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Bromoacetone
Bromoacetone is an organic compound with the formula . It is a colorless liquid although impure samples appear yellow or even brown. It is a lachrymatory agent and a precursor to other organic compounds. Occurrence in nature Bromoacetone is present (less than 1%) in the essential oil of a seaweed (''Asparagopsis taxiformis'') from the vicinity of the Hawaiian Islands. Synthesis Bromoacetone is available commercially, sometimes stabilized with magnesium oxide. It was first described in the 19th century, attributed to N. Sokolowsky. Bromoacetone is prepared by combining bromine and acetone, with catalytic acid. As with all ketones, acetone enolizes in the presence of acids or bases. The alpha carbon then undergoes electrophilic substitution with bromine. The main difficulty with this method is over-bromination, resulting in di- and tribrominated products. If a base is present, bromoform is obtained instead, by the haloform reaction. Applications It was used in World War I as ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Lachrymatory Agent
Tear gas, also known as a lachrymator agent or lachrymator (), sometimes colloquially known as "mace" after the early commercial aerosol, is a chemical weapon that stimulates the nerves of the lacrimal gland in the eye to produce tears. In addition, it can cause severe eye and respiratory pain, skin irritation, bleeding, and blindness. Common lachrymators both currently and formerly used as tear gas include pepper spray (OC gas), PAVA spray (nonivamide), CS gas, CR gas, CN gas (phenacyl chloride), bromoacetone, xylyl bromide and Mace (a branded mixture). While lachrymatory agents are commonly deployed for riot control by law enforcement and military personnel, its use in warfare is prohibited by various international treaties.E.g. the Geneva Protocol of 1925 prohibited the use of "asphyxiating gas, or any other kind of gas, liquids, substances or similar materials". During World War I, increasingly toxic and deadly lachrymatory agents were used. The short and long-term effec ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Fluoroacetone
Fluoroacetone is an organofluorine compound with the chemical formula . In contrast to trifluoroacetone, the compound has one fluorine atom. Under normal conditions, the substance is a colorless liquid. Fluoroacetone is also a highly toxic and flammable compound. Fumes of fluoroacetone can form an explosive mixture with air. Synthesis Fluoroacetone can be obtained by a reaction of triethylamine trihydrofluoride with bromoacetone. Applications Fluoroacetone is used as a catalyst to study the kinetics of the ketone-catalysed decomposition of peroxymonosulfuric acid (Caro's acid). It is also a precursor material for the production of higher fluoroketones. Fluoroacetone has not been used as a lachrymatory substance in contrast to other halogenated acetone derivatives, such as bromoacetone or chloroacetone. See also *Bromoacetone *Chloroacetone *Iodoacetone *Thioacetone Thioacetone is an organosulfur compound belonging to the -thione group called thioketones, with a chemical fo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bromoacetone Synthesis V
Bromoacetone is an organic compound with the formula . It is a colorless liquid although impure samples appear yellow or even brown. It is a lachrymatory agent and a precursor to other organic compounds. Occurrence in nature Bromoacetone is present (less than 1%) in the essential oil of a seaweed (''Asparagopsis taxiformis'') from the vicinity of the Hawaiian Islands. Synthesis Bromoacetone is available commercially, sometimes stabilized with magnesium oxide. It was first described in the 19th century, attributed to N. Sokolowsky. Bromoacetone is prepared by combining bromine and acetone, with catalytic acid. As with all ketones, acetone enolizes in the presence of acids or bases. The alpha carbon then undergoes electrophilic substitution with bromine. The main difficulty with this method is over-bromination, resulting in di- and tribrominated products. If a base is present, bromoform is obtained instead, by the haloform reaction. Applications It was used in World War I as ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydroxyacetone
Hydroxyacetone, also known as acetol, is the organic chemical with the formula CH3C(O)CH2OH. It consists of a primary alcohol substituent on acetone. It is an α-hydroxyketone, also called a ketol, and is the simplest hydroxy ketone structure. It is a colorless, distillable liquid. Preparation It is produced commercially by dehydration of glycerol. Hydroxyacetone is commercially available, but it also may be synthesized on a laboratory scale by a substitution reaction on bromoacetone. Reactions It undergoes rapid polymerization, including forming a hemiacetal cyclic dimer. Under alkaline conditions, it undergoes a rapid aldol condensation. Hydroxyacetone can be produced by degradation of various sugars. In foods, it is formed by the Maillard reaction. It reacts further to form other compounds with various aromas. As such it finds some use as a flavoring. See also * Acyloin Acyloins or α-hydroxy ketones are a class of organic compounds which all possess a hydroxy group a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Weisskreuz
White Cross (Weiẞkreuz) is a World War I chemical warfare agent consisting of one or more lachrymatory agents: bromoacetone (BA), bromobenzyl cyanide (Camite), bromomethyl ethyl ketone (homomartonite, Bn-stoff), chloroacetone (Tonite, A-stoff), ethyl bromoacetate, and/or xylyl bromide. During World War I, White Cross was also a generic code name used by the German Army for artillery shells with an irritant chemical payload affecting the eyes and mucous membranes. See also * Blue Cross (chemical warfare) * Green Cross (chemical warfare) * Yellow Cross (chemical warfare) Yellow Cross (Gelbkreuz) is a World War I chemical warfare agent usually based on sulfur mustard (mustard gas, HS, Yperite, Lost). The original Gelbkreuz was a composition of 80–90% of sulfur mustard and 10–20% of tetrachloromethane or chlor ... References Lachrymatory agents World War I chemical weapons {{weapon-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Living t ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chemical Weapon
A chemical weapon (CW) is a specialized munition that uses chemicals formulated to inflict death or harm on humans. According to the Organisation for the Prohibition of Chemical Weapons (OPCW), this can be any chemical compound intended as a weapon "or its precursor that can cause death, injury, temporary incapacitation or sensory irritation through its chemical action. Munitions or other delivery devices designed to deliver chemical weapons, whether filled or unfilled, are also considered weapons themselves." Chemical weapons are classified as weapons of mass destruction (WMD), though they are distinct from nuclear weapons, biological weapons, and radiological weapons. All may be used in warfare and are known by the military acronym NBC (for nuclear, biological, and chemical warfare). Weapons of mass destruction are distinct from conventional weapons, which are primarily effective due to their explosive, kinetic, or incendiary potential. Chemical weapons can be widely dispe ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Lachrymatory Agents
Lachrymatory or lacrymatory may refer to: * Something that has the effect of ''lachrymation'', causing the secretion of tears * Tear gas Tear gas, also known as a lachrymator agent or lachrymator (), sometimes colloquially known as "mace" after the early commercial aerosol, is a chemical weapon that stimulates the nerves of the lacrimal gland in the eye to produce tears. In ad ..., known formally as a ''lachrymatory agent'' or ''lachrymator'' * A lacrymatory, a small vessel of terracotta or glass found in Roman and late Greek tombs, thought to have been used to collect the tears of mourners at funerals {{disambiguation ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organobromides
Organobromine compounds, also called organobromides, are organic compounds that contain carbon bonded to bromine. The most pervasive is the naturally produced bromomethane. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. General properties Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Carbon–halogen bond strengths, or bond dissociation energies are of 115, 83.7, 72.1, and 57.6 kc ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Thioacetone
Thioacetone is an organosulfur compound belonging to the -thione group called thioketones, with a chemical formula (CH3)2CS. It is an unstable orange or brown substance that can be isolated only at low temperatures. Above , thioacetone readily converts to a polymer and a trimer, trithioacetone. It has an extremely potent, unpleasant odor, and is considered one of the worst-smelling chemicals known. Thioacetone was first obtained in 1889 by Baumann and Fromm, as a minor impurity in their synthesis of trithioacetone.William H. Sharkey (1979): "Polymerization through the carbon-sulfur double bond". ''Polymerization'', series ''Advances in Polymer Science'', volume 17, pages 73-103. Preparation Thioacetone is usually obtained by cracking the cyclic trimer trithioacetone, CH3)2CSsub>3. The trimer is prepared by pyrolysis of allyl isopropyl sulfide or by treating acetone with hydrogen sulfide in the presence of a Lewis acid. The trimer cracks at to give the thione. : Polymeri ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Iodoacetone
Iodoacetone is an organoiodine compound with the chemical formula The substance is a colorless liquid under normal conditions, soluble in ethanol. Synthesis The reaction of acetone and iodine produces iodoacetone. The reaction is typically acid catalysed and first order with respect to acetone and the acid catalyst: : + --> + : See also *Bromoacetone *Chloroacetone *Fluoroacetone *Thioacetone Thioacetone is an organosulfur compound belonging to the -thione group called thioketones, with a chemical formula (CH3)2CS. It is an unstable orange or brown substance that can be isolated only at low temperatures. Above , thioacetone readily co ... References {{Chemical agents Organoiodides Lachrymatory agents Ketones ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chloroacetone
Chloroacetone is a chemical compound with the formula . At STP it is a colourless liquid with a pungent odour. On exposure to light, it turns to a dark yellow-amber colour. It was used as a tear gas in World War I. Synthesis Chloroacetone may be synthesized from the reaction between chlorine and diketene, or by the chlorination of acetone. Applications Chloroacetone is used to make dye couplers for colour photography, and is an intermediate in chemical manufacturing. It is also used in the Feist-Benary synthesis of furans. *Reaction of phenoxide with chloroacetone gives phenoxyacetone, which is used to make a wide variety of different pharmaceuticals. A catalytic amount of potassium iodide is also necessary to facilitate a Finkelstein reaction. Purification Chloroacetone purchased from commercial suppliers contains 5% impurities including mesityl oxide, which is not removed by distillation. Mesityl oxide can be oxidized using acidified KMnO4 to form a diol (followed by s ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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