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Trimethylsilyl Iodide
Trimethylsilyl iodide (iodotrimethylsilane or TMSI) is an organosilicon compound with the chemical formula (CH3)3SiI. It is a colorless, volatile liquid at room temperature. Preparation Trimethylsilyl iodide may be prepared by the oxidative cleavage of hexamethyldisilane by iodine or by the cleavage of hexamethyldisiloxane with aluminium triiodide. : TMS-TMS + I2 → 2 TMSI (TMS = (CH3)3Si) : 3 TMS-O-TMS + 2 AlI3 → 6 TMSI + Al2O3 Applications Trimethylsilyl iodide is used to introduce the trimethylsilyl group onto alcohols (ROH): :R-OH + TMSI → R-OTMS + HI This type of reaction may be useful for gas chromatography analysis; the resultant silyl ether is more volatile than the underivatized original materials. However, for the preparation of bulk trimethylsilylated material, trimethylsilyl chloride may be preferred due to its lower cost. TMSI reacts with alkyl ethers (ROR′), forming silyl ethers (ROSiMe3) and iodoalkanes (RI) that can be hydrolyzed to alcohols (ROH). Trime ...
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Michael E
SS ''Michael E'' was a cargo ship that was built in 1941. She was the first British Catapult Aircraft Merchant ship: a merchant ship fitted with a rocket catapult to launch a single Hawker Hurricane fighter to defend a convoy against long-range German bombers. She was sunk on her maiden voyage by a German submarine. Description ''Michael E'' was built by William Hamilton & Co Ltd, Port Glasgow. Launched in 1941, she was completed in May of that year. She was the United Kingdom's first CAM ship, armed with an aircraft catapult on her bow to launch a Hawker Sea Hurricane. The ship was long between perpendiculars ( overall), with a beam of . She had a depth of and a draught of . She was and . She had six corrugated furnaces feeding two 225 lbf/in2 single-ended boilers with a combined heating surface of . The boilers fed a 443 NHP triple-expansion steam engine that had cylinders of , and diameter by stroke. The engine was built by David Rowan & Co Ltd, Glasgow. History ...
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Gas Chromatography
Gas chromatography (GC) is a common type of chromatography used in analytical chemistry for separating and analyzing compounds that can be vaporized without decomposition. Typical uses of GC include testing the purity of a particular substance, or separating the different components of a mixture. In preparative chromatography, GC can be used to prepare pure compounds from a mixture. Gas chromatography is also sometimes known as vapor-phase chromatography (VPC), or gas–liquid partition chromatography (GLPC). These alternative names, as well as their respective abbreviations, are frequently used in scientific literature. Gas chromatography is the process of separating compounds in a mixture by injecting a gaseous or liquid sample into a mobile phase, typically called the carrier gas, and passing the gas through a stationary phase. The mobile phase is usually an inert gas or an unreactive gas such as helium, argon, nitrogen or hydrogen. The stationary phase is a microscopic la ...
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Iodides
An iodide ion is the ion I−. Compounds with iodine in formal oxidation state −1 are called iodides. In everyday life, iodide is most commonly encountered as a component of iodized salt, which many governments mandate. Worldwide, iodine deficiency affects two billion people and is the leading preventable cause of intellectual disability. Structure and characteristics of inorganic iodides Iodide is one of the largest monatomic anions. It is assigned a radius of around 206 picometers. For comparison, the lighter halides are considerably smaller: bromide (196 pm), chloride (181 pm), and fluoride (133 pm). In part because of its size, iodide forms relatively weak bonds with most elements. Most iodide salts are soluble in water, but often less so than the related chlorides and bromides. Iodide, being large, is less hydrophilic compared to the smaller anions. One consequence of this is that sodium iodide is highly soluble in acetone, whereas sodium chloride is not. T ...
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Tert-Butyloxycarbonyl Protecting Group
The ''tert''-butyloxycarbonyl protecting group or ''tert''-butoxycarbonyl protecting group (BOC group) is a protecting group used in organic synthesis. The BOC group can be added to the amine under aqueous conditions using di-''tert''-butyl dicarbonate in the presence of a base such as sodium carbonate: Protection of the amine can also be accomplished in acetonitrile solution using 4-dimethylaminopyridine (DMAP) as the base. Removal of the BOC in amino acids can be accomplished with strong acids such as trifluoroacetic acid in dichloromethane, or with HCl in methanol. A complication may be the tendency of the ''t''-butyl cation intermediate to alkylate other nucleophiles; scavengers such as anisole or thioanisole may be used. Selective cleavage of the ''N''-Boc group in the presence of other protecting groups is possible when using AlCl3. Sequential treatment with trimethylsilyl iodide then methanol can also be used for Boc deprotection, especially where other deprotecti ...
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Journal Of Organic Chemistry
''The Journal of Organic Chemistry'', colloquially known as ''JOC'', is a peer-reviewed scientific journal for original contributions of fundamental research in all branches of theory and practice in organic and bioorganic chemistry. It is published by the publishing arm of the American Chemical Society, with 24 issues per year. According to the ''Journal Citation Reports'', the journal had a 2017 impact factor of 4.805 and it is the journal that received the most cites (100,091 in 2017) in the field of organic chemistry. According to Web of Knowledge (and as December 2012), eleven papers from the journal have received more than 1,000 citations, with the most cited paper having received 7,967 citations. The current editor-in-chief is Scott J. Miller from Yale University. Indexing ''J. Org. Chem.'' is currently indexed in: See also *Organic Letters *Organometallics ''Organometallics'' is a biweekly journal published by the American Chemical Society. Its area of focus is ...
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Ether
In organic chemistry, ethers are a class of compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula , where R and R′ represent the alkyl or aryl groups. Ethers can again be classified into two varieties: if the alkyl or aryl groups are the same on both sides of the oxygen atom, then it is a simple or symmetrical ether, whereas if they are different, the ethers are called mixed or unsymmetrical ethers. A typical example of the first group is the solvent and anaesthetic diethyl ether, commonly referred to simply as "ether" (). Ethers are common in organic chemistry and even more prevalent in biochemistry, as they are common linkages in carbohydrates and lignin. Structure and bonding Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141  pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is ...
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Trimethylsilyl Chloride
Trimethylsilyl chloride, also known as chlorotrimethylsilane is an organosilicon compound ( silyl halide), with the formula (CH3)3SiCl, often abbreviated Me3SiCl or TMSCl. It is a colourless volatile liquid that is stable in the absence of water. It is widely used in organic chemistry. Preparation TMSCl is prepared on a large scale by the '' direct process'', the reaction of methyl chloride with a silicon-copper alloy. The principal target of this process is dimethyldichlorosilane, but substantial amounts of the trimethyl and monomethyl products are also obtained. The relevant reactions are (Me = CH3): : x MeCl + Si → Me3SiCl, Me2SiCl2, MeSiCl3, other products Typically about 2–4% of the product stream is the monochloride, which forms an azeotrope with MeSiCl3. Reactions and uses TMSCl is reactive toward nucleophiles, resulting in the replacement of the chloride. In a characteristic reaction of TMSCl, the nucleophile is water, resulting in hydrolysis to give the hexamethy ...
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Silyl Ether
Silyl ethers are a group of chemical compounds which contain a silicon atom covalently bonded to an alkoxy group. The general structure is R1R2R3Si−O−R4 where R4 is an alkyl group or an aryl group. Silyl ethers are usually used as protecting groups for alcohols in organic synthesis. Since R1R2R3 can be combinations of differing groups which can be varied in order to provide a number of silyl ethers, this group of chemical compounds provides a wide spectrum of selectivity for protecting group chemistry. Common silyl ethers are: trimethylsilyl (TMS), ''tert''-butyldiphenylsilyl (TBDPS), ''tert''-butyldimethylsilyl (TBS/TBDMS) and triisopropylsilyl (TIPS). They are particularly useful because they can be installed and removed very selectively under mild conditions. Common silyl ethers Formation Commonly silylation of alcohols requires a silyl chloride and an amine base. One reliable and rapid procedure is the Corey protocol in which the alcohol is reacted with a silyl chlori ...
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Alcohol (chemistry)
In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl () functional group bound to a saturated carbon atom. The term ''alcohol'' originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. An important class of alcohols, of which methanol and ethanol are the simplest examples, includes all compounds which conform to the general formula . Simple monoalcohols that are the subject of this article include primary (), secondary () and tertiary () alcohols. The suffix ''-ol'' appears in the IUPAC chemical name of all substances where the hydroxyl group is the functional group with the highest priority. When a higher priority group is present in the compound, the prefix ''hydroxy-'' is used in its IUPAC name. The suffix ''-ol'' in non-IUPAC names (such as paracetamol or cholesterol) also typically indicates that the substance is an alcohol. However, some compou ...
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George A
George may refer to: People * George (given name) * George (surname) * George (singer), American-Canadian singer George Nozuka, known by the mononym George * George Washington, First President of the United States * George W. Bush, 43rd President of the United States * George H. W. Bush, 41st President of the United States * George V, King of Great Britain, Ireland, the British Dominions and Emperor of India from 1910-1936 * George VI, King of Great Britain, Ireland, the British Dominions and Emperor of India from 1936-1952 * Prince George of Wales * George Papagheorghe also known as Jorge / GEØRGE * George, stage name of Giorgio Moroder * George Harrison, an English musician and singer-songwriter Places South Africa * George, Western Cape ** George Airport United States * George, Iowa * George, Missouri * George, Washington * George County, Mississippi * George Air Force Base, a former U.S. Air Force base located in California Characters * George (Peppa Pig), a 2-year-old ...
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Trimethylsilyl
A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry. This group consists of three methyl groups bonded to a silicon atom minus;Si(CH3)3 which is in turn bonded to the rest of a molecule. This structural group is characterized by chemical inertness and a large molecular volume, which makes it useful in a number of applications. A trimethylsilyl group bonded to a methyl group forms tetramethylsilane, which is abbreviated as TMS as well. Compounds with trimethylsilyl groups are not normally found in nature. Chemists sometimes use a trimethylsilylating reagent to derivatize rather non-volatile compounds such as certain alcohols, phenols, or carboxylic acids by substituting a trimethylsilyl group for a hydrogen in the hydroxyl groups on the compounds. This way trimethylsiloxy groups minus;O-Si(CH3)3are formed on the molecule. A couple of examples of trimethylsilylating agents include trimethylsilyl chloride and bis(trimethylsilyl)acetamide. Trime ...
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Aluminium Triiodide
Aluminium iodide is a chemical compound containing aluminium and iodine. Invariably, the name refers to a compound of the composition , formed by the reaction of aluminium and iodine or the action of on metal. The hexahydrate is obtained from a reaction between metallic aluminum or aluminum hydroxide with hydrogen iodide or hydroiodic acid. Like the related chloride and bromide, is a strong Lewis acid and will absorb water from the atmosphere. It is employed as a reagent for the scission of certain kinds of C-O and N-O bonds. It cleaves aryl ethers and deoxygenates epoxides. Structure Solid is dimeric, consisting of , similar to that of . The structure of monomeric and dimeric forms have been characterized in the gas phase. The monomer, , is trigonal planar with a bond length of 2.448(6) Å, and the bridged dimer, , at 430 K is a similar to and with bond lengths of 2.456(6) Å (terminal) and 2.670(8) Å (bridging). The dimer is described as floppy with an equil ...
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