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161691

Sigma-Aldrich

Bis(4-nitrophenyl) carbonate

≥99%, for peptide synthesis

Synonym(s):

4-Nitrophenyl carbonate

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About This Item

Linear Formula:
(O2NC6H4O)2CO
CAS Number:
5070-13-3
Molecular Weight:
304.21
Beilstein:
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

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (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
Lei Jiang et al.
Molecular pharmaceutics, 11(11), 3885-3892 (2014-04-11)
A divalent knottin containing two separate integrin binding epitopes (RGD) in the adjacent loops, 3-4A, was recently developed and reported in our previous publication. In the current study, 3-4A was radiofluorinated with a 4-nitrophenyl 2-(18)F-fluoropropinate ((18)F-NFP) group and the resulting
G Cavallaro et al.
Nanomedicine (London, England), 4(3), 291-303 (2009-04-01)
To prepare new copolymers, useful for gene delivery, based on alpha, beta-poly-(N-2-hydroxyethyl)-D, L-aspartamide (PHEA) as a polymeric backbone and bearing an oligoamine such as diethylenetriamine in the side chain. Moreover, in order to reduce solvent volume and make the reaction
C Sardo et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 75, 60-71 (2015-04-08)
Small interfering RNAs (siRNAs) have the potential to be of therapeutic value for many human diseases. So far, however, a serious obstacle to their therapeutic use is represented by the absence of appropriate delivery systems able to protect them from
C Scialabba et al.
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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