Global Information Lookup Global Information

Wittig reaction information


Wittig reaction
Named after Georg Wittig
Reaction type Coupling reaction
Reaction
aldehyde or ketone
+
triphenyl phosphonium ylide
alkene
+
(Ph)3P=O
Conditions
Typical solvents typically THF or diethyl ether
Identifiers
March's Advanced Organic Chemistry 16–44 (6th ed.)
Organic Chemistry Portal wittig-reaction
RSC ontology ID RXNO:0000015 checkY
 ☒N(what is this?)  (verify)

The Wittig reaction or Wittig olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide called a Wittig reagent. Wittig reactions are most commonly used to convert aldehydes and ketones to alkenes.[1][2][3] Most often, the Wittig reaction is used to introduce a methylene group using methylenetriphenylphosphorane (Ph3P=CH2). Using this reagent, even a sterically hindered ketone such as camphor can be converted to its methylene derivative.

Wittig Reaction
  1. ^ Maercker, A. Org. React. 1965, 14, 270–490.
  2. ^ W. Carruthers, Some Modern Methods of Organic Synthesis, Cambridge University Press, Cambridge, UK, 1971, 81–90. (ISBN 0-521-31117-9)
  3. ^ R. W. Hoffmann (2001). "Wittig and His Accomplishments: Still Relevant Beyond His 100th Birthday". Angewandte Chemie International Edition. 40 (8): 1411–1416. doi:10.1002/1521-3773(20010417)40:8<1411::AID-ANIE1411>3.0.CO;2-U. PMID 11317288.

and 20 Related for: Wittig reaction information

Request time (Page generated in 0.8301 seconds.)

Wittig reaction

Last Update:

The Wittig reaction or Wittig olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide called a Wittig reagent. Wittig...

Word Count : 1600

Georg Wittig

Last Update:

called phosphonium ylides in the Wittig reaction. He shared the Nobel Prize in Chemistry with Herbert C. Brown in 1979. Wittig was born in Berlin, Germany...

Word Count : 738

Wittig reagents

Last Update:

rather than the more usual Z-alkene. Wittig reagents are used for olefination reactions, i.e. the Wittig reaction. Wittig reagents are prepared by deprotonation...

Word Count : 714

Ylide

Last Update:

are used in the Wittig reaction, a method used to convert ketones and especially aldehydes to alkenes. The positive charge in these Wittig reagents is carried...

Word Count : 1152

Organic reaction

Last Update:

invention of specific organic reactions such as the Grignard reaction in 1912, the Diels–Alder reaction in 1950, the Wittig reaction in 1979 and olefin metathesis...

Word Count : 1182

Grignard reaction

Last Update:

coupling reactions. Wikimedia Commons has media related to Grignard reactions. Grignard reagent Wittig reaction Horner–Wadsworth–Emmons reaction Barbier...

Word Count : 1099

Alkene

Last Update:

including the Horner–Wadsworth–Emmons reaction. The Wittig reaction involves reaction of an aldehyde or ketone with a Wittig reagent (or phosphorane) of the...

Word Count : 5110

Wittig

Last Update:

Susan Wittig Albert (born 1940), American mystery writer Wittich Wittig River 1,2-Wittig rearrangement 2,3-Wittig rearrangement Wittig reaction Witting...

Word Count : 167

Name reaction

Last Update:

such reactions are typically identified by the eponym. Well-known examples include the Grignard reaction, the Sabatier reaction, the Wittig reaction, the...

Word Count : 338

List of organic reactions

Last Update:

reactions and reagents in organic chemistry include Contents:  A B C D E F G H I J K L M N O P Q R S T U V W X Y Z See also External links 1,2-Wittig...

Word Count : 3429

Ketone

Last Update:

Electrophilic addition, reaction with an electrophile gives a resonance stabilized cation With phosphonium ylides in the Wittig reaction to give the alkenes...

Word Count : 2948

Dry media reaction

Last Update:

vacuum, one of them a Wittig reaction. The reaction goes to completion in 5 minutes with immediate evaporation whereas the same reaction in solution after...

Word Count : 379

Imine

Last Update:

compounds). The reaction of iminophosphoranes and organic azides in an Aza-Wittig-reaction. Condensation of carbon acids with nitroso compounds. The rearrangement...

Word Count : 2633

Aldehyde

Last Update:

carbon dioxide. Aldehydes participate in many reactions. From the industrial perspective, important reactions are: condensations, e.g., to prepare plasticizers...

Word Count : 3000

Astaxanthin

Last Update:

combines these chemicals together with an ethynylation and then a Wittig reaction. Two equivalents of the proper ylide combined with the proper dialdehyde...

Word Count : 2598

Carbonyldiimidazole

Last Update:

(C6H5)3P+-CH2R These can undergo the Wittig reaction to form α,β unsaturated ketones or aldehydes. The reagent can even undergo reaction with peroxide to form the...

Word Count : 1043

Homologation reaction

Last Update:

homologous aldose Wittig reaction of an aldehyde with methoxymethylenetriphenylphosphine, which produces a homologous aldehyde. Arndt–Eistert reaction is a series...

Word Count : 546

Sacubitril

Last Update:

using bleach with TEMPO as the catalyst. This aldehyde undergoes a Wittig reaction to for the α.β-unsaturated ester, which is converted to the lithium...

Word Count : 526

Williamson ether synthesis

Last Update:

Syntheses for the Undergraduate Laboratory: Diels−Alder Cycloaddition, Wittig Reaction, and Williamson Ether Synthesis". Journal of Chemical Education. 87...

Word Count : 1339

IUPAC nomenclature for organic chemical transformations

Last Update:

Knoevenagel condensation, Wittig reaction, Claisen–Schmidt condensation, Schotten–Baumann reaction, and Diels–Alder reaction. A lot of reactions derive their name...

Word Count : 245

PDF Search Engine © AllGlobal.net