Isonitrile Dichloride
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Isonitrile Dichloride
Isocyanide dichlorides are organic compounds containing the RN=CCl2 functional group. Classically they are obtained by chlorination of isocyanides. Phenylcarbylamine chloride is a well-characterized example. Preparation and reactions Chlorination of organic isothiocyanates is also well established: :RN=C=S + 2{{nbspCl2 → RN=CCl2 + SCl2 Alkylisocyanates are chlorinated by phosphorus pentachloride: :RN=C=O + PCl5 → RN=CCl2 + POCl3 Cyanogen chloride also chlorinates to give the isocyanide dichloride: :ClCN + Cl2 → ClN=CCl2 Reactions Isocyanide dichlorides participate in Friedel-Crafts-like reactions, leading, after hydrolysis, to benzamide Benzamide is an organic compound with the chemical formula of C7H7NO. It is the simplest amide derivative of benzoic acid. In powdered form, it appears as a white solid, while in crystalline form, it appears as colourless crystals. It is slightly ...s: :RN=CCl2 + ArH → RN=C(Cl)Ar + HCl :RN=C(Cl)Ar + H2O → ...
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Organic Compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-containing compounds such as alkanes (e.g. methane ) and its derivatives are universally considered organic, but many others are sometimes considered inorganic, such as certain compounds of carbon with nitrogen and oxygen (e.g. cyanide ion , hydrogen cyanide , chloroformic acid , carbon dioxide , and carbonate ion ). 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, and even ...
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Functional Group
In organic chemistry, a functional group is any substituent or moiety (chemistry), moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis. The Reactivity (chemistry), reactivity of a functional group can be modified by other functional groups nearby. Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis. A functional group is a group of atoms in a molecule with distinctive Chemical property, chemical properties, regardless of the other atoms in the molecule. The atoms in a functional group are linked to each other and to the rest of the molecule by covalent bonds. For repeating units of polymers, functional groups attach to their Chemical polarity, nonp ...
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Isocyanide
An isocyanide (also called isonitrile or carbylamine) is an organic compound with the functional group –. It is the isomer of the related nitrile (–C≡N), hence the prefix is ''isocyano''.IUPAC Goldboo''isocyanides''/ref> The organic fragment is connected to the isocyanide group through the nitrogen atom, not via the carbon. They are used as building blocks for the synthesis of other compounds. Properties Structure and bonding The C-N distance in isocyanides is 115.8 pm in methyl isocyanide. The C-N-C angles are near 180°. Akin to carbon monoxide, isocyanides are described by two Resonance (chemistry), resonance structures, one with a triple bond between the nitrogen and the carbon and one with a double bond between. The π lone pair of the nitrogen stabilizes the structure and is responsible of the linearity of isocyanides, although the reactivity of isocyanides reflects some carbene character, at least in a formal sense. Thus, both resonance structures are useful repres ...
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Phenylcarbylamine Chloride
Phenylcarbylamine chloride is a chemical compound that was used as a chemical warfare agent. It is an oily liquid with an onion-like odor. Classified as an isocyanide dichloride, this compound is a lung irritant with lachrymatory effects. Synthesis Phenylcarbylamine chloride is produced by chlorination of phenyl isothiocyanate. See also *Chloropicrin *Phosgene Phosgene is an organic chemical compound with the formula . It is a toxic, colorless gas; in low concentrations, its musty odor resembles that of freshly cut hay or grass. It can be thought of chemically as the double acyl chloride analog of ... References Lachrymatory agents Pulmonary agents Phenyl compounds Imino compounds Organochlorides {{Organic-compound-stub ...
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Phosphorus Pentachloride
Phosphorus pentachloride is the chemical compound with the formula . It is one of the most important phosphorus chlorides/oxychlorides, others being and . finds use as a chlorinating reagent. It is a colourless, water-sensitive solid, although commercial samples can be yellowish and contaminated with hydrogen chloride. Structure The structures for the phosphorus chlorides are invariably consistent with VSEPR theory. The structure of depends on its environment. Gaseous and molten is a neutral molecule with trigonal bipyramidal geometry and (''D''3h) symmetry. The hypervalent nature of this species (as well as of , see below) can be explained with the inclusion of non-bonding molecular orbitals (molecular orbital theory) or resonance (valence bond theory). This trigonal bipyramidal structure persists in nonpolar solvents, such as and . In the solid state is an ionic compound called tetrachlorophosphonium hexachlorophosphate formulated . In solutions of polar solvents ...
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Cyanogen Chloride
Cyanogen chloride is an inorganic compound with the formula . This triatomic pseudohalogen is an easily condensed colorless gas. More commonly encountered in the laboratory is the related compound cyanogen bromide, a room-temperature solid that is used in biochemical analysis and preparation. Cyanogen compounds are highly toxic. Synthesis, basic properties, structure Cyanogen chloride is a linear molecule with the connectivity , as are HCN and the related cyanogen halides ( FCN, BrCN, ICN). The carbon and chlorine atoms are linked by a single bond, and carbon and nitrogen by a triple bond. It is a linear molecule. Cyanogen chloride is produced by the oxidation of sodium cyanide with chlorine. This reaction proceeds via the intermediate cyanogen (). : The compound trimerizes in the presence of acid to the heterocycle called cyanuric chloride. Cyanogen chloride is slowly hydrolyzed by water at neutral pH to release cyanate and chloride ions: : Applications in synthesis Cyanog ...
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Benzamide
Benzamide is an organic compound with the chemical formula of C7H7NO. It is the simplest amide derivative of benzoic acid. In powdered form, it appears as a white solid, while in crystalline form, it appears as colourless crystals. It is slightly soluble in water, and soluble in many organic solvents. It is a natural alkaloid Alkaloids are a broad class of natural product, naturally occurring organic compounds that contain at least one nitrogen atom. Some synthetic compounds of similar structure may also be termed alkaloids. Alkaloids are produced by a large varie ... found in the herbs of '' Berberis pruinosa''. Chemical derivatives A number of substituted benzamides are commercial drugs, including: See also * References External links Physical characteristics {{Authority control Phenyl compounds ...
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Functional Groups
In organic chemistry, a functional group is any substituent or moiety (chemistry), moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis. The Reactivity (chemistry), reactivity of a functional group can be modified by other functional groups nearby. Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis. A functional group is a group of atoms in a molecule with distinctive Chemical property, chemical properties, regardless of the other atoms in the molecule. The atoms in a functional group are linked to each other and to the rest of the molecule by covalent bonds. For repeating units of polymers, functional groups attach to their Chemical polarity, nonp ...
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