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Bromination
In chemistry, halogenation is a chemical reaction which introduces one or more halogens into a chemical compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs. This kind of conversion is in fact so common that a comprehensive overview is challenging. This article mainly deals with halogenation using elemental halogens (). Halides are also commonly introduced using salts of the halides and halogen acids. Many specialized reagents exist for introducing halogens into diverse substrates, e.g. thionyl chloride. Organic chemistry Several pathways exist for the halogenation of organic compounds, including free radical halogenation, ketone halogenation, electrophilic halogenation, and halogen addition reaction. The nature of the substrate determines the pathway. The facility of halogenation is influenced by the halogen. Fluorine and chlorine are more electrophilic and are more aggressive halogena ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bromine
Bromine is a chemical element; it has chemical symbol, symbol Br and atomic number 35. It is a volatile red-brown liquid at room temperature that evaporates readily to form a similarly coloured vapour. Its properties are intermediate between those of chlorine and iodine. Isolated independently by two chemists, Carl Jacob Löwig (in 1825) and Antoine Jérôme Balard (in 1826), its name was derived , referring to its sharp and pungent smell. Elemental bromine is very reactive and thus does not occur as a free element in nature. Instead, it can be isolated from colourless soluble crystalline mineral halide Ionic salt, salts analogous to table salt, a property it shares with the other halogens. While it is rather rare in the Earth's crust, the high solubility of the bromide ion (Br) has caused its Bromine cycle, accumulation in the oceans. Commercially the element is easily extracted from brine evaporation ponds, mostly in the United States and Israel. The mass of bromine in the oce ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ketone Halogenation
In organic chemistry, α-keto halogenation is a special type of halogenation. The reaction may be carried out under either acidic or basic conditions in an aqueous medium with the corresponding elemental halogen. In this way, chloride, bromide, and iodide (but notably not fluoride) functionality can be inserted selectively in the Alpha and beta carbon, alpha position of a ketone. The position alpha to the carbonyl group () in a ketone is easily halogenated. This is due to its ability to form an enolate () in basic (chemistry), basic solution, or an enol () in acidic solution. An example of alpha halogenation is the bromination, mono-bromination of acetone (), carried out under either acidic or basic conditions, to give bromoacetone: Acidic (in acetic acid): Basic (in aqueous NaOH): In acidic solution, usually only one alpha hydrogen is replaced by a halogen, as each successive halogenation is slower than the first. The halogen decreases the basicity of the carbonyl oxygen, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Electrophilic Halogenation
In organic chemistry, an electrophilic aromatic halogenation is a type of electrophilic aromatic substitution. This organic reaction is typical of aromatic compounds and a very useful method for adding substituents to an aromatic system. : A few types of aromatic compounds, such as phenol, will react without a catalyst, but for typical benzene derivatives with less reactive substrates, a Lewis acid is required as a catalyst. Typical Lewis acid catalysts include , , and . These work by forming a highly electrophilic complex which is attacked by the benzene ring. Reaction mechanism The reaction mechanism for chlorination of benzene is the same as bromination of benzene. Iron(III) bromide and iron(III) chloride become inactivated if they react with water, including moisture in the air. Therefore, they are generated by adding iron filings to bromine or chlorine. Here is the mechanism of this reaction: : The mechanism for iodination is slightly different: iodine (I2) is treated wit ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Halogen Addition Reaction
A halogen addition reaction is a simple organic reaction where a halogen molecule is added to the carbon–carbon double bond of an alkene functional group. The general chemical formula of the halogen addition reaction is: :C=C + X2 → X−C−C−X (X represents the halogens bromine or chlorine, and in this case, a solvent could be CH2Cl2 or CCl4). The product is a vicinal dihalide. This type of reaction is a halogenation and an electrophilic addition. Reaction mechanism The reaction mechanism for an alkene bromination can be described as follows. In the first step of the reaction, a bromine molecule approaches the electron-rich alkene carbon–carbon double bond. The bromine atom closer to the bond takes on a partial positive charge as its electrons are repelled by the electrons of the double bond. The atom is electrophilic at this time and is attacked by the pi electrons of the alkene arbon–carbon double bond It forms for an instant a single sigma bond to ''both' ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Saturated Hydrocarbon
In organic chemistry, an alkane, or paraffin (a historical trivial name that also has other meanings), is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in which all the carbon–carbon bonds are single. Alkanes have the general chemical formula . The alkanes range in complexity from the simplest case of methane (), where ''n'' = 1 (sometimes called the parent molecule), to arbitrarily large and complex molecules, like hexacontane () or 4-methyl-5-(1-methylethyl) octane, an isomer of dodecane (). The International Union of Pure and Applied Chemistry (IUPAC) defines alkanes as "acyclic branched or unbranched hydrocarbons having the general formula , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms". However, some sources use the term to denote ''any'' saturated hydrocarbon, including those that are either monocyclic (i.e. the cycloalkanes) or polycyclic ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Free Radical Halogenation
In organic chemistry, free-radical halogenation is a type of halogenation. This chemical reaction is typical of alkanes and alkyl-substituted aromatics under application of UV light. The reaction is used for the industrial synthesis of chloroform (CHCl3), dichloromethane (CH2Cl2), and hexachlorobutadiene. It proceeds by a free-radical chain mechanism. General mechanism The chain mechanism is as follows, using the chlorination of methane as an example: ; Initiation: Ultraviolet radiation splits ( homolyzes) a chlorine molecule to two chlorine atom radicals. ; Chain propagation (two steps): A radical abstracts a hydrogen atom from methane, leaving a primary methyl radical. The methyl radical then abstracts Cl• from Cl2 to give the desired product and another chlorine radical. The radical will then participate in another propagation reaction: the radical chain. Other products such as CH2Cl2 may also form. ; Chain termination: Two free radicals (chlorine and chlorine, chlo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chlorine
Chlorine is a chemical element; it has Symbol (chemistry), symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate between them. Chlorine is a yellow-green gas at room temperature. It is an extremely reactive element and a strong oxidizing agent, oxidising agent: among the elements, it has the highest electron affinity and the third-highest electronegativity on the revised Electronegativity#Pauling electronegativity, Pauling scale, behind only oxygen and fluorine. Chlorine played an important role in the experiments conducted by medieval Alchemy, alchemists, which commonly involved the heating of chloride Salt (chemistry), salts like ammonium chloride (sal ammoniac) and sodium chloride (common salt), producing various chemical substances containing chlorine such as hydrogen chloride, mercury(II) chloride (corrosive sublimate), and . However, the nature of fre ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tertiary (chemistry)
Tertiary is a term used in organic chemistry to classify various types of compounds (e. g. alcohols, alkyl halides, amines) or reactive intermediates (e. g. alkyl radicals, carbocations). See also * Primary (chemistry) Primary is a term used in organic chemistry to classify various types of compounds (e.g. alcohols, alkyl halides, amines) or reactive intermediates (e.g. alkyl radicals, carbocations). {{clear See also * Secondary (chemistry) * Tertiary (che ... * Secondary (chemistry) * Quaternary (chemistry) References {{Navbox stereochemistry Chemical nomenclature ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Carbon–hydrogen Bond
In chemistry, the carbon–hydrogen bond ( bond) is a chemical bond between carbon and hydrogen atoms that can be found in many organic compounds. This bond is a covalent bond, covalent, single bond, meaning that carbon shares its outer valence electrons with up to four hydrogens. This Octet rule, completes both of their Electron shell, outer shells, making them stable. Carbon–hydrogen bonds have a bond length of about 1.09 Ångström, Å (1.09 × 10−10 m) and a bond energy of about 413 Joule, kJ/Mole (unit), mol (see table below). Using Electronegativities of the elements (data page), Pauling's scale—C (2.55) and H (2.2)—the electronegativity difference between these two atoms is 0.35. Because of this small difference in electronegativities, the bond is generally regarded as being non-polar. In structural formulas of molecules, the hydrogen atoms are often omitted. Compound classes consisting solely of bonds and carbon–carbon bond, bonds are alkanes, alkenes, alkyne ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Regiochemistry
In organic chemistry, regioselectivity is the preference of chemical bonding or breaking in one direction over all other possible directions. It can often apply to which of many possible positions a reagent will affect, such as which proton a strong Base (chemistry), base will Hydrogen atom abstraction, abstract from an Organic compound, organic molecule, or where on a substituted benzene ring a further substituent will be added. A specific example is a halohydrin formation reaction with 2-propenylbenzene: : Because of the preference for the formation of one Product (chemistry), product over another, the reaction is selective. This reaction is regioselective because it selectively generates one constitutional isomer rather than the other. Various examples of regioselectivity have been formulated as rules for certain classes of Chemical compound, compounds under certain conditions, many of which are named. Among the first introduced to chemistry students are Markovnikov's rule ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
