Driving reaction

In organic chemistry, the Treibs reaction is an acetoxylation of a (terminal) alkene in the allyl position, discovered by Wilhelm Treibs in 1948 :

The reaction takes place in the heat through the action of mercury (II) acetate . The breadth of the application of this reaction is described in detail in a review article.

Practical meaning

The Treibs reaction is a purely laboratory process. Because of the formation of stoichiometric amounts of toxic waste materials , the atom economy of the method is so bad that nobody realizes a technical synthesis for acetoxylated alkenes based on this reaction.

Individual evidence

↑ Wilhelm Treibs: About the acetylating oxidation of ketones and olefins with mercuric acetate . In: The natural sciences . tape 35 , no. 4 , 1948, pp. 125 , doi : 10.1007 / BF00626784 .
↑ Otto-Albrecht Neumüller (Ed.): Römpps Chemie-Lexikon. Volume 6: T-Z. 8th revised and expanded edition. Franckh'sche Verlagshandlung, Stuttgart 1988, ISBN 3-440-04516-1 , p. 4328.
↑ David J. Rawlinson, George Sosnovsky: One-Step Substitutive Acyloxylation at Carbon. Part II. Reactions Involving Metal Salts . In: Synthesis . tape 1973 , no. 10 , 1973, p. 567 , doi : 10.1055 / s-1973-22262 (English).

[Treibs-1] Wilhelm Treibs: About the acetylating oxidation of ketones and olefins with mercuric acetate . In: The natural sciences . tape 35 , no. 4 , 1948, pp. 125 , doi : 10.1007 / BF00626784 .

[Römpp-2] Otto-Albrecht Neumüller (Ed.): Römpps Chemie-Lexikon. Volume 6: T-Z. 8th revised and expanded edition. Franckh'sche Verlagshandlung, Stuttgart 1988, ISBN 3-440-04516-1 , p. 4328.

[3] David J. Rawlinson, George Sosnovsky: One-Step Substitutive Acyloxylation at Carbon. Part II. Reactions Involving Metal Salts . In: Synthesis . tape 1973 , no. 10 , 1973, p. 567 , doi : 10.1055 / s-1973-22262 (English).