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Selenium Mustard
Bis(2-chloroethyl)selenide is the organoselenium compound with the formula . As a haloalkyl derivative of selenium, it is an analogue of bis(2-chloroethyl)sulfide, the prototypical sulfur mustard used in chemical warfare. Bis(2-chloroethyl)selenide has not been used as a chemical warfare agent, however it is still a potent alkylating agent and has potential in chemotherapy. See also * Diethyl selenide Diethyl selenide is an organoselenium compound with the formula . First reported in 1836, it was the first organoselenium compound to be discovered. It is the selenium analogue of diethyl ether. It has a strong and unpleasant smell. Occurrence Di ... * O-Mustard References Alkylating agents Chloroethyl compounds Mustard compounds Organoselenium compounds {{organic-compound-stub ...
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Organoselenium Compound
Organoselenium compounds (or seleno-organic) are chemical compounds containing carbon-to-selenium chemical bonds. Organoselenium chemistry is the corresponding science exploring their properties and reactivity. Selenium belongs with oxygen and sulfur to the group 16 elements or chalcogens, and similarities in chemistry are to be expected. Organoselenium compounds are found at trace levels in ambient waters, soils and sediments. Selenium can exist with oxidation state −2, +2, +4, +6. Se(II) is the dominant form in organoselenium chemistry. Down the group 16 column, the bond strength becomes increasingly weaker (234 kJ/ mol for the C−Se bond and 272 kJ/mol for the C−S bond) and the bond lengths longer (C−Se 198 pm, C−S 181 pm and C−O 141 pm). Selenium compounds are more nucleophilic than the corresponding sulfur compounds and also more acidic. The p''K''a values of XH2 are 16 for oxygen, 7 for sulfur and 3.8 for selenium. In contrast to sulfoxides, the corresponding sel ...
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Selenium
Selenium is a chemical element with the symbol Se and atomic number 34. It is a nonmetal (more rarely considered a metalloid) with properties that are intermediate between the elements above and below in the periodic table, sulfur and tellurium, and also has similarities to arsenic. It seldom occurs in its elemental state or as pure ore compounds in the Earth's crust. Selenium – from Greek ( 'Moon') – was discovered in 1817 by , who noted the similarity of the new element to the previously discovered tellurium (named for the Earth). Selenium is found in metal sulfide ores, where it partially replaces the sulfur. Commercially, selenium is produced as a byproduct in the refining of these ores, most often during production. Minerals that are pure selenide or selenate compounds are known but rare. The chief commercial uses for selenium today are glassmaking and pigments. Selenium is a semiconductor and is used in photocells. Applications in electronics, once important, have been ...
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Bis(2-chloroethyl)sulfide
Bis(2-chloroethyl)sulfide is the organosulfur compound with the formula . It is a prominent member of a family of cytotoxic and blister agents known as mustard agents. Sometimes referred to as ''mustard gas'', the term is technically incorrect: bis(2-chloroethyl)sulfide is a liquid at room temperature. In warfare it was dispersed in the form of a fine mist of liquid droplets.https://www.acs.org/content/dam/acsorg/education/resources/highschool/chemmatters/gc-mustard-gas-personal-safety-and-natl-security.pdf Synthesis Bis(2-chloroethyl)sulfide has been prepared in a variety of variety of ways. In the Depretz method, sulfur dichloride is treated with ethylene: : In the Levinstein process, disulfur dichloride is used instead: : + S8 In the Meyer method, thiodiglycol is produced from chloroethanol and potassium sulfide, and the resulting diol is then treated with phosphorus trichloride: : In the Meyer–Clarke method, concentrated hydrochloric acid (HCl) is used instead of ...
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Sulfur Mustard
Mustard gas or sulfur mustard is a chemical compound belonging to a family of cytotoxic and blister agents known as mustard agents. The name ''mustard gas'' is technically incorrect: the substance, when dispersed, is often not actually a gas, but is instead in the form of a fine mist of liquid droplets.https://www.acs.org/content/dam/acsorg/education/resources/highschool/chemmatters/gc-mustard-gas-personal-safety-and-natl-security.pdf Mustard gases form blisters on exposed skin and in the lungs, often resulting in prolonged illness ending in death. The active ingredient in typical mustard gas is the organosulfur compound bis(2-chloroethyl) sulfide. In the wider sense, compounds with the structural element are known as ''sulfur mustards'' and ''nitrogen mustards'', respectively. Such compounds are potent alkylating agents, which can interfere with several biological processes. History as chemical weapons As a chemical weapon, mustard gas was first used in World War I, and has ...
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Chemical Warfare
Chemical warfare (CW) involves using the toxic properties of chemical substances as weapons. This type of warfare is distinct from nuclear warfare, biological warfare and radiological warfare, which together make up CBRN, the military acronym for chemical, biological, radiological, and nuclear (warfare or weapons), all of which are considered "weapons of mass destruction" (WMDs), a term that contrasts with conventional weapons. The use of chemical weapons is prohibited under customary international humanitarian law. Definition Chemical warfare is different from the use of conventional weapons or nuclear weapons because the destructive effects of chemical weapons are not primarily due to any explosive force. The offensive use of living organisms (such as anthrax) is considered biological warfare rather than chemical warfare; however, the use of nonliving toxic products produced by living organisms (e.g. toxins such as botulinum toxin, ricin, and saxitoxin) ''is'' consider ...
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Alkylating Agent
Alkylation is the transfer of an alkyl group from one molecule to another. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). Alkylating agents are reagents for effecting alkylation. Alkyl groups can also be removed in a process known as dealkylation. Alkylating agents are often classified according to their nucleophilic or electrophilic character. In oil refining contexts, alkylation refers to a particular alkylation of isobutane with olefins. For upgrading of petroleum, alkylation produces a premium blending stock for gasoline. In medicine, alkylation of DNA is used in chemotherapy to damage the DNA of cancer cells. Alkylation is accomplished with the class of drugs called alkylating antineoplastic agents. Nucleophilic alkylating agents Nucleophilic alkylating agents deliver the equivalent of an alkyl anion (carbanion). The formal "alkyl anion" attacks an electrophile, forming a new covalent bond be ...
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Chemotherapy
Chemotherapy (often abbreviated to chemo and sometimes CTX or CTx) is a type of cancer treatment that uses one or more anti-cancer drugs (chemotherapeutic agents or alkylating agents) as part of a standardized chemotherapy regimen. Chemotherapy may be given with a curative intent (which almost always involves combinations of drugs) or it may aim to prolong life or to reduce symptoms ( palliative chemotherapy). Chemotherapy is one of the major categories of the medical discipline specifically devoted to pharmacotherapy for cancer, which is called ''medical oncology''. The term ''chemotherapy'' has come to connote non-specific usage of intracellular poisons to inhibit mitosis (cell division) or induce DNA damage, which is why inhibition of DNA repair can augment chemotherapy. The connotation of the word chemotherapy excludes more selective agents that block extracellular signals (signal transduction). The development of therapies with specific molecular or genetic targets, wh ...
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Diethyl Selenide
Diethyl selenide is an organoselenium compound with the formula . First reported in 1836, it was the first organoselenium compound to be discovered. It is the selenium analogue of diethyl ether. It has a strong and unpleasant smell. Occurrence Diethyl selenide has been detected in biofuel produced from plantain peel. It is also a minor air pollutant in some areas. Preparation It may be prepared by a substitution reaction similar to the Williamson ether synthesis: reaction of a metal selenide, such as sodium selenide, with two equivalents of ethyl iodide or similar reagent to supply the ethyl group In organic chemistry, an ethyl group (abbr. Et) is an alkyl substituent with the formula , derived from ethane (). ''Ethyl'' is used in the International Union of Pure and Applied Chemistry's nomenclature of organic chemistry for a saturated ...s: References {{reflist Organoselenium compounds Foul-smelling chemicals ...
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O-Mustard
O-Mustard (T) is a vesicant chemical weapon, a type of mustard gas, with around 3 times the toxicity of the original sulfur mustard. It was developed in England in the 1930s as a thickener for mustard gas to make it more persistent when used in warm climates. A mixture of 60% sulfur mustard and 40% O-mustard also has a lower freezing point than pure sulfur mustard, and was given the code name HT. O-mustard is a Schedule I substance under the Chemical Weapons Convention. See also * Bis(chloromethyl) ether * HN3 (nitrogen mustard) * Lewisite * Selenium mustard Bis(2-chloroethyl)selenide is the organoselenium compound with the formula . As a haloalkyl derivative of selenium, it is an analogue of bis(2-chloroethyl)sulfide, the prototypical sulfur mustard used in chemical warfare. Bis(2-chloroethyl)selenid ... * Sesquimustard References Sulfur mustards Blister agents Chloroethyl compounds {{chem-stub ...
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Alkylating Agents
Alkylation is the transfer of an alkyl group from one molecule to another. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). Alkylating agents are reagents for effecting alkylation. Alkyl groups can also be removed in a process known as dealkylation. Alkylating agents are often classified according to their nucleophilic or electrophilic character. In oil refining contexts, alkylation refers to a particular alkylation of isobutane with olefins. For upgrading of petroleum, alkylation produces a premium blending stock for gasoline. In medicine, alkylation of DNA is used in chemotherapy to damage the DNA of cancer cells. Alkylation is accomplished with the class of drugs called alkylating antineoplastic agents. Nucleophilic alkylating agents Nucleophilic alkylating agents deliver the equivalent of an alkyl anion (carbanion). The formal "alkyl anion" attacks an electrophile, forming a new covalent bond be ...
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Mustard Compounds
Mustard compounds can refer to: * Sulfur mustard (mustard gas) * Nitrogen mustard Nitrogen mustards are cytotoxic organic compounds with the chloroethylamine (Cl(CH2)2NR2) functional group. Although originally produced as chemical warfare agents, they were the first chemotherapeutic agents for treatment of cancer. Nitrogen m ... {{Short pages monitor ...
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