Simultaneous production of diacetone alcohol and mesityl oxide from acetone using reactive distillation

2007 ◽  
Vol 62 (18-20) ◽  
pp. 5567-5574 ◽  
Author(s):  
Suman Thotla ◽  
Vishal Agarwal ◽  
Sanjay M. Mahajani
Keyword(s):  
Reactive Distillation ◽  
Mesityl Oxide ◽  
Simultaneous Production ◽  
Diacetone Alcohol

A comparative ion chemistry study of acetone, diacetone alcohol, and mesityl oxide

1986 ◽  
Vol 64 (10) ◽  
pp. 1979-1988 ◽  
Author(s):  
Afaf Kamar ◽  
Alexander Baldwin Young ◽  
Raymond Evans March
Keyword(s):  
Infrared Multiphoton Dissociation ◽  
Mesityl Oxide ◽  
Alternative Form ◽  
Dehydration Process ◽  
Ion Chemistry ◽  
Bimolecular Reactions ◽  
Common Structure ◽  
Diacetone Alcohol ◽  
Multiphoton Dissociation ◽  
Ion Species

The evolution of ion species by unimolecular and bimolecular reactions, both concurrent and sequential, has been investigated for each of 2-propanone, d6-2-propanone, 4-hydroxy-4-methyl-2-pentanone, and 4-methyl-3-penten-2-one. Infrared multiphoton dissociation (IRMPD) has been used in order to differentiate between gaseous ionic isomers. It is concluded that the isomeric species, protonated 2-propanone dimer and protonated 4-hydroxy-4-methyl-2-pentanone, both of m/z 117, are of different structures. The ion species C6H11O+ of m/z 99, and its perdeuterated analogue, which is observed in all three systems, may exist in two forms, one of which is unique to 2-propanone while an alternative form appears to be common to 4-hydroxy-4-methyl-2-pentanone and 4-methyl-3-penten-2-one. The ion species of m/z 83 (C5H7O+) which is observed only in the latter two systems only could not be differentiated and may have a common structure. In the protonated dimers of 2-propanone and 4-hydroxy-4-methyl-2-pentanone, evidence obtained by IRMPD indicates that the activation energy for dedimerization (134 kJ mol−1) is less than that for the dehydration process.

Nickel(II) and copper(II) complexes of the macrocyclic ligand 5,7,7-Trimethyl-1,4,8,11-tetraazacyclotetradec-4-ene

1975 ◽  
Vol 28 (2) ◽  
pp. 275 ◽  
Author(s):  
NF Curtis ◽  
TN Milestone
Keyword(s):  
Ground State ◽  
Macrocyclic Ligand ◽  
Mesityl Oxide ◽  
Singlet Ground State ◽  
Triplet Ground State ◽  
Diacetone Alcohol ◽  
Square Planar

Nickel(II) and copper(II) complexes of 1,4,8,11-tetraazaundecane, (L), react with acetone, diacetone alcohol or mesityl oxide to form complexes of the macrocyclic ligand 5,7,7-trimethyl-1,4,8,11-tetra- azacyclotetradec-4-ene. For the nickel(II) cation, singlet ground state, square planar, salts are formed with poorly coordinating anions such as tetrachlorozincate, and triplet ground state, pseudoocta- hedral compounds with coordinating anions. These occur as trans compounds (macrocycle in planar coordination) for the unidentate anions NCS-, N3- and Cl- and as cis compounds (macrocycle in folded coordination)for the chelating anions acetylacetonate and oxalate. Different configurations of the chiral nitrogen centres are optimum for planar and for folded coordination of the macrocycle.

scholarly journals Preparation of Triacetoneamine, I

1977 ◽  
Vol 32 (3) ◽  
pp. 328-337 ◽  
Author(s):  
G. Sosnovsky ◽  
M. Konieczny
Keyword(s):  
Gas Chromatography ◽  
Calcium Chloride ◽  
Room Temperature ◽  
Mesh Size ◽  
Mesityl Oxide ◽  
Diacetone Alcohol ◽  
Weight Yield ◽  
Optimized Conditions

The preparation of triacetoneamine (1) by the condensation of acetone with ammonia in the presence of calcium chloride at room temperature is investigated. In addition to 1, acetonin (8), diacetone alcohol (4), mesityl oxide, and diacetoneamine (7) are formed during the reaction. The progress of the reaction is monitored by gas chromatography. The effects of the extent and the rate of stirring, the amount of ammonia introduced on the critical first day of the reaction, and the mesh size and the amount of calcium chloride on the purity and weight yield of 1 are studied. The yield of 1 is maximized by recovery of the unreacted acetone. The reaction at room temperature under optimized conditions is described.

scholarly journals Development of Reaction-Rectification Process of Obtaining Mesityl Oxide. II. Analysis of Statics and Modeling of the Process

2019 ◽  
Vol 14 (2) ◽  
pp. 23-32
Author(s):  
M. A. Yakhyaev ◽  
V. S. Gutenkov ◽  
C. A. Cardona ◽  
Yu. A. Pisarenko
Keyword(s):  
Phase Equilibrium ◽  
Stationary State ◽  
Basic Equation ◽  
Process Model ◽  
Reactive Distillation ◽  
Reaction System ◽  
Practical Interest ◽  
Mesityl Oxide ◽  
Target Product ◽  
Distillation Process

Using the results of an earlier study of the physicochemical properties of the reaction system of the process of producing mesityl oxide, an analysis of the statics of the combined variant of the organization of this process was carried out. It is shown that of practical interest are the modes of the process corresponding to the first specified separation. In this case, the limiting stationary states, characterized by the maximum acetone conversion, selectivity, and the yield of the target product — mesityl oxide, are distinguished. The possibility of practical implementation of the limiting stationary state of the reactive distillation process for producing mesityl oxide, which provides almost complete conversion of acetone with a yield of mesityl oxide approaching 100%, has been proved. The limit stationary state corresponds to the reaction-distillation process with the selection of a single product stream. For the mode of carrying out the combined process that corresponds to the selected limiting stationary state, a schematic flow chart for the production of the target product has been proposed. By means of computational research, it has been established that the most rational option for organizing a reaction hub is to use a single apparatus in it — the reaction-distillation column. In the Aspen Plus® software package, a process model was constructed that corresponded to the proposed technological scheme and through a computational experiment, its structural and parametric optimization was carried out. As a result, the static parameters of the technological system were established, as well as the characteristics of the apparatuses, allowing to obtain the required quality product in the reactiondistillation column. output, approaching 100%. It has been shown that when modeling a chemicaltechnological system, it is necessary to use different sets of parameters of the basic equation used to describe phase equilibrium. Thus, for calculating reactive distillation and distillation columns, the liquid – vapor phase equilibrium parameters for the mesityl oxide–water system should be used, and when calculating the Florentine vessel for this mixture, it is necessary to use the parameters corresponding to the liquid – liquid equilibrium. The use of a single set of parameters of the basic equation leads to significant errors and inadequate description of the process of producing mesityl oxide by condensation of acetone.

scholarly journals Aldol condensation of refluxing acetone on CaC2 achieves efficient coproduction of diacetone alcohol, mesityl oxide and isophorone

RSC Advances ◽  
2018 ◽  
Vol 8 (53) ◽  
pp. 30610-30615 ◽  
Author(s):  
Xuebing Xu ◽  
Hong Meng ◽  
Yingzhou Lu ◽  
Chunxi Li
Keyword(s):  
Aldol Condensation ◽  
Mesityl Oxide ◽  
Diacetone Alcohol

The refluxing reaction of acetone on CaC2 realizes an efficient coproduction of diacetone alcohol, mesityl oxide, isophorone and C2H2.

Experimentally determined proton affinities of 4-methyl-3-penten-2-one, 2-propyl ethanoate, and 4-hydroxy-4-methyl-2-pentanone in the gas phase

1986 ◽  
Vol 64 (12) ◽  
pp. 2368-2370 ◽  
Author(s):  
Afaf Kamar ◽  
Alexander Baldwin Young ◽  
Raymond Evans March
Keyword(s):  
Gas Phase ◽  
Proton Affinity ◽  
Mesityl Oxide ◽  
Proton Affinities ◽  
Storage Duration ◽  
Diacetone Alcohol ◽  
Ion Storage ◽  
Protonated Species

Proton affinities have been determined for 4-methyl-3-penten-2-one, 2-propyl ethanoate, and 4-hydroxy-4-methyl-2-pentanone in the gas phase at 333 K. A quadrupole ion store (QUISTOR) was employed to study mass spectrometrically the equilibrium between a species of known proton affinity and one of the above compounds; equilibrium between protonated species was monitored over an ion storage duration of 100 ms. The values of the proton affinities were found to be 870.5 ± 0.8 kJ mol−1 for 4-methyl-3-penten-2-one (mesityl oxide); 842.7 ± 0.6 kJ mol−1 for 2-propyl ethanoate; and 831.6 ± 0.8 kJ mol−1 for 4-hydroxy-4-methyl-2-pentanone (diacetone alcohol).

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