dicarbonate
  • CBNumber:CB4267614
  • Molecular Formula:C10H18O5
  • Formula Weight:218.25
  • MOL File:24424-99-5.mol
Di-tert-butyl dicarbonate Property
  • Melting point: :23 °C(lit.)
  • Boiling point: :65-67 °C
  • Density  :0.95 g/mL at 25 °C(lit.)
  • refractive index  :n20/D 1.409(lit.)
  • Flash point: :99 °F
  • storage temp.  :2-8°C
  • form  :Low Melting Crystalline Solid
  • color  :White
  • Specific Gravity :0.950
  • Water Solubility  :Miscible with decalin, toluene, carbon tetrachloride, tetrahydrofuran, dioxane, alcohols, acetone, acetonitrile and dimethylformamide. Immiscible with water.
  • Sensitive  :Moisture Sensitive
  • BRN  :1911173
  • InChIKey :DYHSDKLCOJIUFX-UHFFFAOYSA-N
  • CAS DataBase Reference :24424-99-5(CAS DataBase Reference)
  • EWG's Food Scores :1
  • FDA UNII :Z10Q236C3G
  • EPA Substance Registry System :Dicarbonic acid, bis(1,1-dimethylethyl) ester (24424-99-5)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H302-H319-H371-H372-H304-H370-H401-H228-H225-H315-H317-H318-H330-H335-H336-H351-H373-H226
  • Precautionary statements P302+P352-P304+P340-P305+P351+P338-P310-P201-P202-P233-P240-P241+P242+P243-P264-P270-P271-P284-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P307+P311-P405-P501-P273-P301+P310+P331-P301+P312+P330-P308+P311-P241-P210-P280-P304+P340+P310-P305+P351+P338+P310-P370+P378-P403+P235-P260-P403+P233
Di-tert-butyl dicarbonate Price More Price(29)
  • Brand: Sigma-Aldrich
  • Product number: 205249
  • Product name : Di-tert-butyl dicarbonate
  • Purity: ReagentPlus , 99%
  • Packaging: 10g
  • Price: $41.5
  • Updated: 2019/12/02
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  • Brand: Sigma-Aldrich
  • Product number: 205249
  • Product name : Di-tert-butyl dicarbonate
  • Purity: ReagentPlus , 99%
  • Packaging: 1kg
  • Price: $1420
  • Updated: 2019/12/02
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  • Brand: TCI Chemical
  • Product number: D1547
  • Product name : Di-tert-butyl Dicarbonate [Boc-reagent for Amino Acid]
  • Purity: >95.0%(T)
  • Packaging: 25g
  • Price: $36
  • Updated: 2020/06/24
  • Buy: Buy
  • Brand: TCI Chemical
  • Product number: D1547
  • Product name : Di-tert-butyl Dicarbonate [Boc-reagent for Amino Acid]
  • Purity: >95.0%(T)
  • Packaging: 100g
  • Price: $113
  • Updated: 2020/06/24
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  • Brand: Alfa Aesar
  • Product number: A14708
  • Product name : Di-tert-butyl dicarbonate, 97+%
  • Purity: 
  • Packaging: 100g
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  • Updated: 2020/06/24
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Di-tert-butyl dicarbonate Chemical Properties,Usage,Production

  • Chemical Properties White to off-white microcrystalline powder
  • Chemical Properties Di-tert-butyl dicarbonate (Boc2O) and di-tert-butyl tricarbonate ((BocO)2CO)  have been used as amine carbonylating reagents to obtain linear or branched aliphatic isocyanates.
    most of the known methods for transforming amines into isocyanates are not mild enough and furnish undefined products as a result of uncontrolled side reactions. However, 4-dimethylaminopyridine (DMAP)-catalyzed reaction with activated carbonates as C1 building blocks constitutes a convenient laboratory method for the phosgene-free isocyanation of amines. A procedure has been described whereby alkyl- and arylamines are converted into isocyanates in high yields by reaction with activated carbonates (for example, di-tert-butyl dicarbonate, Boc2O) in the presence of a catalytic amount of a nucleophilic nitrogen base at room temperature.
    Di-tert-butyl dicarbonate (Boc2O) is a widely used reagent for introducing protecting groups in peptide synthesis. The reaction of substituted anilines with Boc2O in the presence of a stoichiometric amount of 4-dimethylaminopyridine (DMAP) in an inert solvent (acetonitrile, dichloromethane, ethyl acetate, tetrahydrofuran, toluene) at room temperature leads to aryl isocyanates in almost quantitative yields within 10 min.
  • Uses Reagent commonly used in organic chemistry for the introduction of the BOC protecting group.
  • Uses reagent for t-BOC-protected amines
  • Uses Reagent for the preparation of Boc-amino acids and peptides in high yields.
  • Purification Methods Melt the ester by heating at ~35o, and distil it in a vacuum. If IR and NMR ( 1810m 1765 cm-1 , in CCl4 1.50 singlet) suggest very max impure, then wash with an equal volume of H2O containing citric acid to make the aqueous layer slightly acidic, collect the organic layer and dry it over anhydrous MgSO4 and distil it in a vacuum. [Pope et al. Org Synth 57 45 1977, Keller et al. Org Synth 63 160 1985, Grehn et al. Angew Chem 97 519 1985.] FLAMMABLE.
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  • Di-tert-butyl dicarbonate ReagentPlus(R), >=99%
  • Di-tert-butyl dicarbonate ReagentPlus(R), 99%
  • BOC tert-butyl dicarbonate
  • Bok - anhydride
  • BOC O2
  • Boc Anhydride, solid
  • Dicarbonic acid di(tert-butyl) ester
  • Dicarbonic acid di-tert-butyl ester
  • Oxybis(formic acid tert-butyl) ester
  • tert-Butylpyrocarbonate
  • t-Butyloxy carbonyl
  • Di-<i>tert</i>-butyl dicarbonate
  • Di-tert-butyl dicarbonate solution 1.0 M in THF
  • Di-tertiary-butyl Dicarbonate
  • i-tert-butyl dicarbonate
  • Di-t-butyl Dicarbonate 〔Di-BOC
  • Di-tert-butyl dicarbote
  • Di-tert-butyl pyrocarbonate≥ 99% (GC)
  • DIBOC,Boc Anhydride, Di-tert-butyl dicarbonate
  • (BOC)2O
  • (BOC)2O FLUKA
  • BOC
  • BOC ANHYDRIDE
  • tert-butyldicarbonate
  • Boc Anhydride, solid/liquid
  • (t.-Boc)2O
  • di(tert-butyl) carbonate
  • Dibutyldicarbonate