160210
4-Nitrophenyl chloroformate
96%, for peptide synthesis
Synonym(s):
Chloroformic acid 4-nitrophenyl ester
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About This Item
Linear Formula:
ClCO2C6H4NO2
CAS Number:
Molecular Weight:
201.56
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
EC Number:
231-706-9
MDL number:
Beilstein/REAXYS Number:
518127
Product Name
4-Nitrophenyl chloroformate, 96%
Quality Level
assay
96%
form
powder
reaction suitability
reaction type: Carbonylations
bp
159-162 °C/19 mmHg (lit.)
mp
77-79 °C (lit.)
application(s)
peptide synthesis
storage temp.
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
General description
4-Nitrophenyl chloroformate, also known as p-nitrophenyl chloroformate, is a coupling agent used in the synthesis of ureas, carbamates, and carbonates. It is also used as a building block in solid-phase peptide synthesis (SPPS) to obtain altered side chain functionalities in peptides.
Application
4-Nitrophenyl chloroformate is used as:
- A coupling agent to link the drug molecule with the polyrotaxane carrier molecule
- As an activated ester reagent that enables the covalent coupling of a peptide onto a macromer, such as oligo(poly(ethylene glycol) fumarate) (OPF)
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
>230.0 °F
flash_point_c
> 110 °C
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Modification of oligo (poly (ethylene glycol) fumarate) macromer with a GRGD peptide for the preparation of functionalized polymer networks
S Jo, et al.
Biomacromolecules, 2, 255-261 (2001)
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)
4-Nitrophenyl chloroformate: A versatile coupling reagent.
Sammet B, et al.
Synlett, 2009(18), 3050-3051 (2009)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 160210-100G | 04061833554371 |
| 160210-25G | 04061838745330 |
| 160210-5G | 04061838745347 |