50353-00-9

Usage

Uses

Used in Organic Synthesis:
2-Nitrophenyl chloroformate is used as a reagent for the protection of amines, which is crucial in preventing unwanted side reactions during the synthesis process. This application type allows for the controlled and selective modification of amines, enhancing the efficiency and specificity of organic synthesis.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Nitrophenyl chloroformate is utilized as a building block for the synthesis of various drugs. Its versatility and reactivity make it an essential component in the development of new and innovative pharmaceutical compounds.
Used in Agrochemical Synthesis:
2-Nitrophenyl chloroformate also plays a role in the synthesis of agrochemicals, contributing to the development of effective and targeted pest control solutions. Its use in this industry highlights its broad applicability in chemical synthesis.
Safety Precautions:
It is important to handle 2-nitrophenyl chloroformate with caution due to its potentially hazardous nature. It can cause irritation, burns, and other toxic effects if not handled properly. Adequate safety measures, including the use of personal protective equipment and proper disposal methods, should be implemented to minimize risks associated with its use.

InChI:InChI=1/C7H4ClNO4/c8-7(10)13-6-4-2-1-3-5(6)9(11)12/h1-4H

Upstream product

• 75-44-5 phosgene 
• 88-75-5 2-hydroxynitrobenzene 
• 824-39-5 sodium o-nitrophenate 

Downstream Products

• 108488-47-7 N-(2-nitro-phenoxycarbonyl)-L-leucine 
• 81420-42-0 mononitrophenyl carbonate 
• 98550-05-1 nitrophenyl carbamate 
• 38235-26-6 o-Nitrophenoxycarbonyldimethyldithiocarbamat 
• 91390-32-8 2-nitrophenyl (2-fluoroethyl)carbamate 
• 88-75-5 2-hydroxynitrobenzene 
• 202996-37-0 Carbonic acid (3,5-dimethoxy-phenyl)-(2-phenyl-[1,3]dithian-2-yl)-methyl ester 2-nitro-phenyl ester 
• 193139-64-9 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-ethynyl-2H-quinoline-1-carboxylic acid 2-nitro-phenyl ester 
• 485798-58-1 4-(1-Ethylpropyl)piperazine-1-carboxylic Acid 2-nitrophenyl Ester Hydrochloride Salt 
• 485798-59-2 4-(1-Ethylpropyl)piperazine-1-carboxylic Acid 4-methoxycarbonylphenyl Ester Hydrochloride Salt 
• 457096-83-2 4-methoxy-3-(4-nitro-phenoxycarbonylamino)-benzoic acid methyl ester 
• 189942-51-6 (4S,5S)-trans-hexahydrobenzoxazolidin-2-one 
• 173604-88-1 (5-phenyl-2-oxo-1,3-dioxol-4-en-4-yl)methyl p-nitrophenyl carbonate 
• 446018-26-4 1,4-diaza-bicyclo[3.2.2]nonane-4-carboxylic acid 2-nitro-phenyl ester 

Relevant academic research and scientific papers

A safe and efficient route for the preparation of nitro-, dinitro-, and trinitrophenyl chloroformates

A safe and simple method has been developed for synthesis of chloroformates derived from 2-nitrophenol, 4-nitrophenol, 2,4-dinitrophenol, 2,4,6-trinitrophenol, and pentafluorophenol, the yields being in the range of 72-96%. The method is based on a heterogeneous reaction of the substituted phenol with phosgene dissolved in dichloromethane catalyzed with solid anhydrous potassium carbonate. The synthesis of 2,4,6-trinitrophenyl chloroformate takes place only in the presence of a phase-transfer catalyst, in this case the easily recovered α,ω-dimethoxy poly(ethylene glycol) (PEG; M = 2kDa). The only waste products of the suggested synthesis of the mentioned esters are sodium chloride and potassium chloride. The method markedly reduces the explosion risk connected with drying and handling of salts of mono-, di-, and trinitrophenols and is much more environmentally friendly than the currently used methods. Copyright

Studies on Synthesis and Anticancer Activity of Selected N-(2-Fluoroethyl)-N-nitrosoureas

An activated carbamate, 2-nitrophenyl (2-fluoroethyl)nitrosocarbamate (3), was used to advantage in the synthesis of the water-soluble (2-fluoroethyl)nitrosoureas 6a-d from 2-aminoethanol, (1α,2β,3α)-2-amino-1,3-cyclohexanediol, cis-2-hydroxycyclohexanol, and 2-amino-2-deoxy-D-glucose.In a variation of this method, 2,4,5-trichlorophenyl (2-fluoroethyl)carbamate (4) was used to prepare the urea from which the essentially water-insoluble N'-(2,6-dioxo-3-piperidinyl)-N-(2-fluoroethyl)-N-nitrosourea (6e) was derived.The anticancer activity of these nitrosoureas was determined against the murine tumors B16 melanoma and Lewis lung carcinoma and found to be significant and comparable to their chloroethyl counterparts.On the basis of results from both systems, the dihydroxycyclohexyl derivative 6b may be the most effective.