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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%

Quality Level

200

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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Related Categories

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

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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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
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