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Merck
CN

436267

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
NACRES:
NA.22
PubChem Substance ID:
24867291
UNSPSC Code:
12352302
MDL number:
MFCD00008805

Key Documents

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InChI

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

SMILES string

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

InChI key

DYHSDKLCOJIUFX-UHFFFAOYSA-N

form

liquid

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

Quality Level

200

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Related Categories

signalword

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

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBH5448V
SHBH3748V
SHBH2463V
SHBG9381V
SHBG4797V

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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
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
J S Allen et al.
Mutation research, 170(1-2), 23-29 (1986-04-01)
The Ames Salmonella/mammalian-microsome assay was used to evaluate the bacterial mutagenicity of 6 bioactive peptides and of 11 chemical reagents used in peptide synthesis. Samples of 2 reagents, bis(2-oxo-3-oxazolidinyl)phosphinic chloride and fluoren-9-ylmethyl chloroformate, showed mutagenic activity with strains TA100 and
Diana Vivian et al.
International journal of pharmaceutics, 475(1-2), 597-604 (2014-09-16)
Floxuridine is often used to treat metastatic liver disease and is given as an infusion directly into the hepatic artery to increase the amount of intact drug that reaches the liver. The objective of this work was to design and
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