Cacodyl Cyanide
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Cacodyl Cyanide
Cacodyl cyanide is a highly poisonous organoarsenic compound discovered by Robert Bunsen in the 1840s. It is very volatile and flammable, as it shares the chemical properties of both arsenic and cyanide. Synthesis Cacodyl cyanide can be prepared by reaction of cacodyl oxide with hydrogen cyanide or mercuric cyanide. Properties Cacodyl cyanide is a white solid that is only slightly soluble in water, but very soluble in alcohol and ether. Cacodyl cyanide is highly toxic, producing symptoms of both cyanide and arsenic poisoning. Bunsen described it in the following terms; It is also explosive, and Bunsen himself was severely injured in the course of his experiments with cacodyl cyanide. The Russian military tested cacodyl cyanide on cats as a potential chemical weapon for filling shells in late 1850s, but while it was found to be a potent lachrymatory agent, all cats survived and it was ultimately considered unsuitable for military use.https://www.supotnitskiy.ru/stat/stat72.htm ...
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Skeletal Formula
The skeletal formula, or line-angle formula or shorthand formula, of an organic compound is a type of molecular structural formula that serves as a shorthand representation of a molecule's bonding and some details of its molecular geometry. A skeletal formula shows the skeletal structure or skeleton of a molecule, which is composed of the skeletal atoms that make up the molecule. It is represented in two dimensions, as on a piece of paper. It employs certain conventions to represent carbon and hydrogen atoms, which are the most common in organic chemistry. An early form of this representation was first developed by organic chemist August Kekulé, while the modern form is closely related to and influenced by the Lewis structure of molecules and their valence electrons. Hence they are sometimes termed Kekulé structures or Lewis–Kekulé structures. Skeletal formulae have become ubiquitous in organic chemistry, partly because they are relatively quick and simple to draw, and ...
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Cacodyl
Cacodyl, also known as dicacodyl or tetramethyldiarsine, (CH3)2As–As(CH3)2, is an organoarsenic compound that constitutes a major part of "Cadet's fuming liquid" (named after the French chemist Louis Claude Cadet de Gassicourt). It is a poisonous oily liquid with an extremely unpleasant garlicky odor. Cacodyl undergoes spontaneous combustion in dry air. Cacodyl is also the name of the functional group or radical (CH3)2As. Preparation A mixture of dicacodyl and cacodyl oxide ((CH3)2As–O–As(CH3)2) was first prepared by Cadet by the reaction of potassium acetate with arsenic trioxide. A subsequent reduction yields a mixture of several methylated arsenic compounds including dicacodyl. The global reaction (mass balance) corresponding to the oxide formation is the following: : A more efficient synthesis was later developed which started from the dimethyl arsine chloride and dimethyl arsine: : History Robert Wilhelm Bunsen coined the name kakodyl (later modified to cacodyl ...
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Blood Agents
A blood agent is a toxic chemical agent that affects the body by being absorbed into the blood. Blood agents are fast-acting, potentially lethal poisons that typically manifest at room temperature as volatile colorless gases with a faint odor. They are either cyanide- or arsenic-based. Exposure Blood agents work through inhalation or ingestion. As chemical weapons, blood agents are typically disseminated as aerosols and take effect through inhalation. Due to their volatility, they are more toxic in confined areas than in open areas. Cyanide compounds occur in small amounts in the natural environment and in cigarette smoke. They are also used in several industrial processes and as pesticides. Cyanides are released when synthetic fabrics or polyurethane burn, and may thus contribute to fire-related deaths.Walsh, 151. Arsine gas, formed when arsenic encounters an acid, is used as a pesticide and in the semiconductor industry; most exposures to it occur accidentally in the wor ...
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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 ...
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Nitriles
In organic chemistry, a nitrile is any organic compound that has a functional group. The prefix ''cyano-'' is used interchangeably with the term ''nitrile'' in industrial literature. Nitriles are found in many useful compounds, including methyl cyanoacrylate, used in super glue, and nitrile rubber, a nitrile-containing polymer used in latex-free laboratory and medical gloves. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons. Inorganic compounds containing the group are not called nitriles, but cyanides instead. Though both nitriles and cyanides can be derived from cyanide salts, most nitriles are not nearly as toxic. Structure and basic properties The N−C−C geometry is linear in nitriles, reflecting the sp hybridization of the triply bonded carbon. The C−N distance is short at 1.16  Å, consistent with a triple bond. Nitriles a ...
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Cacodyl Compounds
Cacodyl, also known as dicacodyl or tetramethyldiarsine, (CH3)2As–As(CH3)2, is an organoarsenic compound that constitutes a major part of "Cadet's fuming liquid" (named after the French chemist Louis Claude Cadet de Gassicourt). It is a poisonous oily liquid with an extremely unpleasant garlicky odor. Cacodyl undergoes spontaneous combustion in dry air. Cacodyl is also the name of the functional group or radical (CH3)2As. Preparation A mixture of dicacodyl and cacodyl oxide ((CH3)2As–O–As(CH3)2) was first prepared by Cadet by the reaction of potassium acetate with arsenic trioxide. A subsequent reduction yields a mixture of several methylated arsenic compounds including dicacodyl. The global reaction (mass balance) corresponding to the oxide formation is the following: : A more efficient synthesis was later developed which started from the dimethyl arsine chloride and dimethyl arsine: : History Robert Wilhelm Bunsen coined the name kakodyl (later modified to cacodyl ...
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Trimethylsilyl Cyanide
Trimethylsilyl cyanide is the chemical compound with the formula (CH3)3SiCN. This volatile liquid consists of a cyanide group, that is CN, attached to a trimethylsilyl group. The molecule is used in organic synthesis as the equivalent of hydrogen cyanide. It is prepared by the reaction of lithium cyanide and trimethylsilyl chloride: :LiCN + (CH3)3SiCl → (CH3)3SiCN + LiCl Structure The molecule exhibits the expected structure of a nitrile-like compound. The compound exists in a facile equilibrium with a small amount of the isomeric isocyanide (CH3)3SiNC. By contrast, the nearly isostructural ''tert''-butyl nitrile does not readily isomerize to ''tert''-butyl isocyanide. Reactions Trimethylsilyl cyanide hydrolyzes to give hydrogen cyanide and trimethylsilanol: :(CH3)3SiCN + H2O → (CH3)3SiOH + HCN In its principal application, it adds across carbon-oxygen double bonds, for example in an aldehyde, to form a new carbon-carbon bond: : + (CH3)3SiC≡N → N≡C–Si(CH3)3 Th ...
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Trimethylarsine
Trimethylarsine (abbreviated TMA or TMAs) is the chemical compound with the formula (CH3)3As, commonly abbreviated As Me3 or TMAs. This organic derivative of arsine has been used as a source of arsenic in microelectronics industry, a building block to other organoarsenic compounds, and serves as a ligand in coordination chemistry. It has distinct "garlic"-like smell. Trimethylarsine had been discovered as early as 1854. Structure and preparation AsMe3 is a pyramidal molecule. The As-C distances average 1.519 Å, and the C-As-C angles are 91.83° Trimethylarsine can be prepared by treatment of arsenic oxide with trimethylaluminium: :As2O3 + 1.5 lMe3sub>2 → 2 AsMe3 + 3/n (MeAl-O)n Occurrence and reactions Trimethylarsine is the volatile byproduct of microbial action on inorganic forms of arsenic which are naturally occurring in rocks and soils at the parts-per-million level. Trimethylarsine has been reported only at trace levels (parts per billion) in landfill gas from Germany, C ...
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Methyldichloroarsine
Methyldichloroarsine, sometimes abbreviated "MD" and also known as methyl Dick, is an organoarsenic compound with the formula CH3AsCl2. This colourless volatile liquid is a highly toxic vesicant that has been used in chemical warfare. History German chemists weaponized methyldichloroarsine during World War I, between 1917 and 1918. It was the first organoarsenic compound to be weaponized. Structure, synthesis, reactivity Focusing on the arsenic center, the molecule geometry is trigonal pyramidal with the Cl-As-Cl and C-As-Cl angles approaching 90° (see image). Virtually all related arsenic(III) compounds adopt similar structures. Methyldichloroarsine is produced by the reaction of methylmagnesium chloride and arsenic trichloride: :AsCl3 + CH3MgCl → CH3AsCl2 + MgCl2 Typically such syntheses are conducted in ether or THF solutions and typically the product is isolated by distillation. Use of larger amounts of the magnesium reagent affords greater amounts of dimethylc ...
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Mercury Oxycyanide
Mercury oxycyanide is a chemical compound, an organomercury derivative. It is both explosive and highly toxic, producing symptoms of both mercury and cyanide poisoning following exposure. left, Old mercury oxycyanide jar See also * Cacodyl cyanide * Mercury(II) cyanide Mercury(II) cyanide, also known as mercuric cyanide, is a compound of mercury. It is an odorless, toxic white powder. It is highly soluble in polar solvents such as water, alcohol, and ammonia; slightly soluble in ether; and insoluble in benzene a ... References {{reflist Organomercury compounds Nitriles ...
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Mercury(II) Cyanide
Mercury(II) cyanide, also known as mercuric cyanide, is a compound of mercury. It is an odorless, toxic white powder. It is highly soluble in polar solvents such as water, alcohol, and ammonia; slightly soluble in ether; and insoluble in benzene and other hydrophobic solvents.Kocovsky, P., G. Wang, and V. Sharma. "Mercury(II) Cyanide." ''e-EROS Encyclopedia of Reagents for Organic Synthesis.'' Chichester, UK: John Wiley & Sons, Ltd., 2001. http://www.mrw.interscience.wiley.com/eros/articles/rm034/sect0-fs.html Molecular and crystal structure At ambient temperature and ambient pressure, Hg(CN)2 takes the form of tetragonal crystals. These crystals are composed of nearly linear Hg(CN)2 molecules with a C-Hg-C bond angle of 175.0° and an Hg-C-N bond angle of 177.0° (AylettAylett, B.J. "Mercury (II) Pseudohalides: Cyanide, Thiocyanate, Selenocyanate, Azide, Fulminate." ''Comprehensive Inorganic Chemistry'' 3:304-306. J.C. Bailar, Harry Julius Emeléus, Sir Ronald Nyholm, and A.F. Tr ...
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Diphenylcyanoarsine
Diphenylcyanoarsine, also called Clark 2 (Chlor-Arsen-Kampfstoff 2, being the successor of Clark 1) by the Germans, was discovered in 1918 by Sturniolo and BellinzoniSturniolo, G. und Bellinzoni, G. (1919); ''Boll. chim. pharm.'', 58, 409–410 and shortly thereafter used like the related Clark 1 gas by the Germans for chemical warfare in the First World War. The substance causes nausea, vomiting, and headaches. It can subsequently lead to e.g. pulmonary edema (fluid in the lungs). See also *Cacodyl cyanide * Clark 1 *Chemical weapons 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 ... References {{Chemical agents Chemical weapons Vomiting agents Organoarsenic compounds Pulmonary agents Phenyl compounds Nitriles Arsenic(III) compounds Substances discovered in the 191 ...
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