Carboxybenzyl
Benzyl chloroformate, also known as benzyl chlorocarbonate or Z-chloride, is the benzyl ester of chloroformic acid. It can be also described as the chloride of the benzyloxycarbonyl (Cbz or Z) group. In its pure form it is a water-sensitive oily colorless liquid, although impure samples usually appear yellow. It possesses a characteristic pungent odor and degrades in contact with water. The compound was first prepared by Leonidas Zervas in the early 1930s who used it for the introduction of the benzyloxycarbonyl protecting group, which became the basis of the Bergmann-Zervas carboxybenzyl method of peptide synthesis he developed with Max Bergmann. This was the first successful method of controlled Peptide synthesis, peptide chemical synthesis and for twenty years it was the dominant procedure used worldwide until the 1950s. To this day, benzyl chloroformate is often used for Amine, amine group protection. Preparation The compound is prepared in the lab by treating benzyl alcoho ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Leonidas Zervas
Leonidas Zervas (, ; 21 May 1902 – 10 July 1980) was a Greeks, Greek Organic chemistry, organic chemist who made seminal contributions in Peptide synthesis, peptide chemical synthesis. Together with his mentor Max Bergmann they laid the foundations for the field in 1932 with their major discovery, the Benzyl chloroformate#Amine protection, Bergmann-Zervas carboxybenzoxy oligopeptide synthesis which remained unsurpassed in utility for the next two decades. The Benzyl chloroformate, carboxybenzyl protecting group he discovered is often abbreviated Z in his honour. Throughout his life Zervas also served in many important posts, including President of the Academy of Athens (modern), Academy of Athens or briefly Minister for Industry, Energy and Technology (Greece), Minister of Industry of Greece. He received numerous awards and honours during his life and posthumously, such as Foreign Member of the Academy of Sciences of the Soviet Union, USSR Academy of Sciences or the first Max B ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Max Bergmann
Max Bergmann (12 February 1886 – 7 November 1944) was a Jewish- German biochemist. Together with Leonidas Zervas, the discoverer of the group, they were the first to use the carboxybenzyl protecting group for the synthesis of oligopeptides. Life and work Bergmann was born in Fürth, Bavaria, Germany on February 12, 1886, the seventh child of coal wholesalers Salomon and Rosalie Bergmann. Bergmann started studying Biology at the Ludwig Maximilian University of Munich, but lectures by Adolf von Baeyer captured his interest and eventually persuaded him to switch to Organic Chemistry. He continued his chemical studies at the Friedrich Wilhelm University of Berlin, where he was taught by Emil Fischer. After receiving his PhD under the supervision of Ignaz Bloch de">:de:Ignaz Bloch">de/small> in 1911 for his thesis on acyl(polysulfides), he became the assistant to Fischer at the University of Berlin, where he stayed until Fischer's death in 1919. He received his habilitation i ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Magnesium Oxide
Magnesium oxide (MgO), or magnesia, is a white hygroscopic solid mineral that occurs naturally as periclase and is a source of magnesium (see also oxide). It has an empirical formula of MgO and consists of a lattice of Mg2+ ions and O2− ions held together by ionic bonding. Magnesium hydroxide forms in the presence of water (MgO + H2O → Mg(OH)2), but it can be reversed by heating it to remove moisture. Magnesium oxide was historically known as magnesia alba (literally, the white mineral from Magnesia), to differentiate it from '' magnesia nigra'', a black mineral containing what is now known as manganese. Related oxides While "magnesium oxide" normally refers to MgO, the compound magnesium peroxide MgO2 is also known. According to evolutionary crystal structure prediction, MgO2 is thermodynamically stable at pressures above 116 GPa (gigapascals), and a semiconducting suboxide Mg3O2 is thermodynamically stable above 500 GPa. Because of its stability, MgO is used as a mod ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Torr
The torr (symbol: Torr) is a Pressure#Units, unit of pressure based on an absolute scale, defined as exactly of a standard atmosphere (unit), atmosphere (101325 Pa). Thus one torr is exactly (≈ ). Historically, one torr was intended to be the same as one "millimetre of mercury", but subsequent redefinitions of the two units of measurement, units made the torr marginally lower (by less than 0.000015%). The torr is not part of the International System of Units (SI). Even so, it is often combined with the metric prefix milli to name one millitorr (mTorr), equal to 0.001 Torr. The unit was named after Evangelista Torricelli, an Italian physicist and mathematician who discovered the principle of the barometer in 1644. Nomenclature and common errors The unit name ''torr'' is written in letter case, lower case, while its symbol ("Torr") is always written with an uppercase initial; including in combinations with prefixes and other unit symbols, as in "mTorr" (millitorr) or " ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Oligopeptide
An oligopeptide ('' oligo-'', "a few"), is a peptide consisting of two to twenty amino acids, including dipeptides, tripeptides, tetrapeptides, and other polypeptides. Some of the major classes of naturally occurring oligopeptides include aeruginosins, cyanopeptolins, microcystins, microviridins, microginins, anabaenopeptins, and cyclamides. Microcystins are best studied because of their potential toxicity impact in drinking water. A review of some oligopeptides found that the largest class are the cyanopeptolins (40.1%), followed by microcystins (13.4%). Production Oligopeptide classes are produced by nonribosomal peptides synthases (NRPS), except cyclamides and microviridins are synthesized through ribosomic pathways. Examples Examples of oligopeptides include: * Amanitins - Cyclic peptides taken from carpophores of several different mushroom species. They are potent inhibitors of RNA polymerases in most eukaryotic species, the prevent the production of mRNA and prote ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Isocyanate
In organic chemistry, isocyanate is the functional group with the formula . Organic compounds that contain an isocyanate group are referred to as isocyanates. An organic compound with two isocyanate groups is known as a diisocyanate. Diisocyanates are manufactured for the production of polyurethanes, a class of polymers. Isocyanates should not be confused with cyanate esters and isocyanides, very different families of compounds. The cyanate (cyanate ester) functional group () is arranged differently from the isocyanate group (). Isocyanides have the connectivity , lacking the oxygen of the cyanate groups. Structure and bonding In terms of bonding, isocyanates are closely related to carbon dioxide (CO2) and carbodiimides (C(NR)2). The C−N=C=O unit that defines isocyanates is planar, and the N=C=O linkage is nearly linear. In phenyl isocyanate, the C=N and C=O distances are respectively 1.195 and 1.173 Å. The C−N=C angle is 134.9° and the N=C=O angle is 173.1 ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Scandium Trifluoromethanesulfonate
Scandium trifluoromethanesulfonate, commonly called scandium triflate, is a chemical compound with formula Sc(SO3CF3)3, a salt consisting of scandium cations Sc3+ and triflate anions. Scandium triflate is used as a reagent in organic chemistry as a Lewis acid. Compared to other Lewis acids, this reagent is stable towards water and can often be used in organic reactions as a true catalyst rather than one used in stoichiometric amounts. The compound is prepared by reaction of scandium oxide with trifluoromethanesulfonic acid. An example of the scientific use of scandium triflate is the Mukaiyama aldol addition reaction between benzaldehyde and the silyl enol ether of cyclohexanone Cyclohexanone is the organic compound with the formula (CH2)5CO. The molecule consists of six-carbon cyclic molecule with a ketone functional group. This colorless oily liquid has a sweet odor reminiscent of benzaldehyde. Over time, samples of ... with an 81% yield. : See also * Lanthanide ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Acetonitrile
Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not classed as organic). It is produced mainly as a byproduct of acrylonitrile manufacture. It is used as a polar aprotic solvent in organic synthesis and in the purification of butadiene. The skeleton is linear with a short distance of 1.16 Å. Acetonitrile was first prepared in 1847 by the French chemist Jean-Baptiste Dumas. Applications Acetonitrile is used mainly as a solvent in the purification of butadiene in refineries. Specifically, acetonitrile is fed into the top of a distillation column filled with hydrocarbons including butadiene, and as the acetonitrile falls down through the column, it absorbs the butadiene which is then sent from the bottom of the tower to a second separating tower. Heat is then employed in the separa ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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DIPEA
''N'',''N''-Diisopropylethylamine, or Hünig's base, is an organic compound that is a tertiary amine. It is named after the German chemist . It is used in organic chemistry as a non-nucleophilic base. It is commonly abbreviated as DIPEA, DIEA, or ''i''-Pr2NEt. Structure DIPEA consists of a central nitrogen atom that is bonded to an ethyl group and two isopropyl groups. A lone pair of electrons resides on the nitrogen atom, which can react with electrophiles. However, the three alkyl groups on the nitrogen atom create steric hindrance, so only small electrophiles such as protons can react with the nitrogen lone pair. Occurrence and preparation DIPEA is commercially available. It is traditionally prepared by the alkylation of diisopropylamine with diethyl sulfate. Pure DIPEA exists as a colorless liquid, although commercial samples can be slightly yellow. If necessary, the compound can be purified by distillation from potassium hydroxide or calcium hydride. Uses and react ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Ethyl Acetate
Ethyl acetate commonly abbreviated EtOAc, ETAC or EA) is the organic compound with the formula , simplified to . This flammable, colorless liquid has a characteristic sweet smell (similar to pear drops) and is used in glues, nail polish removers, and the decaffeination process of tea and coffee. Ethyl acetate is the ester of ethanol and acetic acid; it is manufactured on a large scale for use as a solvent. Production and synthesis Ethyl acetate was first synthesized by the Louis-Léon de Brancas, Count de Lauraguais in 1759 by distilling a mixture of ethanol and acetic acid. In 2004, an estimated 1.3 million tonnes were produced worldwide. The combined annual production in 1985 of Japan, North America, and Europe was about 400,000 tonnes. The global ethyl acetate market was valued at $3.3 billion in 2018. Ethyl acetate is produced in industry mainly via the classic Fischer esterification reaction of ethanol and acetic acid. This mixture converts to the ester in about 65% ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |