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436267

Sigma-Aldrich

Di-tert-butyl dicarbonate solution

1.0 M in THF

Synonym(s):

Di-tert-butyl pyrocarbonate

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About This Item

Linear Formula:
O[CO2C(CH3)3]2
CAS Number:
24424-99-5
Molecular Weight:
218.25
MDL number:
MFCD00008805
UNSPSC Code:
12352302
PubChem Substance ID:
24867291
NACRES:
NA.22

form

liquid

Quality Level

200

concentration

1.0 M in THF

bp

65-67 °C

density

0.913 g/mL at 25 °C

application(s)

peptide synthesis

functional group

carbonate

SMILES string

CC(C)(C)OC(=O)OC(=O)OC(C)(C)C

InChI

1S/C10H18O5/c1-9(2,3)14-7(11)13-8(12)15-10(4,5)6/h1-6H3

InChI key

DYHSDKLCOJIUFX-UHFFFAOYSA-N

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Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBH5448V
SHBH3748V
SHBH2463V
SHBG9381V
SHBG4797V

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Hans Peter Reisenauer et al.
Angewandte Chemie (International ed. in English), 53(44), 11766-11771 (2014-09-10)
Carbonic acid (H2CO3), an essential molecule of life (e.g., as bicarbonate buffer), has been well characterized in solution and in the solid state, but for a long time, it has eluded its spectral characterization in the gas phase owing to
Giuseppe Bartoli et al.
The Journal of organic chemistry, 71(26), 9580-9588 (2006-12-16)
The reaction between alcohols and Boc2O leads to the formation of tert-butyl ethers and/or Boc-alcohols, depending on the nature of the Lewis acid catalyst. Product distribution is mainly tuned by the anionic part of the salt. Perchlorates and triflates, anions
E E Büllesbach et al.
Hoppe-Seyler's Zeitschrift fur physiologische Chemie, 361(5), 723-734 (1980-05-01)
Nepsilon 29, Nepsilon 59-Bis(methylsulfonylethoxycarbonyl)proinsulin was prepared from native beef proinsulin for its possible use in the semisynthesis of preproinsulin. The modification was made possible by first protecting the alpha-amino group of proinsulin either with the tert-butoxycarbonyl group, after reaction with
Asit K Chakraborti et al.
Organic & biomolecular chemistry, 4(14), 2769-2771 (2006-07-11)
Perchloric acid adsorbed on silica-gel (HClO4-SiO2) was found to be a new, highly efficient, inexpensive and reusable catalyst for chemoselective N-tert-butoxycarbonylation of amines at room temperature and under solvent-free conditions.
Jason C Green et al.
Organic letters, 13(20), 5500-5503 (2011-09-21)
Total syntheses of two structures purported as (+)-heliananes were completed in six pots. Spectral comparisons, between the synthetic and natural compounds, revealed a misassignment of the eight-membered ring in the heliananes. The key step in the syntheses of the proposed
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