the reduction of aromatic and olefinic compounds with lithium or calcium to unsaturated the Benkeser reduction,6 the Benkeser reduction in ethylenediamine. Benkeser Reduction R. A. Benkeser et al., J. Am. Chem. Soc. 74, (); 77 , (). Reduction of aromatic and olefinic compounds with lithium or. Notes- Benkeser Reduction of Norbornadiene and Norbornene. James Traynham. J. Org. Chem., , 25 (5), pp – DOI: /joa

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Member feedback about Birch reduction: Search articles by author Colin Eaborn. For reproduction of material from NJC: The reaction is wi It is the organic reduction of aromatic rings in liquid ammonia with sodium, lithium or potassium and an alcohol, such as ethanol and tert-butanol.

This reaction is quite unlike catalytic hydrogenation, which usually reduces the aromatic ring all the way to a cyclohexane. The reaction was reported in by the Australian chemist Arthur Birch — working in the Dyson Perrins Laboratory at the University of Oxford,[1][2][3][4][5][6] building on earlier work by Wooster and Godfrey published in This reaction is a modification of the Birch reduction, where ammonia is the solvent.

Benkeser reaction

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The stereochemistry of the disubstituted cyclohexanes has been assigned. Go to our Instructions for using Copyright Clearance Center page for details.

Back to tab navigation Fetching data from CrossRef. It is also produced from silicon tetrachloride: Back to tab navigation. Fetching data from CrossRef. Name reactions Revolvy Brain revolvybrain. Member feedback about List of organic reactions: Authors contributing to RSC publications journal articles, books or book chapters do not need to formally request permission to reproduce material contained in this article provided that the correct acknowledgement is given with the reproduced material.


In water, it rapidly decomposes to produce a silicone polymer while giving off hydrochloric acid. Cleavage of one carbon—silicon bond occurs in 1,3-bis trimethylsilyl benzene and 1,3,5-tris trimethylsilyl benzene.

Lithium in ethylamine Benkeser reduction C. It is miscible with virtually all solvents. Ethylamines Revolvy Brain revolvybrain. The major byproducts are silicon tetrachloride chemical formula SiClhexachlorodisilane SiCland dichlorosilane HSiClfrom which trichlorosilane can be separated by distillation.

For the reduction naphthalene with lithium in a mixed ethylamine – dimethylamine solution, the principal products are bicyclo[3. The original reaction reported by Arthur Birch in used sodium and ethanol. The Benkeser Reduction Reaction.

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Because of its reactivity and wide availability, it is frequently used in the synthesis of silicon-containing organic compounds. Member feedback about Trichlorosilane: Jump to main content.

Member feedback about Ethylamine: Reproduced material should be attributed as follows: Ethylene and bejkeser combine to give ethylamine in the presence of a sodium amide or related basic catalysts. Journal of the Chemical Society, Perkin Transactions 1.

Benkeser reaction | Revolvy

Kaiser and Robert A. Information about reproducing material from RSC articles with different licences is available on our Permission Requests page. If you are the author of this article you do not need to formally redkction permission to reproduce figures, diagrams etc.

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This reaction is a modification of the Birch reductionwhere ammonia is the solvent. Benkeser reaction topic The Benkeser reduction reaction is the hydrogenation of polycyclic aromatic hydrocarbons, especially naphthalenes using lithium or calcium metal using low molecular weight alkyl amines as the solvent and, in part, as a source of protons.


Back to tab navigation Download options Please wait For reproduction of material from PCCP: Most commonly ethanol and ammonia are combined in the presence of an oxide catalyst: Reduction of aryltrimethylsilanes as a synthetic method. Purified trichlorosilane is the principal precursor to ultrapure silicon in the semiconductor industry. Wilds later discovered that lithium gives better yields.

For reproduction of material from PPS: This may take some time to load. Ethylamine is widely used in chemical industry and organic synthesis. Well-known reactions and reagents in organic chemistry include 1,3-Dipolar cycloaddition 2,3-Wittig rearrangement A Abramovitch—Shapiro tryptamine synthesis Acetalisation Acetoacetic ester condensation Achmatowicz reaction Acylation Acyloin condensation Adams catalyst Adams decarboxylation Adkins catalyst Adkins—Peterson reaction Akabori amino acid reaction Alcohol oxidation Alder ene reaction Alder—Stein rules Aldol addition Aldol condensation Algar—Flynn—Oyamada reaction Alkylimino-de-oxo-bisubstitution Alkyne trimerisation Alkyne zipper reaction Allan—Robinson reaction Allylic rearrangement Amadori rearrangement Amine alkylation Angeli—Rimini reaction Andrussov oxidation Appel reaction Arbuzov reaction, Arbusow reaction Arens—van Dorp synthesis, Isler modification Aromatic nitration Arndt—Eistert synthesis Auwers synthesis Azo coupling B Baeyer—Drewson indigo synthesis Baeyer—Villiger oxidation Baeyer—Villiger rearrangement Bakeland process Bakelite It is a colourless, volatile liquid.

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