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021896

021896-5g



Di-tert-butyl dicarbonate

CAS Number: 24424-99-5
   
Molecular Formula: C10H18O5
   
Molecular Weight: 218.25
   
MDL Number: MFCD00008805

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Purity:99%
Bp:56-57°/0.5mm
Mp:23°
Density:0.950
Refractive Index:1.4090
 
Pictograms:
Signal Word:Danger
Hazard Statements:H228.2, H312, H319, H330
Precautionary Statements:P201, P202, P231 + P232, P233, P235, P240, P241, P242, P243, P260, P280, P284, P301 + P312, P302 + P352, P304 + P340, P305 + P351 + P338, P310, P332 + P313, P337 + P313, P403 + P233, P403 + P235
UN#:UN2930
Packing Group:II
Hazard Class:6.1
, 4.1

Flash Point:37°
RTECS:HT0230000
Risk Statements:10-26-36/37/38
Safety Statements:16-26-28-36/37-45-7/9
SDS: See MSDS
 
Limited Quantities:100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities:Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)

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A reagent to form t-BOC derivatives with amines.1  Protection of alcohols as Boc derivatives via Lewis acid catalysis.2 Mainly used to introduce t-Boc protecting group in peptide synthesis.3,4,5 Also used as a coupling reagent in synthesis of tert-butyl carbamates by the reaction with carboxylic acids including aromatic and aliphatic acids, and Fmoc-protected amino acids6, synthesis of 6-acetyl-1,2,3,4-tetrahydropyridine from 2-piperidone7  and tert-butoxycarbonylation of indoles8.

1. “Di-t-butyl Dicarbonate” in Encyclopedia of Reagents for Organic Synthesis, 2004.
2. Synlett, 2006, 2104. 
3. Synth. Commun. 2007, 37, 4191.
4. Synthesis 2009, 283.
5. Org. Lett. 2006, 8, 3259.
6. Org. Lett. 2005, 7, 4107.
7. J. Org. Chem. 2005, 70, 10872.
8. Synlett 2008, 294.  

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