937-64-4

Usage

Uses

Used in Organic Synthesis:
4-CHLOROPHENYL CHLOROTHIONOFORMATE is used as a reagent in organic synthesis for the purpose of introducing the chlorothionoformate functional group into target molecules, which is crucial for the synthesis of complex organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-CHLOROPHENYL CHLOROTHIONOFORMATE serves as a building block for the production of various pharmaceuticals. Its role in the synthesis of active pharmaceutical ingredients (APIs) is vital for the development of new drugs with specific therapeutic properties.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 4-CHLOROPHENYL CHLOROTHIONOFORMATE is employed as a key intermediate in the synthesis of agrochemicals, contributing to the development of effective pesticides and other crop protection products.
Used in Fine Chemicals Production:
4-CHLOROPHENYL CHLOROTHIONOFORMATE is also utilized in the production of fine chemicals, which are high-purity chemicals used in various industries, including fragrances, flavors, and specialty chemicals.
Safety Considerations:
Due to its high reactivity, 4-CHLOROPHENYL CHLOROTHIONOFORMATE can cause irritation to the skin, eyes, and respiratory system. Therefore, it must be handled with care and stored under strict safety protocols to minimize the risk of exposure.

InChI:InChI=1/C7H4Cl2OS/c8-5-1-3-6(4-2-5)10-7(9)11/h1-4H

Upstream product

• 463-71-8 thiophosgene 
• 106-48-9 4-chloro-phenol 

Downstream Products

• 55242-26-7 C₈H₈ClNO₂S 
• 55242-27-8 C₁₀H₁₀ClNO₂S 
• 27628-37-1 2,2-Bis-(4-chloro-phenoxythiocarbonyl)-malonic acid diethyl ester 
• 22624-57-3 Methantricarbonsaeure-diethylester-monothion-p-chlor-phenylester 
• 55242-28-9 C₁₄H₁₂ClNO₂S 
• 5724-99-2 O-p-Chlorophenylcarbamate 
• 54393-55-4 N-Hydroxy-thiocarbamidsaeure-(p-chlorphenyl)-ester 
• 93049-43-5 5-(4-chlorophenyloxy)-1,2,3,4-thiatriazole 
• 20821-69-6 C₁₃H₁₀ClNO₂S 
• 10345-52-5 4-chlorophenyl-O-(N,N-dimethylthiocarbamate) 
• 55242-29-0 C₁₃H₉Cl₂NO₂S 
• 139192-90-8 1-<(4-Chlorphenoxy)thiocarbonyl>pyrazolidin 
• 130255-57-1 5-(4-Chloro-phenoxy)-[1,2,4]dithiazol-3-ylideneamine; hydrochloride 
• 119934-32-6 3-Benzoyl-2-(4-chlorphenoxythiocarbonylamino)-4,5,6,7-tetrahydro-benzothiophen 

Relevant academic research and scientific papers

BORON CONTAINING COMPOUNDS AND THEIR USES

The present disclosure contemplates novel boron-containing compounds and their uses as active agents that exhibit pesticidal activity such as antimicrobial, insecticidal, arachnicidal, and/or anti parasitic activity. An agrochemical composition containing such a compound and its use in, animal health, agriculture, or horticulture is also contemplated. A method for promoting plant performance and/or controlling, reducing, preventing, ameliorating, or inhibiting microbes, insects, arachnids, and/or parasites on or in an animal, a plant, a plant part, plant propagation material, and/or harvested fruits or vegetables is also contemplated.

Radical OfC transposition: A metal-free process for conversion of phenols into benzoates and benzamides

We report a metal-free procedure for transformation of phenols into esters and amides of benzoic acids via a new radical cascade. Diaryl thiocarbonates and thiocarbamates, available in a single high-yielding step from phenols, selectively add silyl radicals at the sulfur atom of the CdS moiety. This addition step, analogous to the first step of the Barton-McCombie reaction, produces a carbon radical which undergoes 1,2 OfC transposition through an O-neophyl rearrangement. The usually unfavorable equilibrium in the reversible rearrangement step is shifted forward via a highly exothermic C-S bond scission in the O-centered radical, which furnishes the final benzoic ester or benzamide product. The metal-free preparation of benzoic acid derivatives from phenols provides a potentially useful alternative to metal-catalyzed carbonylation of aryl triflates.

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.

Aminolysis of aryl chlorothionoformates with anilines in acetonitrile: Effects of amine nature and solvent on the mechanism

The aminolysis of aryl chlorothionoformates (7, YC6H 4OC(=S)Cl) with anilines (XC6H4NH2) in acetonitrile at 5.0 °C has been investigated. The rates are slower than those for the corresponding reactions of aryl chloroformates (6, YC 6H4OC(=O)Cl). This rate sequence is a reverse of that for alkyl chloroformates (1 4) in water, for which rate-limiting formation of a tetrahedral intermediate, T±, is predicted. On the basis of the large negative cross-interaction constant, ρXY = -0.77, failure of the reactivity-selectivity principle, normal kH/k D values involving deuterated nucleophiles (XC6H 4ND2), and low ΔH≠ with large negative ΔS≠ values, a concerted mechanism with a four-membered hydrogen bonded cyclic transition state (11) is proposed for the title reaction series. It has been shown that the solvent change from water to acetonitrile for the aminolysis of 6 and 7 causes a mechanistic change from stepwise to concerted.

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.

The invention of radical reactions. Part XXIV. Relative rates of acylation and radical deoxygenation of secondary alcohols

Secondary alcohols were transformed into various thiocarbonyl derivatives. Reduction of these compounds using tributyltin hydride and an initiator afforded the corresponding deoxy-compounds. Half-life and competitive measurements showed that all these reactions were fast and could be run to completion.

NITROXIDE CHEMISTRY XXI. REACTIONS OF BIS(BISTRIFLUOROMETHYLAMINO-OXY)-MERCURY(II) AND NN-BIS(TRIFLUOROMETHYL)NITROXIDE WITH THIOCARBONYL COMPOUNDS

Thiobenzophenone, 9-thiocarbonylfluorene and carbonyl sulphide react with the mercurial, Hg2, to form HgS and the compounds Ph2C2, (C6H4)2C2 and 2CO respectively.The last compound is also formed as the major product on mixing the mercurial with carbon disulphide.With thiophosgene, reaction occurs to form HgCl2 and a mixture of the compounds (CF3)2NSCOCl and (CF3)2NSCOON(CF3)2, which are thought to arise by rearrangement of the intermediates (CF3)2NOC(S)Cl and 2CS.A similar rearrangement may also occur during the reactions of thiobenzoyl chloride and aryl chlorothionoformates with the mercurial but the product mixtures from these reactions are more complex and pure compounds have not been isolated.Reaction between thiophosgene dimer and the mercurial results in a simple chlorine exchange to afford the 1,3-dithietane 2cyclo2S>.The low temperature reaction of thiophosgene with (CF3)2NO gives a thermally unstable product believed to be (CF3)2NOCCl2S(O)ON(CF3)2, while the similar reaction with thiobenzophenone appears to give (CF3)2NOCPh2SON(CF3)2, which decomposes above 0 deg C.