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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:
Molecular Weight:
304.21
Beilstein:
1892897
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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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