ChemicalBook CAS DataBase List Mesityl oxide

Mesityl oxide synthesis

12synthesis methods

Product Name:Mesityl oxide
CAS Number:141-79-7
Molecular formula:C6H10O
Molecular Weight:98.14

By reacting acetone or diacetone alcohol with iodine or other dehydrating agent; by condensation of acetone over sulfonated polystyrene-divinylbenzene resin used as an ion exchange catalyst.

123-42-2 Synthesis

123-42-2
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141-79-7
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14575-13-4
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Yield:14575-13-4 66 %Spectr. ，141-79-7 34 %Spectr.

Reaction Conditions:

with 1-chloro-1-(dimethylamino)-2-methyl-1-propene in dichloromethane at 20; for 2 h;Inert atmosphere;

Steps:

4.6.7. Reaction of 4-hydroxy-4-methylpentan-2-one with 2a.
Procedure B: 0.37 g (3.2 mmol) hydroxyketone, 0.47 (3.5 mmol) 2a, 2 h. A 2/1 mixture of chloride and alkene was obtained as shown by ¹H NMR. For chloride: ¹H NMR (200 MHz, CDCl₃): 2.95 (s, 2H,CH₂COCH₃), 2.2 (s, 3H, COCH₃), 1.70 (s, 6H, (CH₃)₂CCl). For vinylketone: ¹H NMR (200 MHz, CDCl₃): 6.10 (m, 1H, HC=C), 2.20 (s, 3H, COCH₃), 2.14 (d, J=1.2 Hz, 3H, CH₃C=), 1.89 (d, J=1.2 Hz, 3H, CH₃C=).

References:

Munyemana, François;George, Isabelle;Devos, Alain;Colens, Alain;Badarau, Eduard;Frisque-Hesbain, Anne-Marie;Loudet, Aurore;Differding, Edmond;Damien, Jean-Marie;Rémion, Jeanine;Van Uytbergen, Jacqueline;Ghosez, Léon [Tetrahedron,2016,vol. 72,# 3,p. 420 - 430]