4-Nitrophenyl chloroformate Chemical Properties

Melting point:

77-79 °C(lit.)

Boiling point:

159-162 °C19 mm Hg(lit.)

Density 

1.5719 (rough estimate)

refractive index 

1.6000 (estimate)

Flash point:

>110°C

storage temp. 

2-8°C

solubility 

Soluble in acetone, chloroform, acetone, toluene and benzene.

form 

isopropanol suspension

color 

White to yellow-beige

Water Solubility 

decomposes

Sensitive 

Lachrymatory

BRN 

518127

Stability:

Stable. Incompatible with strong bases, acids. Combustible.

CAS DataBase Reference

7693-46-1(CAS DataBase Reference)

NIST Chemistry Reference

Carbonochloridic acid, 4-nitrophenyl ester(7693-46-1)

EPA Substance Registry System

Carbonochloridic acid, 4-nitrophenyl ester (7693-46-1)

Safety Information

Hazard Codes 

C,T,Xi,F

Risk Statements 

34-36/37-23/24/25-41-36/37/38-11-67-36

Safety Statements 

26-36/37/39-45-38-28A-36-16-27

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

F 

19-21

Hazard Note 

Toxic/Corrosive/Lachrymator

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29159020

MSDS

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4-Nitrophenyl chloroformate Usage And Synthesis

Chemical Properties

Cream solid

Uses

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.

Uses

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. It is an ester of chloroformic acid used in the immobilization of enzymes and other biomolecules.

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).

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.

4-Nitrophenyl chloroformate(7693-46-1)Related Product Information

• 4-Nitrobenzoic acid
• 4-NITROPHENYL ACETATE
• 1-Chloroethyl chloroformate
• 4-Nitrophenyl phosphate bis(cyclohexylammonium) salt
• 4-Nitrobenzyl chloroformate
• 4-Hydroxyphenethyl alcohol
• 4-Hydroxyphenylacetic acid
• 4-(tert-Butyl)benzyl mercaptan
• 4-Nitrobenzonitrile
• 4-Nitrobenzenesulfonyl chloride
• 4-Nitrophenylacetic acid
• Methyl 4-bromobenzoate
• 4-Bromophenylacetic acid
• Diisopropyl chlorophosphate
• (-)-MENTHYL CHLOROFORMATE
• Phenyl chloroformate
• Chloromethyl methyl ether
• P-ANISIDINE HYDROCHLORIDE