Cloroformiato de 4-nitrofenilo, 97 %, Thermo Scientific Chemicals

Name: Cloroformiato de 4-nitrofenilo, 97 %, Thermo Scientific Chemicals
SKU: A18742.14

CAS: 7693-46-1 | C7H4ClNO4 | 201.562 g/mol

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Cantidad:

5 g

25 g

100 g

Número de catálogo A18742.14

también denominado A18742-14

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Cantidad:

25 g

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Identificadores químicos

CAS7693-46-1

IUPAC Name4-nitrophenyl carbonochloridate

Molecular FormulaC7H4ClNO4

InChI KeyNXLNNXIXOYSCMB-UHFFFAOYSA-N

SMILES[O-][N+](=O)C1=CC=C(OC(Cl)=O)C=C1

Especificaciones Specification Sheet

Hoja de especificaciones

Assay (Titration ex Chloride)≥96.0 to ≤104.0%

Melting Point (clear melt)74.0-85.0?C

FormCrystals or powder or crystalline powder or fused solid

Identification (FTIR)Conforms

Appearance (Color)White to cream to pale gray

4-Nitrophenyl chloroformate is used in the synthesis of poly(oxyethylene) modified dextrans. It is also used to prepare a cleavable, heterobifunctional cross-linker for reversible conjugation of amines to thiol-modified DNA. Further, it is used in the synthesis of mixed, activated carbonates, thiocarbonates and activated urethanes. In addition to this, it is used in the preparation of 4-nitrophenyl diazoacetate with diazomethane.

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.

Aplicaciones
El cloroformiato de 4-nitrofenilo se utiliza en la síntesis de dextranos modificados con poli(oxietileno). También se utiliza para preparar un entrecruzador heterobifuncional y divisible para la conjugación reversible de aminas con ADN modificado con tiol. Además, se utiliza en la síntesis de carbonatos activados, mezclados, tiocarbonatos y urethanos activados. También se utiliza en la preparación de diazoacetato de 4-nitrofenilo con diazometano.

Solubilidad
Soluble en acetona, cloroformo, tolueno y benceno.

Notas
Sensible a la humedad. Almacenar en lugar fresco. Incompatible con agua, ácidos, alcoholes, amoníaco, aminas y bases fuertes.

RUO – Research Use Only

General References:

Reagent for protection of nucleoside alcohols. The carbonate derivatives readily undergo aqueous hydrolysis in the presence of imidazole: J. Org. Chem., 33, 3699 (1967). For use in the formation of a carbonate linker in an efficient N-terminal attachment methodology for solid phase peptide synthesis, see: Synlett, 1609 (2000).
Sarma, B. K.; Liu, X.; Wu, H.; Gao, Y.; Kodadek, T. Solid phase synthesis of 1,3,4-oxadiazin-5 (6R)-one and 1,3,4-oxadiazol-2-one scaffolds from acyl hydrazides. Org. Biomol. Chem. 2015, 13 (1), 59-63.
Lee, N. R.; Zhang, X.; Darna, M.; Dwoskin, L. P.; Zheng, G. Muscarinic acetylcholine receptor binding affinities of pethidine analogs. Bioorg. Med. Chem. Lett. 2015, 25 (22), 5032-5035.