Nef synthesis explained

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.

This process is often erroneously referred to as the Nef reaction,^{[7] [8] [9]} which is an unrelated chemical transformation discovered by the same chemist.

See also

• Alkynation

Notes and References

1. Nef. John Ulric. Ueber das Phenylacetylen, seine Salze und seine Halogensubstitutionsproducte. Justus Liebigs Annalen der Chemie. 1899. 308. 3. 264–328. 10.1002/jlac.18993080303.
2. Book: Johnson. A. W.. The Chemistry of the Acetylenic Compounds. 1946. Arnold. London. 11. 1st. 25 February 2016.
3. Hurd. Charles D.. McPhee. Warren D.. Condensation of Acetylene with Acetone and Other Ketones. Journal of the American Chemical Society. 1947. 69. 2. 239–241. 10.1021/ja01194a018.
4. Oroshnik. William. Mebane. Alexander D.. The Nef Reaction with α,β-Unsaturated Ketones. Journal of the American Chemical Society. 1949. 71. 6. 2062–2065. 10.1021/ja01174a048.
5. Book: Raphael. Ralph Alexander. Acetylenic Compounds in Organic Synthesis. 1955. Butterworths. London. 10. 1st. 25 February 2016.
6. Coffman. Donald D.. Dimethylethhynylcarbinol. Organic Syntheses. 1940. 40. 20. 10.15227/orgsyn.020.0040.
7. Book: Viehe. Heinz Günter. Chemistry of Acetylenes. registration. 1969. Marcel Dekker, inc.. New York. 207–241. 1st. 10.1002/ange.19720840843.
8. Book: Melville Wolfrom. Wolfrom. Melville L.. Biographical Memoirs. John Ulric Nef: 1862—1915. 1960. National Academy of Sciences. Washington, DC. 218. 1st. 24 February 2016.
9. Book: Smith. Michael B.. March. Jerry. March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Chapter 16. Addition to Carbon–Hetero Multiple Bonds. 2007. John Wiley & Sons, Inc.. Hoboken, New Jersey. 9780471720911. 1359–1360. 6th. 10.1002/9780470084960.ch16.