25027-40-1

Usage

Uses

Used in Chemical Synthesis:
1-chloro-2-(ethylsulfonyl)ethane is used as a solvent or intermediate in the production of other chemicals due to its reactivity and ability to facilitate chemical reactions.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, 1-chloro-2-(ethylsulfonyl)ethane is used as a reagent in organic synthesis, contributing to the development of new drugs and medicinal compounds.
Used in Organic Synthesis:
As a reagent in organic synthesis, 1-chloro-2-(ethylsulfonyl)ethane is employed for its capacity to participate in a range of chemical reactions, aiding in the synthesis of complex organic molecules.
Safety Considerations:
Given its volatile and flammable nature, 1-chloro-2-(ethylsulfonyl)ethane can cause irritation to the skin, eyes, and respiratory system. Therefore, it is crucial to handle this chemical with care, adhering to all safety guidelines and regulations to minimize risks.

InChI:InChI=1/C4H9ClO2S/c1-2-8(6,7)4-3-5/h2-4H2,1H3

Upstream product

• 693-07-2 2-Chloroethyl ethyl sulfide 
• 597-35-3 diethylsulfone 

Downstream Products

• 1889-59-4 ethyl vinyl sulfone 
• 71350-92-0 1-ethanesulfonyl-2-benzylsulfanyl-ethane 
• 1041361-47-0 C₁₂H₁₃N₃O₄S₃ 
• 1041361-50-5 C₁₂H₁₃N₃O₄S₃ 
• 1041361-44-7 C₁₂H₁₃N₃O₄S₃ 
• 209966-90-5 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-[2-(ethylthio)ethylamino]-4-ethylsulfinyl-1H-pyrazole-3-carbonitrile 

Relevant academic research and scientific papers

Versatile catalysts constructed from hybrid polyoxomolybdates for simultaneously detoxifying sulfur mustard and organophosphate simulants

Chemical warfare agents (CWAs) containing sulfur mustard and organophosphates are among the most toxic materials known to mankind and have caused lots of casualties during wars and terrorist attacks. Development of catalysts with selective oxidation and hydrolysis abilities for detoxification of these two types of CWAs is highly desired. Here, we report a series of carboxylic acid modified polyoxomolybdate derivatives with high catalytic performance in the degradation two typical chemical warfare agent simulants: 2-chloroethyl ethyl sulfide (CEES) and diethyl cyanophosphonate (DECP), at room temperature. Our results demonstrate that CEES can be highly-selectively degraded to the corresponding far less toxic 2-chloroethyl ethyl sulfoxide (CEESO) with the oxidant H2O2 within 12 minutes, and DECP is almost completely hydrolysed to nontoxic products within 10 minutes. The catalytic activities of these compounds were found to be influenced by the metal cations, carboxylic acid ligands and heteroatoms of polyoxoanions. The corresponding order is respectively Co2+ > Ni2+, Zn2+, Mn2+; PABA > Ala, Ac; AsMo > TeMo.

Selective Photooxidation of a Mustard-Gas Simulant Catalyzed by a Porphyrinic Metal-Organic Framework

The photooxidation of a mustard-gas simulant, 2-chloroethyl ethyl sulfide (CEES), is studied using a porphyrin-based metal-organic framework (MOF) catalyst. At room temperature and neutral pH value, singlet oxygen is generated by PCN-222/MOF-545 using an inexpensive and commercially available light-emitting diode. The singlet oxygen produced by PCN-222/MOF-545 selectively oxidizes CEES to the comparatively nontoxic product 2-chloroethyl ethyl sulfoxide (CEESO) without formation of the highly toxic sulfone product. In comparison to current methods, which utilize hydrogen peroxide as an oxidizing agent, this is a more realistic, convenient, and effective method for mustard-gas detoxification.

Niobium(V) saponite clay for the catalytic oxidative abatement of chemical warfare agents

A NbV-containing saponite clay was designed to selectively transform toxic organosulfur chemical warfare agents (CWAs) under extremely mild conditions into nontoxic products with reduced environmental impact. Thanks to the insertion of NbV sites within the saponite framework, a bifunctional catalyst with strong oxidizing and acid properties was obtained. Remarkable activity and high selectivity were observed for the oxidative abatement of (2-chloroethyl)ethyl sulfide (CEES), a simulant of sulfur mustard, at room temperature with aqueous hydrogen peroxide. This performance was significantly better compared to a conventional commercial decontamination powder.

Synthesis of 2-chloroethyl alkyl sulfones by the oxidative chlorination of 2-hydroxyethyl alkyl sulfides

1. The corresponding 2-chloroethyl alkyl(phenyl) sulfones were obtained in high yield by oxidizing the 2-hydroxyethyl alkyl(phenyl) sulfides with chlorine in water; the dehydrohalogenation of the former in the presence of bases yields the corresponding vi

Inorganic-organic hybrid polyoxovanadates based on [V4O12]4-or [VO3]22-clusters: Controllable synthesis, crystal structures and catalytic properties in selective oxidation of sulfides

By rationally controlling hydrothermal conditions, three new inorganic-organic hybrid polyoxovanadates (POVs) [Ni2(1-vIM)7H2O][V4O12]·H2O (1), [Cu2(1-vIM)8][V4O12]·H2O (2) and [Co(1-vIM)H2O][VO3]2 (3) (1-vIM = 1-vinylimidazole) have been synthesized and thoroughly characterized by single X-ray diffraction (SXRD), powder X-ray diffraction (PXRD), infrared spectroscopy (FT-IR), and elemental analyses (EA). Interestingly, complexes 1 and 2 have similar structures including [V4O12]4- clusters; complex 3, however, was isolated as a structure by including the [VO3]22- cluster under a different synthetic condition compared with those of 1 and 2. Both complexes 1 and 2 display an interesting 3D supramolecular structure, and complex 3 shows a 2D two parallel networks supramolecular structure linked by a [Co2O2] unit due to the different coordination environments of the central metals. Three inorganic-organic hybrid POVs asheterogeneous catalysts are active in the selective oxidation of sulfides to produce sulfoxides or sulfones with high conversion and high selectivity (up to 99.5 for sulfoxides and 98.5% for sulfones respectively catalyzed by 1). Complex 1 is also used as catalyst in the oxidative CEES (2-chloroethyl ethyl sulfide, a sulfur mustard simulant) abatement with high activity and selectivity towardthe corresponding sulfoxide. Moreover, complex 1 can be reused at least three times in sulfoxidationreactions without losing its activity.

Oxidation studies on mustard gas, and the first crystal structure of a metal-mustard gas complex

Attempts to selectively oxidize mustard gas [(ClCH2CH2)2S, abbreviated as BCES] to the non-toxic sulfoxide using a trans-Ru(TMP)(O)2/O2 catalyst (TMP = porphyrin dianion of 5,10,15,20-tetramesitylporphyrin) have led to isolation and characterization, including an X-ray structure, of trans-Ru(TMP)(BCES)2, the first such report of a metal-mustard gas complex.

Adsorption of a Catalytically Accessible Polyoxometalate in a Mesoporous Channel-type Metal-Organic Framework

A Keggin-type polyoxometalate (H3PW12O40) was incorporated into a mesoporous Zr-based MOF (NU-1000) via an impregnation method in aqueous media, resulting in the hybrid material, PW12@NU-1000. The POM@MOF composite was characterized by a suite of physical methods, indicating the retention of crystallinity and high porosity of the parent MOF. The hybrid material was also stable to leaching in aqueous media at varying pH. Finally, the material was tested as a heterogeneous catalyst for the oxidation of 2-chloroethyl ethyl sulfide using hydrogen peroxide as the oxidant. PW12@NU-1000 was shown to have a higher catalytic activity than either of the individual constituents alone.

Mono-transition-metal-substituted polyoxometalate intercalated layered double hydroxides for the catalytic decontamination of sulfur mustard simulant

The Keggin-type mono-transition-metal-substituted [PW11M(H2O)O39]5? (PW11M, M = Ni, Co, Cu) were intercalated into Zn2Cr-based layered double hydroxide (Zn2Cr-LDH) by an exfoliation-reassembly method and the synthesized Zn2Cr-LDH-PW11M composites were thoroughly characterized by Fourier transform infrared (FT-IR) spectroscopy, powder X-ray diffraction (PXRD), solid state 31P nuclear magnetic resonance (31P NMR) spectroscopy, thermogravimetric analysis (TGA), inductively coupled plasma atomic emission spectroscopy (ICP-AES), scanning electron microscopy (SEM) and transmission electron microscopy (TEM). The three composites can be used as heterogeneous catalysts to promote the oxidative decontamination of the sulfur mustard simulant 2-chloroethyl ethyl sulfide (CEES). Interestingly, a cooperative effect between the PW11M cluster and Zn2Cr-LDH is evidenced by the fact that the composites have a higher catalytic performance than either of the individual constituents alone. The catalytic activity of Zn2Cr-LDH-PW11M is significantly influenced by the substituted transition metals, showing the order: Zn2Cr-LDH-PW11Ni > Zn2Cr-LDH-PW11Co > Zn2Cr-LDH-PW11Cu. Under ambient conditions, the Zn2Cr-LDH-PW11Ni composite can convert 98% of CEES in 3 h using nearly stoichiometric 3% aqueous H2O2 with the selectivity of 94% for the nontoxic product 2-chloroethyl ethyl sulfoxide (CEESO). Moreover, the decontaminating material, Zn2Cr-LDH-PW11Ni, is stable to leaching and can be readily reused for up to ten cycles without obvious loss of its activity.

Stabilization of an Unprecedented Hexanuclear Secondary Building Unit in a Thorium-Based Metal-Organic Framework

The crystal structures of thorium clusters are important for understanding the formation and transformation mechanisms of actinide species in solution, which can in turns benefit nuclear waste processing and management. However, stabilizing thorium clusters in aqueous solution is quite challenging because of their fast olation and oxolation reactions. Here, we report a thorium-based metal-organic framework, NU-905, with the formula [Th6(μ3-O)2(HCOO)4(H2O)6(TCPP)4] [TCPP = tetrakis(4-carboxyphenyl)porphyrin], synthesized by a solvothermal reaction in N,N-dimethylformamide and water at 120 °C. NU-905 contains a hexanuclear secondary building unit (SBU), [Th6(μ3-O)2(HCOO)4(H2O)6], which has never been reported previously. The SBUs are capped and bridged by the tetratopic linker TCPP to form a three-dimensional network with scu topology. The activated NU-905 exhibits permanent porosity and shows high catalytic activity for the selective photooxidation of a mustard gas simulant.

Decontamination and remediation of the sulfur mustard simulant CEES with “off-the-shelf” reagents in solution and gel states: A proof-of-concept study

The decontamination and remediation of sulfur mustard chemical warfare agents remains an ongoing challenge. Herein, we report the use of “off-the-shelf” metal salts alongside commercially available peroxides to catalyze the degradation of the simulant 2-chloroethyl ethyl sulfide (CEES) in solution and encapsulated within a supramolecular gel.