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5070-13-3 - Bis(4-nitrophenyl) carbonate, 98% - L00290 - Alfa Aesar

L00290 Bis(4-nitrophenyl) carbonate, 98%

CAS-Nummer
5070-13-3
Synonyme

Größe Preis ($) Menge Verfügbarkeit
5g 48,41
25g 157,59
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Bis(4-nitrophenyl) carbonate, 98%

MDL
MFCD00007322
EINECS
225-775-4

Chemische Eigenschaften

Formel
C13H8N2O7
Molmasse
304.21
Schmelzpunkt
136-139°
Sensitivität
Moisture Sensitive
Löslichkeit
Soluble in chloroform and tetrahydrofuran.

Anwendungen

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.

Bemerkungen

Moisture sensitive. Incompatible with strong oxidizing agents and acids.

Literaturverweise

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.

Weitere Referenzen

Beilstein
1892897
Harmonized Tariff Code
2920.90
TSCA
No

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Metalle und Stoffe

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