Comment: Concerning the Cleavage of Tertiary Amines With Acetic Anhydride

1973 ◽  
Vol 51 (13) ◽  
pp. 2177-2179 ◽  
Author(s):  
R. P. Mariella ◽  
K. H. Brown
Keyword(s):  
Acetic Acid ◽  
Acetic Anhydride ◽  
Methyl Acetate ◽  
Tertiary Amines

The failure of methyl-substituted tertiary amines to yield methyl acetate on cleavage by acetic anhydride indicates that the mechanism proposed by Gol'dfarb and Belen'kii cannot be correct. The results of cleavage of cinnamyldimethylamine are offered as support for the mechanism proposed by Mariella and Brown. Catalysis by acetic acid is not considered to be important.

scholarly journals Comparison of alternative methods for methyl acetate + methanol + acetic acid + acetic anhydride mixture separation

2019 ◽  
Vol 14 (5) ◽  
pp. 51-60
Author(s):  
A. V. Frolkova ◽  
Yu. I. Shashkova ◽  
А. К. Frolkova ◽  
М. A. Mayevskiy
Keyword(s):  
Acetic Acid ◽  
Acetic Anhydride ◽  
Methyl Acetate ◽  
Topological Analysis ◽  
Extractive Distillation ◽  
Alternative Methods ◽  
Local Composition ◽  
Mixture Separation ◽  
Pressure Swing ◽  
Pressure Swing Distillation

Objectives. The paper is a comparative analysis of methyl acetate + methanol + acetic acid + acetic anhydride industrial mixture separation flowsheets based on the use of special distillation methods (extractive distillation and pressure-swing distillation). The results obtained illustrate the variability of the structure of the technological separation flowsheet.Methods. Mathematical modeling using the software package Aspen Plus V. 10.0 was chosen as the research method. The simulation was based on the local composition equation NRTL and the Hayden–O’Connell equation of state. The relative uncertainties of phase equilibrium description do not exceed 3%.Results. The vapor–liquid diagram of the quaternary mixture of methyl acetate + methanol + acetic acid + acetic anhydride was studied using thermodynamic topological analysis. It was shown that the system contains one binary azeotrope and is characterized by one distillation region. Although the structure is not complex, there is a possibility of using several methods for mixture separation: pressure-swing distillation, and extractive distillation with different entrainers. Twelve flowsheets with different structure were proposed, and 29 variants of separation were compared.Conclusions. It was shown that the most perspective structure for the separation of a methyl acetate + methanol + acetic acid + acetic anhydride mixture is a combination of distributed sequence separation and extractive distillation.

An unusual reaction of a bridged triterpenoid α-diketone with acetic anhydride

1991 ◽  
Vol 56 (12) ◽  
pp. 2917-2935 ◽  
Author(s):  
Eva Klinotová ◽  
Václav Křeček ◽  
Jiří Klinot ◽  
Miloš Buděšínský ◽  
Jaroslav Podlaha ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Nmr Spectroscopy ◽  
Acetic Anhydride ◽  
Spectral Methods ◽  
X Ray Diffraction ◽  
X Ray ◽  
Mild Conditions ◽  
Condensation Products ◽  
Unsaturated Lactones ◽  
C Nmr

3β-Acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide (IIIa) reacts with acetic anhydride in pyridine under very mild conditions affording β-lactone IVa and γ-lactones Va and VIIa as condensation products. On reaction with pyridine, lactones Va and VIIa undergo elimination of acetic acid to give unsaturated lactones VIIIa and IXa, respectively. Similarly, the condensation of 20β,28-epoxy-21,22-dioxo-18α,19βH-ursan-3β-yl acetate (IIIb) with acetic anhydride leads to β-lactone IVb and γ-lactone Vb; the latter on heating with pyridine affords unsaturated lactone VIIIb and 21-methylene-22-ketone Xb. The structure of the obtained compounds was derived using spectral methods, particularly 1H and 13C NMR spectroscopy; structure of lactone IVa was confirmed by X-ray diffraction.

Coulometric generation of acetylions by oxidation of mercury in acetic anhydride and in acetic acid/acetic anhydride mixture

1988 ◽  
Vol 212 ◽  
pp. 73-79 ◽  
Author(s):  
V. Vajgand ◽  
R. Mihajlović ◽  
Lj. Mihajlović ◽  
V. Joksimović
Keyword(s):  
Acetic Acid ◽  
Acetic Anhydride

Microwave Irradiated Acetylation of p-Anisidine: A Step towards Green Chemistry

2008 ◽  
Vol 6 (1) ◽  
Author(s):  
Mousumi Chakraborty ◽  
Vaishali Umrigar ◽  
Parimal A. Parikh
Keyword(s):  
Acetic Acid ◽  
Reaction Time ◽  
Green Chemistry ◽  
Acetic Anhydride ◽  
Microwave Irradiation ◽  
Organic Solvent ◽  
Reaction Times ◽  
Microwave Energy ◽  
Operating Parameters ◽  
Feed Composition

The present study aims at assessing the effect of microwave irradiation against thermal heat on the production of N-acetyl-p-anisidine by acetylation of p-anisidine. The acetylation of p-anisidine under microwave irradiation produces N-acetyl-p-anisidine in shorter reaction times, which offers a benefit to the laboratories as well as industries. It also eliminates the use of excess solvent. Effects of operating parameters such as reaction time, feed composition, and microwave energy and reaction temperature on selectivity to the desired product have been investigated. The results indicate as high as a 98% conversion of N-acetyl-p-anisidine can be achieved within 12-15 minutes using acetic acid. The use of acetic acid as an acetylating agent against conventionally used acetic anhydride eliminates the handling of explosive acetic anhydride and also the energy intensive distillation step for separation of acetic acid. Organic solvent like acetic anhydride are not only hazardous to the environment, they are also expensive and flammable.

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