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 Segment
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)
Signal Word
Danger
Hazard Codes
Precautionary Statements
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 (personal protective equipment)
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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