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Thermo Scientific Chemicals
Bis(4-nitrophenyl) carbonate, 98%
CAS: 5070-13-3 | C13H8N2O7 | 304.214 g/mol
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Catalog number L00290.14
also known as L00290-14
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192.65
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Quantity:
25 g
Price (USD)
192.65
Online Exclusive
214.00Save 21.35 (10%)
Each
Chemical Identifiers
CAS5070-13-3
IUPAC Namebis(4-nitrophenyl) carbonate
Molecular FormulaC13H8N2O7
InChI KeyACBQROXDOHKANW-UHFFFAOYSA-N
SMILES[O-][N+](=O)C1=CC=C(OC(=O)OC2=CC=C(C=C2)[N+]([O-])=O)C=C1
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Specifications
Specification Sheet
Specification SheetAppearance (Color)White to cream to yellow to pale brown
FormPowder or crystalline powder
Assay (GC)≥96.0% (non-U.S. specification)
Assay from Suppliers CofA≥96.0% (HPLC) (U.S. specification)
CommentSpecification differs for U.S. and non-U.S. material where indicated
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Bis(4-nitrophenyl) carbonate is used as a reagent for preparation of symmetrical and unsymmetrical urea and 4-nitrophenyl esters of N-protected amino acids. It acts as a peptide coupling reagent. It finds application as a reagent for the preparation of carbamate linked cytosines.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Bis(4-nitrophenyl) carbonate is used as a reagent for preparation of symmetrical and unsymmetrical urea and 4-nitrophenyl esters of N-protected amino acids. It acts as a peptide coupling reagent. It finds application as a reagent for the preparation of carbamate linked cytosines.
Solubility
Soluble in chloroform and tetrahydrofuran.
Notes
Moisture sensitive. Incompatible with strong oxidizing agents and acids.
Bis(4-nitrophenyl) carbonate is used as a reagent for preparation of symmetrical and unsymmetrical urea and 4-nitrophenyl esters of N-protected amino acids. It acts as a peptide coupling reagent. It finds application as a reagent for the preparation of carbamate linked cytosines.
Solubility
Soluble in chloroform and tetrahydrofuran.
Notes
Moisture sensitive. Incompatible with strong oxidizing agents and acids.
RUO – Research Use Only
General References:
- Reagent for peptide coupling in the presence of triethylamine in DMF, via the p-nitrophenyl active ester: Liebigs Ann. Chem., 655, 189 (1962); Helv. Chim. Acta, 46, 795 (1963). See Appendix 6.
- Has also been used as a coupling reagent in the synthesis of carbamate linked cytosine oligomers: J. Org. Chem., 52, 4202 (1987), and of ureido sugars: Carbohydr. Res., 203, 302 (1990).
- Castro, E. A.; Aliaga, M. E.; Gazitua, M.; Pavez, P.; Santos, J. G. Kinetics and mechanism of the aminolysis of bis(4-nitrophenyl) carbonate and O-(4-nitropheny) S-(4-nitrophenyl) thio and dithiocarbonate. J. Phys. Org. Chem. 2014, 27 (4), 265-268.
- Li, J.; Gerlach, R. L.; Jonsson, C. B.; Gray, B. D.; Pak, K. Y.; Ng, C. K. Characterization of (18)F-dipicolylamine (DPA) derivatives in cells infected with influenza virus. Nucl. Med. Biol. 2015, 42 (3), 283-291.