160210

4-Nitrophenyl chloroformate

96%, for peptide synthesis

• Synonym(s): Chloroformic acid 4-nitrophenyl ester
• Linear Formula: ClCO₂C₆H₄NO₂
• CAS Number: 7693-46-1
• Molecular Weight: 201.56
• Beilstein: 518127
• EC Number: 231-706-9
• MDL number: MFCD00007321
• UNSPSC Code: 12352108
• PubChem Substance ID: 24849861
• NACRES: NA.22

Properties

• product name: 4-Nitrophenyl chloroformate, 96%
• 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

Description

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)

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H314,H335
• Precautionary Statements: P260 - P271 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): >230.0 °F
• Flash Point(C): > 110 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves