160210

Sigma-Aldrich

4-Nitrophenyl chloroformate

96%

Sinónimos:
Chloroformic acid 4-nitrophenyl ester
Fórmula lineal:
ClCO2C6H4NO2
Número de CAS:
Peso molecular:
201.56
Beilstein/REAXYS Number:
518127
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

200

ensayo

96%

reaction suitability

reaction type: Carbonylations

aplicaciones

peptide synthesis: suitable

bp

159-162 °C/19 mmHg (lit.)

mp

77-79 °C (lit.)

temp. de almacenamiento

2-8°C

SMILES string

[O-][N+](=O)c1ccc(OC(Cl)=O)cc1

InChI

1S/C7H4ClNO4/c8-7(10)13-6-3-1-5(2-4-6)9(11)12/h1-4H

InChI key

NXLNNXIXOYSCMB-UHFFFAOYSA-N

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Aplicación

4-Nitrophenyl chloroformate can be used:
  • As a reagent for the activation of amines, alcohols and thiols.
  • In the synthesis of 4-substituted phenyl derivatives of 1,2,4-triazolidindiones (urazoles).
  • In the solid-phase synthesis of 3-aryl-2,4-quinazolinedione derivatives with potent anti-cancer property.
  • In the preparation of poly(oxyethylene) modified dextrans.
  • To synthesize a cleavable, heterobifunctional cross-linker for reversible conjugation of amines to thiol-modified DNA.

Envase

5, 25, 100 g in glass bottle

pictogramas

CorrosionExclamation mark

Palabra de señalización

Danger

Frases de peligro

hazcat

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Órganos de actuación

Respiratory system

storage_class_code

8A - Combustible, corrosive hazardous materials

WGK Alemania

WGK 3

Punto de inflamabilidad F

230.0 °F

Punto de inflamabilidad C

> 110 °C

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Certificado de Análisis

Certificado de origen

Novel and Efficient Synthesis of 4-Substituted-1, 2, 4-triazolidine-3, 5-diones from Anilines.
Mallakpour S and Rafiee Z
Synthetic Communications, 37(11), 1927-1934 (2007)
4-Nitrophenyl chloroformate: A versatile coupling reagent.
Sammet B, et al.
Synlett, 2009(18), 3050-3051 (2009)
Solid-phase combinatorial synthesis and cytotoxicity of 3-aryl-2, 4-quinazolindiones.
Choo Hea YP, et al.
Bioorganic & Medicinal Chemistry, 10(3), 517-523 (2002)
Jonas W Højfeldt et al.
The Journal of organic chemistry, 71(25), 9556-9559 (2006-12-02)
A cleavable heterobifunctional cross-linker for the reversible conjugation of amines to thiol-modified DNA has been developed and tested. The succinimidyl 2-(vinylsulfonyl)ethyl carbonate (SVEC) was prepared in three steps and tested for its ability to react with amines and thiols. The...
Zhuojun Gu et al.
Drug development and industrial pharmacy, 41(5), 812-818 (2014-04-22)
Polyamidoamine (PAMAM) dendrimers have attracted lots of interest as drug carriers. And little study about whether pluronic-attached PAMAM dendrimers could be potential drug delivery systems has been carried on. Pluronic F127 (PF127) attached PAMAM dendrimers were designed as novel drug...

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