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205249

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:
24424-99-5
Molecular Weight:
218.25
NACRES:
NA.22
PubChem Substance ID:
24852315
UNSPSC Code:
12352302
EC Number:
246-240-1
MDL number:
MFCD00008805
Beilstein/REAXYS Number:
1911173
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Product Name

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

Quality Level

200

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

functional group

carbonate

storage temp.

2-8°C

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

Application

Protection of alcohols as Boc derivatives via Lewis acid catalysis.
Reagent for the preparation of Boc protected amines.
Aminomethyl allene was prepared by reaction of Boc propargyl amine with formaldehyde, diisopropylamine and copper bromide as part of a series of Bovine Plasma Amine Oxidase inactivators.
Reagent for the introduction of the Boc protecting group.
Tris-Boc protected hydrazine allows preparation of Fmoc ester in a chromophoric reagent to monitor solid-phase aldehydes.

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)

Legal Information

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

Disclaimer

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

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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

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

Regulatory Information

危险化学品
非剧毒-急性毒性1

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH2569
MKCM0414
BCCG7958
BCCG2168
MKCP8965

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Chunhua Qiao et al.
Journal of the American Chemical Society, 126(25), 8038-8045 (2004-06-24)
Propargylic and activated allylic amines are known to inactivate the quinone-dependent plasma amine oxidases, possibly through active-site modification by the alpha,beta-unsaturated aldehyde turnover products. Although homopropargylamine (1-amino-3-butyne, 1) is a nonobvious candidate as a mechanism-based inhibitor, 1 was found to
Synthetic Communications, 23, 1443-1443 (1993)
Simon K Shannon et al.
The Journal of organic chemistry, 69(14), 4586-4594 (2004-07-03)
A direct method for quantifying solid-phase aldehydes has been developed, using a new reagent, 4-(9-fluorenylmethyloxycarbonyl)phenylhydrazine (FmPH). The FmPH reagent was synthesized in three steps (24% overall yield) from commercially available p-hydrazinobenzoic acid. Resin-bound aldehydes reacted quantitatively with FmPH, in the
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Global Trade Item Number

SKUGTIN
205249-100G04061838767530
205249-1KG04061837789861
205249-10G04061838767547
205249-10KG04061833564615
205249-50G04061838767554