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Merck
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Key Documents

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Safety Information

205249

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

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

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185074693976245
Atto 495 maleimide BioReagent, suitable for fluorescence

41022

Atto 495 maleimide

Atto 565 maleimide BioReagent, suitable for fluorescence

18507

Atto 565 maleimide

Fluorescein diacetate 5-maleimide suitable for fluorescence

46939

Fluorescein diacetate 5-maleimide

Sigma-Aldrich

76245

Atto 655 NHS ester

fluorescence

λex 500 nm; λem 524 nm in 0.1 M phosphate pH 7.0

fluorescence

λex 563 nm; λem 592 nm in 0.1 M phosphate pH 7.0

fluorescence

λex 492 nm; λem 520 nm in 0.1 M phosphate pH 7.0 (after derivatization with 2-mercaptoethanol and after cleavage by esterase)

fluorescence

-

form

powder

form

powder

form

solid

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

product line

BioReagent

product line

BioReagent

product line

-

product line

BioReagent

manufacturer/tradename

ATTO-TEC GmbH

manufacturer/tradename

ATTO-TEC GmbH

manufacturer/tradename

-

manufacturer/tradename

ATTO-TEC GmbH

Application

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.[1]
Protection of alcohols as Boc derivatives via Lewis acid catalysis.[2]
Reagent for the introduction of the Boc protecting group.
Reagent for the preparation of Boc protected amines.[3]
Tris-Boc protected hydrazine allows preparation of Fmoc ester in a chromophoric reagent to monitor solid-phase aldehydes.[4]

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)

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

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

98.6 °F - closed cup

Flash Point(C)

37 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

非剧毒-急性毒性1
危险化学品
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCW1883
    MKCV7182
    MKCW1882
    BCCH9765
    BCCL9400

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    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
    Synthetic Communications, 23, 1443-1443 (1993)
    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
    Synlett, 2104-2104 (2006)
    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
    View All Related Papers

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