In organic chemistry, Nef synthesis is the addition of sodium acetylides to aldehydes and ketones to yield propargyl alcohols.[1][2][3][4][5][6] It is named for John Ulric Nef, who discovered the reaction in 1899.
| Nef synthesis | |
|---|---|
| Named after | John Ulric Nef |
| Reaction type | Coupling reaction |
| Identifiers | |
| RSC ontology ID | RXNO:0000506 |
This process is often erroneously referred to as the Nef reaction,[4][7][8][9] which is an unrelated chemical transformation discovered by the same chemist.
See also
editReferences
edit- ^ Nef, John Ulric (1899). "Ueber das Phenylacetylen, seine Salze und seine Halogensubstitutionsproducte" (PDF). Justus Liebigs Annalen der Chemie. 308 (3): 264–328. doi:10.1002/jlac.18993080303.
- ^ Johnson, A. W. (1946). The Chemistry of the Acetylenic Compounds (1st ed.). London: Arnold. p. 11. Retrieved 25 February 2016.
- ^ Hurd, Charles D.; McPhee, Warren D. (1947). "Condensation of Acetylene with Acetone and Other Ketones". Journal of the American Chemical Society. 69 (2): 239–241. doi:10.1021/ja01194a018.
- ^ a b Oroshnik, William; Mebane, Alexander D. (1949). "The Nef Reaction with α,β-Unsaturated Ketones". Journal of the American Chemical Society. 71 (6): 2062–2065. doi:10.1021/ja01174a048.
- ^ Raphael, Ralph Alexander (1955). Acetylenic Compounds in Organic Synthesis (1st ed.). London: Butterworths. p. 10. Retrieved 25 February 2016.
- ^ Coffman, Donald D. (1940). "Dimethylethhynylcarbinol". Organic Syntheses. 40: 20. doi:10.15227/orgsyn.020.0040.
- ^ Viehe, Heinz Günter (1969). Chemistry of Acetylenes (1st ed.). New York: Marcel Dekker, inc. pp. 207–241. doi:10.1002/ange.19720840843.
- ^ Wolfrom, Melville L. (1960). "John Ulric Nef: 1862—1915". Biographical Memoirs (PDF) (1st ed.). Washington, DC: National Academy of Sciences. p. 218. Retrieved 24 February 2016.
- ^ Smith, Michael B.; March, Jerry (2007). "Chapter 16. Addition to Carbon–Hetero Multiple Bonds". March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th ed.). Hoboken, New Jersey: John Wiley & Sons, Inc. pp. 1359–1360. doi:10.1002/9780470084960.ch16. ISBN 9780471720911.
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