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Hunsdiecker reaction information


Hunsdiecker reaction
Named after Heinz Hunsdiecker
Cläre Hunsdiecker
Alexander Borodin
Reaction type Substitution reaction
Identifiers
Organic Chemistry Portal hunsdiecker-reaction
RSC ontology ID RXNO:0000106

The Hunsdiecker reaction (also called the Borodin reaction or the Hunsdiecker–Borodin reaction) is a name reaction in organic chemistry whereby silver salts of carboxylic acids react with a halogen to produce an organic halide.[1] It is an example of both a decarboxylation and a halogenation reaction as the product has one fewer carbon atoms than the starting material (lost as carbon dioxide) and a halogen atom is introduced its place.[2][3] A catalytic approach has been developed.[4]

The Hunsdiecker reaction
  1. ^ Cite error: The named reference JJL was invoked but never defined (see the help page).
  2. ^ Cite error: The named reference Johnson1956 was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference Wilson1957 was invoked but never defined (see the help page).
  4. ^ Cite error: The named reference Catalytic was invoked but never defined (see the help page).

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Hunsdiecker reaction

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The Hunsdiecker reaction (also called the Borodin reaction or the Hunsdiecker–Borodin reaction) is a name reaction in organic chemistry whereby silver...

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Heinz Hunsdiecker

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Heinz Hunsdiecker (22 January 1904 – 22 November 1981) was a German chemist who together with his wife Cläre Hunsdiecker (1903–1995) improved a reaction of...

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Alexander Borodin

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1942. The method is generally known as either the Hunsdiecker reaction or the Hunsdiecker–Borodin reaction. During 1862, Borodin returned to the Medical–Surgical...

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Acetyl hypochlorite

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short lived intermediate in the Hunsdiecker reaction. Acetyl hypochlorite is reported to be produced by the reaction of acetic anhydride and dichlorine...

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List of organic reactions

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synthesis Hudlicky fluorination Huisgen cycloaddition Hunsdiecker reaction, Hunsdiecker–Borodin reaction Hurd-Mori 1,2,3-thiadiazole synthesis Hydroboration...

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Substitution reaction

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substitution reaction involves radicals. An example is the Hunsdiecker reaction. Coupling reactions are a class of metal-catalyzed reactions involving an...

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Carboxylic acid

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Schmidt reaction converts carboxylic acids to amines. Carboxylic acids are decarboxylated in the Hunsdiecker reaction. The Dakin–West reaction converts...

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Kochi reaction

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acetate and a lithium halide. The reaction is a variation of the Hunsdiecker reaction. A New Method for Halodecarboxylation of Acids Using Lead(IV) Acetate...

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Halogenation

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methods, such as the Balz–Schiemann reaction, are used to prepare fluorinated aromatic compounds. In the Hunsdiecker reaction, carboxylic acids are converted...

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Hypohalite

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chemistry, often as acyl hypohalites (see the Hunsdiecker reaction). Sodium hypohalite is used in the haloform reaction as a test for methyl ketones. The Cl-O...

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Bicyclobutane

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1-bromo-3-chlorocyclobutane can also be prepared via a modified Hunsdiecker reaction from 3-chlorocyclobutanecarboxylic acid using mercuric oxide and...

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Basketane

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dicarboxylic acid 6. The acid is decarboxylated with a modified Hunsdiecker reaction to a dibromide 7, which is reductively debrominated with tributyltin...

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Vinyl iodide functional group

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substitution of carboxylic acid to iodide is demonstrated by a modified Hunsdiecker reaction. Homolytic cleavage of O-I bond generates CO2 and vinyl radical....

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Barton decarboxylation

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formation of gas which drives the reaction forward. Barton–McCombie deoxygenation Hunsdiecker reaction Kochi reaction Krapcho decarboxylation Kolbe electrolysis...

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Haloalkane

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the synthesis of haloalkanes from carboxylic acids are Hunsdiecker reaction and Kochi reaction. Many chloro and bromoalkanes are formed naturally. The...

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Scientific phenomena named after people

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Born and Robert Oppenheimer Borodin–Hunsdiecker reaction – Alexander Borodin, Hienz Hunsdiecker, and Clare Hunsdiecker (née Dieckmann) Borrmann effect (a...

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Radical substitution

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group for a proton. The Wohl–Ziegler reaction involves allylic bromination of alkenes. The Hunsdiecker reaction converts silver salts of carboxylic acids...

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Decarboxylation

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decarboxylations are generally radical reactions. These include the Kolbe electrolysis and Hunsdiecker-Kochi reactions. The Barton decarboxylation is an unusual...

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RXNO Ontology

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coupling RXNO:0000103 Gabriel synthesis RXNO:0000106 Hunsdiecker reaction RXNO:0000140 Suzuki reaction RXNO:0000147 Emde degradation RXNO:0000148 Claisen...

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Jay Kochi

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National Academy of Sciences. He developed the Kochi reaction, a variation on the Hunsdiecker reaction. Kochi was of Japanese descent and he and his family...

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Adolf Lieben

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"Gazzetta Chimica Italiana, Palermo," etc. Lieben haloform reaction Hunsdiecker reaction  This article incorporates text from a publication now in the...

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David Crich

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Crich, D.; Motherwell, W. B. (1983). "A practical alternative to the hunsdiecker reaction". Tetrahedron Letters. 24 (45): 4979. doi:10.1016/S0040-4039(01)99826-0...

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Carbon nanotube chemistry

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functionalized with urea, guanidine, thiourea and aminosilane. Using the Hunsdiecker reaction, carbon nanotubes treated with nitric acid can react with iodosobenzenediacetate...

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Benzoic acid

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be effected by heating in quinoline in the presence of copper salts. Hunsdiecker decarboxylation can be achieved by heating the silver salt. It is excreted...

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Bromofluoromethane

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ineffective methods: From salts of fluoroacetic acid using a Hunsdiecker type of reaction. From dibromofluoromethane by reductive debromination with a...

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Organoantimony chemistry

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to disulfides.: 406–408  In air, tris(thiophenyl)stibine catalyzes a Hunsdiecker-like decarboxylative oxidation of anhydrides to alcohols.: 411  In ultraviolet...

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