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Iodoform
Iodoform (also known as triiodomethane and, inaccurately, as carbon triiodide) is the organoiodine compound with the chemical formula C H I3. A pale yellow, crystalline, volatile substance, it has a penetrating and distinctive odor (in older chemistry texts, the smell is sometimes referred to as that of hospitals, where the compound is still commonly used) and, analogous to chloroform, sweetish taste. It is occasionally used as a disinfectant. Structure The molecule adopts tetrahedral molecular geometry with C3v symmetry. Synthesis and reactions The synthesis of iodoform was first described by Georges-Simon Serullas in 1822, by reactions of iodine vapour with steam over red-hot coals, and also by reaction of potassium with ethanolic iodine in the presence of water; and at much the same time independently by John Thomas Cooper. It is synthesized in the haloform reaction by the reaction of iodine and sodium hydroxide with any one of these four kinds of organic compounds: a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Haloform Reaction
In chemistry, the haloform reaction is a chemical reaction in which a haloform (, where X is a halogen) is produced by the exhaustive halogenation of an acetyl group (, where R can be either a hydrogen atom, an alkyl or an aryl group), in the presence of a base. The reaction can be used to transform acetyl groups into carboxyl groups () or to produce chloroform (), bromoform (), or iodoform (). Note that fluoroform () can't be prepared in this way. Mechanism In the first step, the halogen dis-proportionates in the presence of hydroxide to give the halide and hypohalite. :Br2 + 2 OH- -> Br- + BrO- + H2O If a secondary alcohol is present, it is oxidized to a ketone by the hypohalite: If a methyl ketone is present, it reacts with the hypohalite in a three-step process: 1. Under basic conditions, the ketone undergoes keto-enol tautomerisation. The enolate undergoes electrophilic attack by the hypohalite (containing a halogen with a formal +1 charge). : 2. When th ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Iodoform Test
In chemistry, the haloform reaction is a chemical reaction in which a haloform (, where X is a halogen) is produced by the exhaustive halogenation of an acetyl group (, where R can be either a hydrogen atom, an alkyl or an aryl group), in the presence of a base. The reaction can be used to transform acetyl groups into carboxyl groups () or to produce chloroform (), bromoform (), or iodoform (). Note that fluoroform () can't be prepared in this way. Mechanism In the first step, the halogen dis-proportionates in the presence of hydroxide to give the halide and hypohalite. :Br2 + 2 OH- -> Br- + BrO- + H2O If a secondary alcohol is present, it is oxidized to a ketone by the hypohalite: If a methyl ketone is present, it reacts with the hypohalite in a three-step process: 1. Under basic conditions, the ketone undergoes keto-enol tautomerisation. The enolate undergoes electrophilic attack by the hypohalite (containing a halogen with a formal +1 charge). : 2. When the ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Georges-Simon Serullas
Georges-Simon Serullas (2 November 1774 in Poncin – 25 May 1832 in Paris) was a professor of pharmacy notable for being the first to publish a work on Iodoform, an early antiseptic and disinfectant. Biography He was a professor and head pharmacist at the hospital of Val-de-Grâce; professor of chemistry at the Jardin des Plantes (the chief botanical garden in France), and member of the French Academy of Sciences (elected December 28, 1829 - Chemistry section). He was one of the first researchers to draw attention to the haloform reaction. In 1822, Serullas added potassium metal to a solution of iodine in ethanol and water to form potassium formate and iodoform, called in the language of that time ''hydroiodide of carbon'', and used as an antiseptic. He is buried in the Père Lachaise Cemetery Père Lachaise Cemetery (french: Cimetière du Père-Lachaise ; formerly , "East Cemetery") is the largest cemetery in Paris, France (). With more than 3.5 million visitors annually ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Iodine
Iodine is a chemical element with the Symbol (chemistry), symbol I and atomic number 53. The heaviest of the stable halogens, it exists as a semi-lustrous, non-metallic solid at standard conditions that melts to form a deep violet liquid at , and boils to a violet gas at . The element was discovered by the French chemist Bernard Courtois in 1811 and was named two years later by Joseph Louis Gay-Lussac, after the Ancient Greek 'violet-coloured'. Iodine occurs in many oxidation states, including iodide (I−), iodate (), and the various periodate anions. It is the least abundant of the stable halogens, being the sixty-first most abundant element. As the heaviest essential mineral nutrient, iodine is required for the synthesis of thyroid hormones. Iodine deficiency affects about two billion people and is the leading preventable cause of intellectual disabilities. The dominant producers of iodine today are Chile and Japan. Due to its high atomic number and ease of attachment to ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Methyl Iodide
Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula CH3I. It is a dense, colorless, volatile liquid. In terms of chemical structure, it is related to methane by replacement of one hydrogen atom by an atom of iodine. It is naturally emitted by rice plantations in small amounts. It is also produced in vast quantities estimated to be greater than 214,000 tons annually by algae and kelp in the world's temperate oceans, and in lesser amounts on land by terrestrial fungi and bacteria. It is used in organic synthesis as a source of methyl groups. Preparation and handling Iodomethane is formed via the exothermic reaction that occurs when iodine is added to a mixture of methanol with red phosphorus. The iodinating reagent is phosphorus triiodide that is formed ''in situ:'' :3 CH3OH + PI3 → 3 CH3I + H2PO3H Alternatively, it is prepared from the reaction of dimethyl sulfate with potassium iodide in the pres ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bromoform
Bromoform (CHBr3) is a brominated organic solvent, colorless liquid at room temperature, with a high refractive index, very high density, and sweet odor is similar to that of chloroform. It is one of the four haloforms, the others being fluoroform, chloroform, and iodoform. Bromoform can be prepared by the haloform reaction using acetone and sodium hypobromite, by the electrolysis of potassium bromide in ethanol, or by treating chloroform with aluminium bromide. Currently its main use is as a laboratory reagent. Structure The molecule adopts tetrahedral molecular geometry with C3v symmetry. Uses Only small quantities of bromoform are currently produced industrially in the United States. In the past, it was used as a solvent, sedative and flame retardant, but now it is mainly used as a laboratory reagent, for example as an extraction solvent. Bromoform also has medical uses; injections of bromoform are sometimes used instead of epinephrine to treat severe asthma cases. B ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ketone
In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bond C=O). The simplest ketone is acetone (where R and R' is methyl), with the formula . Many ketones are of great importance in biology and in industry. Examples include many sugars (ketoses), many steroids (e.g., testosterone), and the solvent acetone. Nomenclature and etymology The word ''ketone'' is derived from ''Aketon'', an old German word for ''acetone''. According to the rules of IUPAC nomenclature, ketone names are derived by changing the suffix ''-ane'' of the parent alkane to ''-anone''. Typically, the position of the carbonyl group is denoted by a number, but traditional nonsystematic names are still generally used for the most important ketones, for example acetone and benzophenone. These nonsystematic names are considered reta ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organoiodine Compound
Organoiodine compounds are organic compounds that contain one or more carbon–iodine bonds. They occur widely in organic chemistry, but are relatively rare in nature. The thyroxine hormones are organoiodine compounds that are required for health and the reason for government-mandated iodization of salt. Structure, bonding, general properties Almost all organoiodine compounds feature iodide connected to one carbon center. These are usually classified as derivatives of I−. Some organoiodine compounds feature iodine in higher oxidation states. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond. For example, in the molecules represented by CH3X, where X is a halide, the carbon-X bonds have strengths, or bond dissociation energies, of 115, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chloroform
Chloroform, or trichloromethane, is an organic compound with formula C H Cl3 and a common organic solvent. It is a colorless, strong-smelling, dense liquid produced on a large scale as a precursor to PTFE. It is also a precursor to various refrigerants. It is trihalomethane. It is a powerful anesthetic, euphoriant, anxiolytic, and sedative when inhaled or ingested. Structure The molecule adopts a tetrahedral molecular geometry with C3v symmetry. Natural occurrence The total global flux of chloroform through the environment is approximately tonnes per year, and about 90% of emissions are natural in origin. Many kinds of seaweed produce chloroform, and fungi are believed to produce chloroform in soil. Abiotic processes are also believed to contribute to natural chloroform productions in soils although the mechanism is still unclear. Chloroform volatilizes readily from soil and surface water and undergoes degradation in air to produce phosgene, dichloromethane, formyl ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
