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361941

Sigma-Aldrich

Di-tert-butyl dicarbonate

≥99%, for peptide synthesis, ReagentPlus®

Synonym(s):

Boc anhydride, Di-tert-butyl pyrocarbonate

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About This Item

Linear Formula:
[(CH3)3COCO]2O
CAS Number:
Molecular Weight:
218.25
Beilstein/REAXYS Number:
1911173
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22
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Product Name

Di-tert-butyl dicarbonate, ReagentPlus®, ≥99%

Quality Level

product line

ReagentPlus®

assay

≥99%

form

solid or liquid

refractive index

n20/D 1.409 (lit.)

bp

56-57 °C/0.5 mmHg (lit.)

mp

23 °C (lit.)

density

0.95 g/mL at 25 °C (lit.)

application(s)

peptide synthesis

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Application

Automated Boc protection and deprotection can be done using Synple Automated Synthesis Platform (SYNPLE-SC002), Boc protection cartridges ((SYNPLE-B001), (SYNPLE-B002), and Boc deprotection cartridges (SYNPLE-B011)
Di-tert-butyl dicarbonate (Boc anhydride) can be used:
  • As a reagent to introduce Boc protecting group for the amine functionalities.
  • To prepare tert-butyl ethers and Boc-alcohols in presence of Lewis acid catalyst.
  • As a carboxylating agent for the preparation of a variety of tert-butyl carboxylates.
  • For the conversion of amines to corresponding isocyanates, carbamates and urea derivatives.
  • As a coupling reagent for anchoring various carboxylic acids to hydroxymethylated resins.
  • To synthesize quinolinones and 2-(pseudo)haloquinolines from 2-alkenylanilines in presence of DMAP as a catalyst.

Reagent for the introduction of the Boc protecting group.

Warning

Hydrolyzes to t-butanol and CO2; causes internal pressure in bottle if exposed to moisture.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

98.6 °F - closed cup

flash_point_c

37 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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