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Corey–House synthesis

Index Corey–House synthesis

The Corey–House synthesis (also called the Corey–Posner–Whitesides–House reaction and other permutations) is an organic reaction that involves the reaction of a lithium diorganylcuprate (R2CuLi) with an organyl (pseudo)halide (R'X) to form a new alkane, as well as an ill-defined organocopper species and lithium halide as byproducts. [1]

34 relations: Alkane, Alkene, Alkyl, Allyl group, Aryl, Benzyl group, Catalytic cycle, Copper(I) iodide, Cuprate, Elias James Corey, Gary H. Posner, George M. Whitesides, Georgia Institute of Technology, Gilman reagent, Grignard reaction, Harvard University, Henry Gilman, Herbert O. House, Iowa State University, Jay Kochi, Johns Hopkins University, Lithium, Massachusetts Institute of Technology, Methyl group, Organic compound, Organic reaction, Organocopper compound, Organolithium reagent, Organopalladium, Pseudohalogen, Tetramethylethylenediamine, Tosyl, Triflate, Wurtz reaction.

Alkane

In organic chemistry, an alkane, or paraffin (a historical name that also has other meanings), is an acyclic saturated hydrocarbon.

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Alkene

In organic chemistry, an alkene is an unsaturated hydrocarbon that contains at least one carbon–carbon double bond.

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Alkyl

In organic chemistry, an alkyl substituent is an alkane missing one hydrogen.

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Allyl group

An allyl group is a substituent with the structural formula H2C.

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Aryl

In the context of organic molecules, aryl is any functional group or substituent derived from an aromatic ring, usually an aromatic hydrocarbon, such as phenyl and naphthyl.

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Benzyl group

In organic chemistry, benzyl is the substituent or molecular fragment possessing the structure C6H5CH2–.

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Catalytic cycle

In chemistry, a catalytic cycle is a multistep reaction mechanism that involves a catalyst.

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Copper(I) iodide

Copper(I) iodide is the inorganic compound with the formula CuI.

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Cuprate

Cuprate loosely refers to a material that can be viewed as containing anionic copper complexes.

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Elias James Corey

Elias James "E.J." Corey (born July 12, 1928) is an American organic chemist.

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Gary H. Posner

Gary H. Posner (2 June 1943 - 26 February 2018) was Scowe Professor of Chemistry at Johns Hopkins University in Baltimore, Maryland.

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George M. Whitesides

George McClelland Whitesides (born August 3, 1939) is an American chemist and professor of chemistry at Harvard University.

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Georgia Institute of Technology

The Georgia Institute of Technology, commonly referred to as Georgia Tech, is a public research university and institute of technology in Atlanta, Georgia.

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Gilman reagent

A Gilman reagent is a lithium and copper (diorganocopper) reagent compound, R2CuLi, where R is an alkyl or aryl.

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Grignard reaction

The Grignard reaction (pronounced) is an organometallic chemical reaction in which alkyl, vinyl, or aryl-magnesium halides (Grignard reagents) add to a carbonyl group in an aldehyde or ketone.

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Harvard University

Harvard University is a private Ivy League research university in Cambridge, Massachusetts.

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Henry Gilman

Henry Gilman (May 9, 1893 – November 7, 1986) was an American organic chemist known as the father of organometallic chemistry, the field within which his most notable work was done.

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Herbert O. House

Herbert Otis House (December 5, 1929 – October 2, 2013) was an American organic chemist.

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Iowa State University

Iowa State University of Science and Technology, generally referred to as Iowa State, is a public flagship land-grant and space-grant research university located in Ames, Iowa, United States.

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Jay Kochi

Jay Kazuo Kochi (1927–2008) was a physical organometallic chemist who held lectureship at Harvard University, and faculty positions at Case Institute of Technology, 1962-1969, (now Case Western Reserve University), Indiana University, 1969 to 1984, and the University of Houston, 1984 to 2008.

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Johns Hopkins University

Johns Hopkins University is an American private research university in Baltimore, Maryland.

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Lithium

Lithium (from lit) is a chemical element with symbol Li and atomic number 3.

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Massachusetts Institute of Technology

The Massachusetts Institute of Technology (MIT) is a private research university located in Cambridge, Massachusetts, United States.

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Methyl group

A methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms — CH3.

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Organic compound

In chemistry, an organic compound is generally any chemical compound that contains carbon.

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Organic reaction

Organic reactions are chemical reactions involving organic compounds.

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Organocopper compound

Organocopper compounds in organometallic chemistry contain carbon to copper chemical bonds.

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Organolithium reagent

Organolithium reagents are organometallic compounds that contain carbon – lithium bonds.

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Organopalladium

Organopalladium chemistry is a branch of organometallic chemistry that deals with organic palladium compounds and their reactions.

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Pseudohalogen

The pseudohalogens are polyatomic analogues of halogens, whose chemistry, resembling that of the true halogens, allows them to substitute for halogens in several classes of chemical compounds.

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Tetramethylethylenediamine

Tetramethylethylenediamine (TMEDA or TEMED) is a chemical compound with the formula (CH3)2NCH2CH2N(CH3)2.

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Tosyl

A toluenesulfonyl (shortened tosyl, abbreviated Ts or Tos) group is CH3C6H4SO2.

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Triflate

Triflate, also known by the systematic name trifluoromethanesulfonate, is a functional group with the formula CF3SO3−.

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Wurtz reaction

The Wurtz reaction, named after Charles-Adolphe Wurtz, is a coupling reaction in organic chemistry, organometallic chemistry and recently inorganic main group polymers, whereby two alkyl halides are reacted with sodium metal in dry ether solution to form a higher alkane: Other metals have also been used to effect the Wurtz coupling, among them silver, zinc, iron, activated copper, indium and a mixture of manganese and copper chloride.

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Redirects here:

Corey-House synthesis, Corey-House-Posner-Whitesides reaction, Corey-Posner, Whitesides-House reaction, Corey–Posner, Whitesides–House reaction.

References

[1] https://en.wikipedia.org/wiki/Corey–House_synthesis

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