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Clemmensen Reduction
Clemmensen reduction is a chemical reaction described as a reduction of ketones (or aldehydes) to alkanes using zinc amalgam and concentrated hydrochloric acid. This reaction is named after Erik Christian Clemmensen, a Danish chemist. The original Clemmensen reduction conditions are particularly effective at reducing aryl-alkyl ketones, such as those formed in a Friedel-Crafts acylation. The two-step sequence of Friedel-Crafts acylation followed by Clemmensen reduction constitutes a classical strategy for the primary alkylation of arenes. With aliphatic or cyclic ketones, modified Clemmensen conditions using activated zinc dust in an anhydrous solution of hydrogen chloride in diethyl ether or acetic anhydride is much more effective. The substrate must be tolerant of the strongly acidic conditions of the Clemmensen reduction (37% HCl). Several alternatives are available. Acid-sensitive substrates that are stable to strong base can be reduced using the Wolff-Kishner reducti ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Erik Christian Clemmensen
Erik Christian Clemmensen (August 12, 1876 – May 21, 1941) was a Danish-American chemist. He is most commonly associated with the Clemmensen reduction, a method for converting a carbonyl group into a methylene group. Biography Erik Christian Clemmensen was born on August 12, 1876, in Odense, Denmark. He left school at the age of 15. He signed up to join an expedition on a warship, with the aim of becoming a naval officer, but illness prevented them from achieving this goal. Clemmensen studied at the Technical University of Denmark, Copenhagen Polytechnic Institute (now the Technical University of Denmark). He emigrated to the United States in 1900 and worked in the pharmaceutical industry. He joined the pharmaceutical company Parke-Davis, Parke, Davis & Co in Detroit, Michigan. For the invention of the Clemmensen reduction, he received his Ph.D. in 1913 from the University of Copenhagen. In 1914, he co-founded the Commonwealth Chemical Corporation in Newark, New York, along w ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Name Reactions
A name reaction is a chemical reaction named after its discoverers or developers. Among the tens of thousands of organic reactions that are known, hundreds of such reactions are well-known enough to be named after people. Well-known examples include the Grignard reaction, the Sabatier reaction, the Wittig reaction, the Claisen condensation, the Friedel-Crafts acylation, and the Diels-Alder reaction. Books have been published devoted exclusively to name reactions;Alfred Hassner, C. Stumer. ''Organic syntheses based on name reactions''. Elsevier, 2002. Li, Jie Jack. ''Name Reactions: A Collection of Detailed Reaction Mechanisms''. Springer, 2003. the Merck Index, a chemical encyclopedia, also includes an appendix on name reactions. As organic chemistry developed during the 20th century, chemists started associating synthetically useful reactions with the names of the discoverers or developers; in many cases, the name is merely a mnemonic. Some cases of reactions that were not reall ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Haworth Phenanthrene Synthesis
Haworth () is a village in the City of Bradford, West Yorkshire, England, in the Pennines, south-west of Keighley, west of Bradford and east of Colne in Lancashire. The surrounding areas include Oakworth and Oxenhope. Nearby villages include Cross Roads, Stanbury and Lumbfoot. Haworth is a tourist destination known for its association with the Brontë sisters and the preserved heritage Keighley and Worth Valley Railway. History Haworth is first mentioned as a settlement in 1209. The name may refer to a "hedged enclosure" or "hawthorn enclosure". The name was recorded as "Howorth" on a 1771 map. In 1850, local parish priest Patrick Brontë invited Benjamin Herschel Babbage to investigate the village's high early mortality rate, which had led to all but one of his six children, including the writers Emily and Anne Brontë, dying by the age of 31. Babbage's inspection uncovered deeply unsanitary conditions, including there being no sewers, excrement flowing down Haworth ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Quarterly Reviews, Chemical Society
''Chemical Society Reviews'' is a biweekly peer-reviewed scientific journal published by the Royal Society of Chemistry, for review articles on topics of current interest in chemistry. Its predecessors were ''Quarterly Reviews, Chemical Society'' (1947–1971) and ''Royal Institute of Chemistry, Reviews'' (1968–1971); it maintained its current title since 1971. According to the ''Journal Citation Reports'', the journal has a 2020 impact factor of 54.564. The current editor-in-chief (Chair of Editorial Board) is Douglas Stephan. ''Chemical Society Reviews'' publishes occasional themed issues on new and emerging areas of research in the chemical sciences. These issues are edited by a guest editor who is a specialist in their field. Since 2005, ''Chemical Society Reviews'' has published reviews on topics of broad appeal, termed "social interest" reviews, such as articles on art conservation, forensics, and automotive fuels. The journal is abstracted and indexed in PubMed/MEDLINE ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Carbenoid
In chemistry a carbenoid is a reactive intermediate that shares reaction characteristics with a carbene. In the Simmons–Smith reaction the carbenoid intermediate is a zinc / iodine complex that takes the form of :I-CH2-Zn-I This complex reacts with an alkene to form a cyclopropane just as a carbene would do. Carbenoids appear as intermediates in many other reactions. In one system a carbenoid chloroalkyllithium reagent is prepared in situ from a sulfoxide and t-BuLi which reacts the boronic ester to give an ate complex. The ate complex undergoes a 1,2-metallate rearrangement to give the homologated product, which is then further oxidised to a secondary alcohol.Iterative Stereospecific Reagent-Controlled Homologation of Pinacol Boronates by Enantioenriched -Chloroalkyllithium Reagents Paul R. Blakemore and Matthew S. Burge J. Am. Chem. Soc.; 2007; 129(11) pp 3068 - 3069; (Communication) : The enantiopurity of the chiral sulfoxide is preserved in the ultimate product after oxi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Mozingo Reduction
The Mozingo reduction, also known as Mozingo reaction or thioketal reduction, is a chemical reaction capable of fully reducing a ketone or aldehyde to the corresponding alkane via a dithioacetal. The reaction scheme is as follows: The ketone or aldehyde is activated by conversion to cyclic dithioacetal by reaction with a dithiol (nucleophilic substitution) in presence of a H+ donating acid. The cyclic dithioacetal structure is then hydrogenolyzed using Raney nickel. Raney nickel is converted irreversibly to nickel sulfide. This method is milder than either the Clemmensen or Wolff-Kishner reductions, which employ strongly acidic or basic conditions, respectively, that might interfere with other functional groups. History The reaction is named after Ralph Mozingo, who reported the cleavage of thioether In organic chemistry, an organic sulfide (British English sulphide) or thioether is an organosulfur functional group with the connectivity as shown on right. Like many o ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Aliphatic
In organic chemistry, hydrocarbons ( compounds composed solely of carbon and hydrogen) are divided into two classes: aromatic compounds and aliphatic compounds (; G. ''aleiphar'', fat, oil). Aliphatic compounds can be saturated, like hexane, or unsaturated, like hexene and hexyne. Open-chain compounds, whether straight or branched, and which contain no rings of any type, are always aliphatic. Cyclic compounds can be aliphatic if they are not aromatic. Structure Aliphatic compounds can be saturated, joined by single bonds ( alkanes), or unsaturated, with double bonds ( alkenes) or triple bonds ( alkynes). If other elements (heteroatoms) are bound to the carbon chain, the most common being oxygen, nitrogen, sulfur, and chlorine, it is no longer a hydrocarbon, and therefore no longer an aliphatic compound. The least complex aliphatic compound is methane (CH4). Properties Most aliphatic compounds are flammable, allowing the use of hydrocarbons as fuel, such as met ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkyl
In organic chemistry, an alkyl group is an alkane missing one hydrogen. The term ''alkyl'' is intentionally unspecific to include many possible substitutions. An acyclic alkyl has the general formula of . A cycloalkyl is derived from a cycloalkane by removal of a hydrogen atom from a ring and has the general formula . Typically an alkyl is a part of a larger molecule. In structural formulae, the symbol R is used to designate a generic (unspecified) alkyl group. The smallest alkyl group is methyl, with the formula . Related concepts Alkylation is an important operation in refineries, for example in the production of high-octane gasoline. Alkylating antineoplastic agents are a class of compounds that are used to treat cancer. In such case, the term alkyl is used loosely. For example, nitrogen mustards are well-known alkylating agents, but they are not simple hydrocarbons. In chemistry, alkyl is a group, a substituent, that is attached to other molecular fragments. Fo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chemical Reaction
A chemical reaction is a process that leads to the IUPAC nomenclature for organic transformations, chemical transformation of one set of chemical substances to another. Classically, chemical reactions encompass changes that only involve the positions of electrons in the forming and breaking of chemical bonds between atoms, with no change to the Atomic nucleus, nuclei (no change to the elements present), and can often be described by a chemical equation. Nuclear chemistry is a sub-discipline of chemistry that involves the chemical reactions of unstable and radioactive Chemical element, elements where both electronic and nuclear changes can occur. The substance (or substances) initially involved in a chemical reaction are called reagent, reactants or reagents. Chemical reactions are usually characterized by a chemical change, and they yield one or more Product (chemistry), products, which usually have properties different from the reactants. Reactions often consist of a sequence o ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
