4-Nitrophenyl chloroformate

Synonym(s):4-Nitrophenyl chlorocarbonate, Chloroformic acid 4-nitrophenyl ester;4-Nitrophenyl chloroformate;Chloroformic acid 4-nitrophenyl ester

CAS NO.：7693-46-1
Empirical Formula: C7H4ClNO4
Molecular Weight: 201.56
MDL number: MFCD00007321
EINECS: 231-706-9
SAFETY DATA SHEET (SDS)
Update Date: 2023-12-25 13:23:17

What is 4-Nitrophenyl chloroformate?

Chemical properties

Cream solid

The Uses of 4-Nitrophenyl chloroformate

4-Nitrophenyl Chloroformate is an ester of chloroformic acid used in the immobilization of enzymes and other biomolecules.

The Uses of 4-Nitrophenyl chloroformate

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.

The Uses of 4-Nitrophenyl chloroformate

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.

What are the applications of Application

4-Nitrophenyl chloroformate is a zero length crosslinker

Properties of 4-Nitrophenyl chloroformate

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 for 4-Nitrophenyl chloroformate

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H314:Skin corrosion/irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P260:Do not breathe dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.