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Iodobenzenes
Iodobenzenes are a group of aryl iodides/halobenzenes consisting of one or more iodine atoms as substituents on a benzene core. They have the formula C6H6–''n''I''n'', where ''n'' = 1–6 is the number of iodine atoms. Depending on the number of iodine substituents, there may be several constitutional isomers possible. * Monoiodobenzene * Diiodobenzene ** 1,2-Diiodobenzene ** 1,3-Diiodobenzene ** * ** 1,2,3-Triiodobenzene ** 1,2,4-Triiodobenzene ** 1,3,5-Triiodobenzene * Tetraiodobenzene ** 1,2,3,4-Tetraiodobenzene ** 1,2,3,5-Tetraiodobenzene ** 1,2,4,5-Tetraiodobenzene * Pentaiodobenzene * Hexaiodobenzene See also

*Fluorobenzenes *Chlorobenzenes *Bromobenzenes Iodobenzenes, {{Chemistry index ...
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Hexaiodobenzene
Hexaiodobenzene is an aryl iodide and a six-substituted iodobenzene with the formula C6I6. Structurally, it is a derivative of benzene, in which all hydrogen atoms are replaced by iodine atoms. It forms orange crystals that are poorly soluble in all solvents. It adopts the expected structure with a central ring. Preparation The compound was first prepared by iodination of benzoic acid in the presence of hot fuming sulfuric acid. Another method of synthesis is the reaction between benzene with periodic acid and potassium iodide in sulfuric acid at 100 °C. This method instead produces 1,2,4,5-tetraiodobenzene if done at room temperature. Properties Physical properties Hexaiodobenzene forms orange needles that are practically insoluble in water, but sparingly soluble in ''N''-methyl-2-pyrrolidone and dimethyl sulfoxide. It melts at 430 °C, but also already begins to show some decomposition at 370 °C, forming I2. Crystallographic properties The crystals are monoclin ...
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Bromobenzenes
Bromobenzenes are a group of aryl bromides/halobenzenes consisting of one or more bromine atoms as substituents on a benzene core. They have the formula C6H6–''n''Br''n'', where ''n'' = 1–6 is the number of bromine atoms. Depending on the number of bromine substituents, there may be several constitutional isomers possible. Isomers * Monobromobenzene * Dibromobenzene ** 1,2-Dibromobenzene ** 1,3-Dibromobenzene ** 1,4-Dibromobenzene * Tribromobenzene ** 1,2,3-Tribromobenzene ** 1,2,4-Tribromobenzene ** 1,3,5-Tribromobenzene * Tetrabromobenzene ** 1,2,3,4-Tetrabromobenzene ** 1,2,3,5-Tetrabromobenzene ** 1,2,4,5-Tetrabromobenzene * Pentabromobenzene * Hexabromobenzene Preparation Bromobenzenes may be prepared by electrophilic aromatic bromination of benzene and benzene derivatives, using elemental bromine and the Lewis acid catalyst iron(III) bromide. They may also be prepared from diazonium compounds. Reactions Bromobenzenes may be carboxylated into carboxylic a ...
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Halobenzene
Halobenzenes are a group of aryl halides consisting of a benzene ring with halogen atoms as substituents. This includes these groups of halobenzenes: * Fluorobenzenes *Chlorobenzenes * Bromobenzenes *Iodobenzenes Halobenzene may also refer to any of the monosubstituted halobenzenes: *Fluorobenzene *Chlorobenzene *Bromobenzene *Iodobenzene * Astatobenzene Mixed halobenzenes Mixed halobenzenes contain two or more types of halogens bonded to the same benzene ring: * Chlorofluorobenzene * Bromofluorobenzene * Fluoroiodobenzene * Bromochlorobenzene * Chloroiodobenzene * Bromoiodobenzene List of halobenzene derivatives * Haloanilines ** Fluoroaniline ** Chloroaniline ** Bromoaniline ** Iodoaniline * Haloanisoles ** Fluoroanisole ** Chloroanisole ** Bromoanisole ** Iodoanisole * Halobenzaldehydes ** Fluorobenzaldehyde ** Chlorobenzaldehyde ** Bromobenzaldehyde ** Iodobenzaldehyde * Halobenzoic acids ** Fluorobenzoic acid ** Chlorobenzoic acid ** Bromobenzoic acid ** Iodobe ...
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Chlorobenzenes
Chlorobenzenes are a group of aryl chlorides/ halobenzenes consisting of one or more chlorine atoms as substituents on a benzene core. They have the formula C6H6–''n''Cl''n'', where ''n'' = 1–6 is the number of chlorine atoms. Depending on the number of chlorine substituents, there may be several constitutional isomers possible. * Monochlorobenzene * Dichlorobenzene ** 1,2-Dichlorobenzene ** 1,3-Dichlorobenzene ** 1,4-Dichlorobenzene * Trichlorobenzene ** 1,2,3-Trichlorobenzene ** 1,2,4-Trichlorobenzene ** 1,3,5-Trichlorobenzene * Tetrachlorobenzene ** 1,2,3,4-Tetrachlorobenzene ** 1,2,3,5-Tetrachlorobenzene ** 1,2,4,5-Tetrachlorobenzene * Pentachlorobenzene * Hexachlorobenzene Hexachlorobenzene, or perchlorobenzene, is an aryl chloride and a six-substituted chlorobenzene with the molecular formula C6Cl6. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. Its u ... See also * Fluorobenzenes * Bromobenzen ...
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Fluorobenzenes
Fluorobenzenes are a group of aryl fluorides/halobenzenes consisting of one or more fluorine atoms as substituents on a benzene core. They have the formula C6H6–''n''F''n'', where ''n'' = 1–6 is the number of fluorine atoms. Depending on the number of fluorine substituents, there may be several constitutional isomers possible. * Monofluorobenzene * Difluorobenzene ** 1,2-Difluorobenzene ** 1,3-Difluorobenzene ** 1,4-Difluorobenzene * Trifluorobenzene ** 1,2,3-Trifluorobenzene ** 1,2,4-Trifluorobenzene ** 1,3,5-Trifluorobenzene * Tetrafluorobenzene ** 1,2,3,4-Tetrafluorobenzene ** 1,2,3,5-Tetrafluorobenzene ** 1,2,4,5-Tetrafluorobenzene * Pentafluorobenzene * Hexafluorobenzene See also *Chlorobenzenes *Bromobenzenes *Iodobenzenes Iodobenzenes are a group of aryl iodides/halobenzenes consisting of one or more iodine atoms as substituents on a benzene core. They have the formula C6H6–''n''I''n'', where ''n'' = 1–6 is the number of iodine atoms. Depending on the nu ...
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Monoiodobenzene
Iodobenzene is an aryl iodide and the simplest of the iodobenzenes, consisting of a benzene ring substituted with one iodine atom. Its chemical formula is . It is useful as a synthetic intermediate in organic chemistry. It is a volatile colorless liquid, although aged samples appear yellowish. Preparation Iodobenzene is commercially available, or it can be prepared in the laboratory from aniline via the diazotization reaction. In the first step, the amine functional group is diazotized with hydrochloric acid and sodium nitrite. Potassium iodide is added to the resultant phenyldiazonium chloride, causing nitrogen gas to evolve. The product is separated by steam distillation. : Alternatively, it can be produced by refluxing iodine and nitric acid with benzene. Reactions Since the C–I bond is weaker than C–Br or C–Cl, iodobenzene is more reactive than bromobenzene or chlorobenzene. Iodobenzene reacts readily with magnesium to form the Grignard reagent, phenylmagnesium iod ...
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Tetraiodobenzene
Tetraiodobenzenes form a group of iodobenzenes with four iodine atoms as substituents (C6H2I4). By their different arrangement, three constitutional isomers are possible. See also *Tetrachlorobenzene Tetrachlorobenzene is any of three isomeric chlorobenzenes with the molecular formula . They differ by the positions of the chlorine atoms around the ring. Tetrachlorobenzenes are colorless crystalline compounds. Properties Synthesis 1,2,4,5-T ... * Tetrabromobenzene References ''Handbook of Data on Common Organic Compounds'', S. 466 (). {{cite journal , doi=10.1021/jo00172a063 , title=Periodination of benzene with periodate/Iodide , date=1983 , last1=Mattern , first1=Daniell Lewis , journal=The Journal of Organic Chemistry , volume=48 , issue=24 , pages=4772–4773 Iodobenzenes ...
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1,2,4,5-Tetraiodobenzene
Onekama ( ) is a village in Manistee County in the U.S. state of Michigan. The population was 399 at the 2020 census. The village is located on the northeast shore of Portage Lake and is surrounded by Onekama Township. The town's name is derived from ''Ona-ga-maa'', an Anishinaabe word which means "singing water". History The predecessor of the village of Onekama was the settlement of Portage at Portage Point, first established in 1845, at the western end of Portage Lake, at the outlet of Portage Creek. In 1871, when landowners around the land-locked lake became exasperated with the practices of the Portage Sawmill, they took the solution into their own hands and dug a channel through the narrow isthmus, opening a waterway that lowered the lake by and brought it to the same level as Lake Michigan. When this action dried out Portage Creek on May 14, 1871, the settlement, which had only the week before been designated as "Onekama" with a post office under that name, moved to th ...
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Aryl Iodide
In organic chemistry, an aryl halide (also known as a haloarene) is an aromatic compound in which one or more hydrogen atoms directly bonded to an aromatic ring are replaced by a halide ion (such as fluorine F''−'', chlorine Cl−1,−3,−5, bromine Br−1, or iodine I−). Aryl halides are distinct from haloalkanes (alkyl halides) due to significant differences in their methods of preparation, chemical reactivity, and physical properties. The most common and important members of this class are aryl chlorides, but the group encompasses a wide range of derivatives with diverse applications in organic synthesis, pharmaceuticals, and materials science. Classification according to halide Aryl fluorides Aryl fluorides are used as synthetic intermediates, e.g. for the preparation of pharmaceuticals, pesticides, and liquid crystals. The conversion of diazonium salts is a well established route to aryl fluorides. Thus, anilines are precursors to aryl fluorides. In the classic Schiemann ...
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