Acylsilane
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Acylsilane
Acylsilanes are a group of chemical compounds sharing a common functional group with the general structure R(CO)-SiR3. Acylsilanes are starting compounds in the Brook rearrangement with vinyl lithium compounds to silyl enol ethers. Synthesis Acylsilanes can be synthesized using the following procedures: Starting with the 1,3-dithiane, substituting with the silyl group, then removing the dithioacetal group with mercury(II) chloride Mercury(II) chloride (or mercury bichloride, mercury dichloride), historically also known as sulema or corrosive sublimate, is the inorganic chemical compound of mercury and chlorine with the formula HgCl2. It is white crystalline solid and is ... and hydrolysis. This method also can make acylgermanes using the appropriate halogermane reagents. Another method was reported by Kuwajima ''et al.'' using 1,1-bis(trimethylsilyl)alkan-1-ols. ''t''-Butyl hypochlorite converts the starting material to the acylsilane. References {{Reflist Function ...
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Acylsilane
Acylsilanes are a group of chemical compounds sharing a common functional group with the general structure R(CO)-SiR3. Acylsilanes are starting compounds in the Brook rearrangement with vinyl lithium compounds to silyl enol ethers. Synthesis Acylsilanes can be synthesized using the following procedures: Starting with the 1,3-dithiane, substituting with the silyl group, then removing the dithioacetal group with mercury(II) chloride Mercury(II) chloride (or mercury bichloride, mercury dichloride), historically also known as sulema or corrosive sublimate, is the inorganic chemical compound of mercury and chlorine with the formula HgCl2. It is white crystalline solid and is ... and hydrolysis. This method also can make acylgermanes using the appropriate halogermane reagents. Another method was reported by Kuwajima ''et al.'' using 1,1-bis(trimethylsilyl)alkan-1-ols. ''t''-Butyl hypochlorite converts the starting material to the acylsilane. References {{Reflist Function ...
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Brook Rearrangement
In organic chemistry the Brook rearrangement refers to any [1,''n''] carbon to oxygen silyl migration. The Rearrangement reaction, rearrangement was first observed in the late 1950s by Canadian chemist Adrian Gibbs Brook (1924–2013), after which the reaction is named. These migrations can be promoted in a number of different ways, including thermally, photolytically or under basic/acidic conditions. In the forward direction, these silyl migrations produce silyl ethers as products which is driven by the stability of the oxygen-silicon bond. The silyl substituents can be Aliphatic compound, aliphatic or Aromatic compound, aromatic, and if the silicon is a center of Chirality (chemistry), chirality, the migration occurs with retention at this center. This migration occurs through a transition state where silicon is penta-Coordination complex, coordinate and bears a partial negative charge. If a center of chirality is present at the carbon center to which the silyl group is attached ...
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Chemical Compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element is therefore not a compound. A compound can be transformed into a different substance by a chemical reaction, which may involve interactions with other substances. In this process, bonds between atoms may be broken and/or new bonds formed. There are four major types of compounds, distinguished by how the constituent atoms are bonded together. Molecular compounds are held together by covalent bonds; ionic compounds are held together by ionic bonds; intermetallic compounds are held together by metallic bonds; coordination complexes are held together by coordinate covalent bonds. Non-stoichiometric compounds form a disputed marginal case. A chemical formula specifies the number of atoms of each element in a compound molecule, using the s ...
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Functional Group
In organic chemistry, a functional group is a substituent or 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 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 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 nonpolar core of carbon atoms and thus add chemical character to carbon chains. Fun ...
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Vinyl Group
In organic chemistry, a vinyl group (abbr. Vi; IUPAC name: ethenyl group) is a functional group with the formula . It is the ethylene (IUPAC name: ethene) molecule () with one fewer hydrogen atom. The name is also used for any compound containing that group, namely where R is any other group of atoms. An industrially important example is vinyl chloride, precursor to PVC, a plastic commonly known as ''vinyl''. Vinyl is one of the alkenyl functional groups. On a carbon skeleton, sp2-hybridized carbons or positions are often called vinylic. Allyls, acrylates and styrenics contain vinyl groups. (A styrenic crosslinker with two vinyl groups is called '' divinyl benzene''.) Vinyl polymers Vinyl groups can polymerize with the aid of a radical initiator or a catalyst, forming vinyl polymers. Vinyl polymers contain no vinyl groups. Instead they are saturated. The following table gives some examples of vinyl polymers. Reactivity Vinyl derivatives are alkenes. If activated ...
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Lithium
Lithium (from el, λίθος, lithos, lit=stone) is a chemical element with the symbol Li and atomic number 3. It is a soft, silvery-white alkali metal. Under standard conditions, it is the least dense metal and the least dense solid element. Like all alkali metals, lithium is highly reactive and flammable, and must be stored in vacuum, inert atmosphere, or inert liquid such as purified kerosene or mineral oil. When cut, it exhibits a metallic luster, but moist air corrodes it quickly to a dull silvery gray, then black tarnish. It never occurs freely in nature, but only in (usually ionic) compounds, such as pegmatitic minerals, which were once the main source of lithium. Due to its solubility as an ion, it is present in ocean water and is commonly obtained from brines. Lithium metal is isolated electrolytically from a mixture of lithium chloride and potassium chloride. The nucleus of the lithium atom verges on instability, since the two stable lithium isotopes foun ...
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Silyl Enol Ether
Silyl enol ethers in organic chemistry are a class of organic compounds that share a common functional group composed of an enolate bonded through its oxygen end to an organosilicon group. They are important intermediates in organic synthesis. Synthesis Silyl enol ethers are generally prepared by reacting an enolizable Carbonyl group, carbonyl compound with a silyl electrophile and a Base (chemistry), base, or just reacting an enolate with a silyl electrophile.Clayden, J., Greeves, N., & Warren, S. (2012). Silyl enol ethers. In ''Organic chemistry'' (Second ed., pp. 466-467). Oxford University Press. Since silyl electrophiles are HSAB theory, hard and silicon-oxygen bonds are very strong, the oxygen (of the carbonyl compound or enolate) acts as the nucleophile to form a Si-O single bond. The most commonly used silyl electrophile is trimethylsilyl chloride. To increase the rate of reaction, trimethylsilyl triflate may also be used in the place of trimethylsilyl chloride as a more el ...
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Arkivoc
''Arkivoc'' (''Archive for Organic Chemistry'') is a peer-reviewed open access scientific journal covering all aspects of organic chemistry. It is published by the non-profit organization Arkat USA, which was established in 2000 through a personal donation from Alan R. Katritzky and Linde Katritzky. ''Arkivoc'' is the primary publication of Arkat USA. According to the ''Journal Citation Reports'', the journal has a 2014 impact factor The impact factor (IF) or journal impact factor (JIF) of an academic journal is a scientometric index calculated by Clarivate that reflects the yearly mean number of citations of articles published in the last two years in a given journal, as i ... of 1.165, ranking it 37th out of 57 journals in the category "Chemistry, Organic". Abstracting and Indexing According to the Journal Citation Reports, the journal has a 2018 impact factor of 1.253. The journal is indexed in Web of Science: Science Citation Index Expanded. References External link ...
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1,3-dithiane
A dithiane is a heterocyclic compound composed of a cyclohexane core structure wherein two methylene bridges (-- units) are replaced by sulfur centres. The three isomeric parent heterocycles are 1,2-dithiane, 1,3-dithiane and 1,4-dithiane. 1,3-Dithianes 1,3-Dithianes are protecting group of some carbonyl-containing compounds due to their inertness to many conditions. They form by treatment of the carbonyl compound with 1,3-propanedithiol under conditions that remove water from the system. The protecting group can be removed with mercuric reagents, a process that exploits the high affinity of Hg(II) for thiolates. 1,3-Dithianes are also employed in umpolung reactions, such as the Corey–Seebach reaction:T. W. Green, P. G. M. Wuts, "Protective Groups in Organic Synthesis" Wiley-Interscience, New York, 1999. . : Typically, in organic synthesis, ketones and aldehydes are protected as their dioxolane Dioxolane is a heterocyclic acetal with the chemical formula (CH2)2O2 ...
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Mercury(II) Chloride
Mercury(II) chloride (or mercury bichloride, mercury dichloride), historically also known as sulema or corrosive sublimate, is the inorganic chemical compound of mercury and chlorine with the formula HgCl2. It is white crystalline solid and is a laboratory reagent and a molecular compound that is very toxic to humans. Once used as a treatment for syphilis, it is no longer used for medicinal purposes because of mercury toxicity and the availability of superior treatments. Synthesis Mercuric chloride is obtained by the action of chlorine on mercury or on mercury(I) chloride. It can also be produced by the addition of hydrochloric acid to a hot, concentrated solution of mercury(I) compounds such as the nitrate: :Hg2(NO3)2 + 4 HCl → 2 HgCl2 + 2 H2O + 2 NO2 Heating a mixture of solid mercury(II) sulfate and sodium chloride also affords volatile HgCl2, which can be separated by sublimation. Process for synthesis of Mercuric chloride first appeared in Abu Bakr al-Razi's ''De ...
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Brooker Acylsilane Synthesis
Brooker may refer to: * Brooker, Florida, a US town * Brooker, South Australia, a locality in the District Council of Tumby Bay * Brooker Highway, a Tasmanian Highway * Hundred of Brooker The County of Jervois is a cadastral unit in the Australian state of South Australia that covers land on the east coast of the Eyre Peninsula. It was proclaimed on 24 January 1878 and named after William Jervois, the Governor of South Australi ..., a cadastral unit in South Australia * Brooker (surname) {{Disambig, geo ...
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