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Key Documents

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161691

Sigma-Aldrich

Bis(4-nitrophenyl) carbonate

≥99%, for peptide synthesis

Sinónimos:

4-Nitrophenyl carbonate

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About This Item

Fórmula lineal:
(O2NC6H4O)2CO
Número de CAS:
5070-13-3
Peso molecular:
304.21
Beilstein/REAXYS Number:
1892897
EC Number:
225-775-4
MDL number:
MFCD00007322
UNSPSC Code:
12352108
PubChem Substance ID:
24849947
NACRES:
NA.22

product name

Bis(4-nitrophenyl) carbonate, ≥99%

assay

≥99%

form

powder

reaction suitability

reaction type: Carbonylations

mp

136-139 °C (lit.)

application(s)

peptide synthesis

SMILES string

[O-][N+](=O)c1ccc(OC(=O)Oc2ccc(cc2)[N+]([O-])=O)cc1

InChI

1S/C13H8N2O7/c16-13(21-11-5-1-9(2-6-11)14(17)18)22-12-7-3-10(4-8-12)15(19)20/h1-8H

InChI key

ACBQROXDOHKANW-UHFFFAOYSA-N

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Application

Reagent for the preparation of activated 4-nitrophenyl esters of N-protected amino acids.
Reagent for the synthesis of 4-nitrophenyl active esters of amino acids. Used in the preparation of symmetrical and unsymmetrical ureas.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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Maria-Cristina Turoczi et al.
Molecules (Basel, Switzerland), 13(12), 3192-3197 (2008-12-17)
A general method for the preparation of bis-ureas from bis(o-nitrophenyl) carbonate has been developed. Directional urea synthesis is achieved by sequential amine addition to bis(o-nitrophenyl) carbonate in two steps: in the first step bis(o-nitrophenyl) carbonate is reacted with benzylamine to
C Sardo et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 75, 60-71 (2015-04-08)
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European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 88(3), 695-705 (2014-10-05)
This paper deal with the synthesis and characterization of PEGylated squalene-grafted-inulin amphiphile capable of self-assembling and self-organizing into nanocarriers once placed in aqueous media. It was exploited as coating agent for obtaining doxorubicin loaded superparamagnetic iron oxide nanoparticles (SPIONs) endowed
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