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L00290 Bis(4-nitrophenyl) carbonate, 98%

CAS Number
5070-13-3
Synonyms

Stock No. Size Price ($) Quantity Availability
L00290-06 5g 49.80
L00290-14 25g 161.00
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Bis(4-nitrophenyl) carbonate, 98%

MDL
MFCD00007322
EINECS
225-775-4

Chemical Properties

Formula
C13H8N2O7
Formula Weight
304.21
Melting point
136-139°
Storage & Sensitivity
Moisture Sensitive. Ambient temperatures.
Solubility
Soluble in chloroform and tetrahydrofuran.

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.

Notes

Moisture sensitive. Incompatible with strong oxidizing agents and acids.

Literature 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.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H315-H319

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation.

Precautionary Statements: P264b-P270-P280-P301+P312-P302+P352-P305+P351+P338-P330-P332+P313-P362-P501c

Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1892897
Harmonized Tariff Code
2920.90
TSCA
No

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