1132-69-0

Basic information

• Product Name: 4-NITROPHENYL CHLOROTHIOFORMATE
• Synonyms: 4-NITROPHENYL CHLOROTHIOFORMATE
• CAS NO: 1132-69-0
• Molecular Formula: C₇H₄ClNO₃S
• Molecular Weight: 217.63
• Mol File: 1132-69-0.mol

Chemical Properties

• Melting Point: 61.5-63.0 °C
• Boiling Point: 323.1°Cat760mmHg
• Flash Point: 149.2°C
• Appearance: /
• Density: 1.536g/cm³
• Vapor Pressure: 0.000506mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 4-NITROPHENYL CHLOROTHIOFORMATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHENYL CHLOROTHIOFORMATE(1132-69-0)
• EPA Substance Registry System: 4-NITROPHENYL CHLOROTHIOFORMATE(1132-69-0)

Safety Data

• Hazardous Substances Data: 1132-69-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Nitrophenyl chloroformate is used as a reagent for the synthesis of various pharmaceuticals. Its ability to react with nucleophiles makes it a valuable component in the production of drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-nitrophenyl chloroformate serves as a key intermediate in the development of compounds designed to protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
4-Nitrophenyl chloroformate is utilized as a versatile reagent in organic synthesis, contributing to the creation of a wide range of organic compounds for various applications.
Used in Functional Material Synthesis:
4-NITROPHENYL CHLOROTHIOFORMATE is also employed as a reagent in the synthesis of functional materials, which have specific properties and uses in different industries.
It is crucial to handle 4-nitrophenyl chloroformate with care due to its corrosive nature, which can cause skin, eye, and respiratory irritation. Proper safety measures should be taken to minimize risks during its use in various applications.

InChI:InChI=1/C7H4ClNO3S/c8-7(13)12-6-3-1-5(2-4-6)9(10)11/h1-4H

Upstream product

• 100-02-7 4-nitro-phenol 
• 463-71-8 thiophosgene 
• 1124-32-9 lithium 4-nitrophenolate 

Downstream Products

• 91808-54-7 5-(4-nitrophenyloxy)-1,2,3,4-thiatriazole 
• 10345-40-1 O-(4-nitrophenyl) N,N-dimethylcarbamothioate 
• 20333-68-0 phenyl O‐(4‐nitrophenyl) thiocarbonate 
• 143073-79-4 N-(4-Cyan-3-methylthio-pyrazol-5-yl)-O-(4-nitro)phenylthiocarbamidsaeureester 
• 116089-20-4 N-(2-Benzoyl-4-chlorphenyl)-N-methyl-thiocarbamidsaeure-O-(4-nitrophenyl)ester 
• 1129-38-0 4-nitrophenyl cyanate 
• 13522-36-6 N-Methyl-N-<4-nitro-phenyl>-thiocarbamidsaeure-O-<4-nitro-phenylester> 
• 7180-27-0 N-Methyl-N-phenyl-thiocarbamidsaeure-O-<4-nitro-phenylester> 
• 5372-96-3 Piperidine-1-carbothioic acid O-(4-nitro-phenyl) ester 
• 5292-87-5 morpholine 4-nitrophenyl thionocarbamate 
• 13522-40-2 N-Methyl-N-phenyl-thiocarbamidsaeure-5-<4-nitro-phenylester> 
• 100-02-7 4-nitro-phenol 
• 40750-71-8 1-(chlorodifluoromethoxy)-4-nitrobenzene 

Relevant articles and documents

Kinetics and Mechanism of the Aminolysis of Phenyl and 4-Nitrophenyl Chlorothionoformates

The reactions of a series of secondary alicyclic amines with the title substrates are subjected to a kinetic investigation in aqueous solution, 25 °C, ionic strength 0.2 M (maintained with KCl). Under amine excess pseudo-first-order rate coefficients (kobsd) are found. The plots of kobsd against concentration of free amine at constant pH are linear, with the slopes (kN) independent of pH. The Broensted-type plots obtained (log kN vs amine pKa) for the aminolysis of both substrates are linear with the same slope, β = 0.26. From this value, the kinetic law, and the analysis of products, it is deduced that these reactions proceed through a zwitterionic tetrahedral addition intermediate (T±) on the reaction path, and its formation is the rate-determining step. From a comparison of the present reactions with the concerted aminolysis of substituted phenyl chloroformates in acetonitrile it is inferred that the change of S- by O- in T± and that of water by acetonitrile as solvent destabilizes T± in such a way that the stepwise reaction becomes enforced concerted.

Preparation of alkyl and aryl chlorodifluoromethyl ethers using BrF 3

Both alkyl and aryl chlorothioformates could readily be obtained from the corresponding alcohols and thiophosgene. These families of compounds were treated with BrF3 to form the corresponding alkyl and aryl chlorodifluoromethyl ethers in 60-85% yields. The method is suitable for constructing a variety of aliphatic as well as electron-deficient aromatic chlorodifluoromethyl ethers. The reactions proceed under mild conditions and short reaction times. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Episulfidation of strained cycloalkenes in the thermolysis of 5-aryloxy-1,2,3,4-thiatriazoles

The thermolysis of 5-aryloxythiatriazoles 1 in the presence of norbornene (2a) and trans-cyclooctene (trans-2b) affords the corresponding thiiranes 3a and trans-3b in moderate yields. First-order kinetics are observed, suggesting that a sulfur intermediate, presumably dinitrogen sulfide, is generated in the fragmentation process of 1, which then serves as the active sulfur atom donor.