Isopropyl acetate is produced through the esterification reaction of isopropanol and acetic acid. This results in isopropyl acetate and water as products. Isopropyl acetate is a colorless liquid with a fruity odor that is used as a solvent and in perfumes. It can be produced through various methods, including membrane reactors, semibatch reactive distillation, and enzymatic synthesis using immobilized lipase. Membrane reactors allow for simultaneous reaction and separation. Semibatch reactive distillation operates under conditions like a molar ratio of reactants, temperature and pressure. Enzymatic synthesis uses lipase as a biocatalyst and has advantages such as mild reaction conditions and high selectivity.
2. Introduction
● Isopropyl Acetate is a colorless liquid with a
fruity odor. It is used as a solvent for
cellulose, plastics, oils and fats, and in
printing inks and perfume.
● Vapor Pressure: 42 mm Hg at 680F (200C)
● Flash Point: 36 0F (20C)
● Water Solubility: Slightly soluble
● Acetic Acid, 1-Methylethyl Ester
4. Mechanisms
● Esters are formed when an alcohol and carboxylic
acid react, also resulting in the bi product of water.
● The ester isopropyl acetate’s systematic name is
isopropyl ethanoate. If you look at the systematic
name, it gets the ending –Oate from the carboxylic
acid and the –isopropyl comes from the isopropyl
alcohol.
7. Basic Structure
• The general formula is R-CO-
OR’.
•The central carbon atom has to
bonds to an oxygen atom (the
carbonyl group)
•C=O is a single bond to
another carbon atom
represented by R
•A single bond to an oxygen
atom is connected to a carbon
atom represented by R’
•If the R and R’ groups are
bonded to each other , they will
form a ring and make a cyclic
ester or lactone.
8. Characteristics
● Solvents
● Liquids
● Solubility in water decreases as molecular weight
● The word Ester was coined by L. Gmelin (1788-1853)
● Compound produced by the reaction between an acid
and alcohol by the elimination of a water molecule.
● 2 different groups- from organic acid there is the acyl
portion, RCO, and from the alcohol is the alkyl or
aryl group, OR.
9. Types of Reactors for production of
isopropyl acetate
● Membrane Reactors
● Semibatch Reactive Distillation for Isopropyl
Acetate Synthesis
● Enzymatic Synthesis of Isopropyl Acetate by
Immobilized Bacillus cereus Lipase in Organic Medium
12. Enzymatic Synthesis of Isopropyl Acetate:
1. Environment-friendly biocatalysts are now rapidly
substituting the conventional harsh chemical methods
for the synthesis of important fatty acid esters used in
many chemicals, medicines, cosmetics, and foods.
2. The attention towards tremendous use of microbial
lipase (triacylglycerol acylhydrolase) was exploited in
the past decade leading to the easy
hydrolysis/synthesis of esters at ambient condition with
an advantage of precise selectivity. Such reactions
mediated by biocatalysts have advantages like mild
reaction conditions, one step synthesis without
protection and deprotection steps, and easy application
to food processing.
13. Cont..
33. A lipase catalyzes a reversible reaction and the
direction and equilibrium is determined by activities of
substrate, products, temperature and pressure.
14. Membrane Reactor
• A membrane reactor is a device for simultaneously
performing a reaction
• The membrane not only plays the role of a separator,
but also takes place in the reaction itself.
• A membrane-based separation in the same physical
device
• Membrane can be defined essentially as a barrier
which separates two phases and restricted transport
various chemicals in a selected manner.
17. Examples
● Polymerization of an ester can produce the
artificial fiber polyester.
● Soap- boiling an ester with an alkali, such as
sodium hydroxide, recovers the alcohol and
produces the sodium salt of the acid in a process
called based catalyzed hydrolysis.
● Are used as chemical processes, perfumes, and
solvents
● Are in aspirin, vitamin C, and triglyceride
18. ● Ester is the main chemical in the fruit flavors, so
without it the fruit flavors wouldn’t taste as real.
● Flavorings are in a ton of different types of foods and
drinks, so without Ester all of the chemical
components would need to change.
● Ester is usually the starting chemical used and then
other chemicals are added to make it a more realistic
taste.
● Life would be different without Ester because all of
the tastes that we have been used to would change
the taste of many flavors.
19. Real World Importance
● Isopropyl acetate is found in alcoholic beverages. Isopropyl
acetate is isolated from ripening melons, apples, bananas,
blackcurrants, other fruits and grape oil. Also present in
cheddar cheese, soybean, beer, red wine, white wine and
plum brandy. Isopropyl acetate is a flavouring ingredient
Isopropyl acetate is a solvent with a wide variety of
manufacturing uses that is miscible with most other organic
solvents, and moderately soluble in water. It is used as a
solvent for cellulose, plastics, oil and fats. It is a component
of some printing inks and perfumes. Isopropyl acetate is an
ester, an organic compound which is the product of
condensation of acetic acid and isopropanol. It is a clear,
colorless liquid with a characteristic fruity odor
21. Works Cited
● (1) Sundmacher, K., Kienle, A., Eds. ReactiVe Distillation: Status and
Future Directions; Wiley-VCH Verlag GmbH & Co. KGaA:
Weinheim,Germany, 2003.
● “Ester.” The Gale Encyclopedia of Science. Ed. K. Lee Lerner and
Brenda Wilmoth Lerner. 4th ed. Detroit: Gale, 2008. Gale Science in
Context Web. 4 May 2012.
● http://www2.chemistry.msu.edu/faculty/reusch/VirtTxtJml/intro1.ht
m
● http://goldbook.iupac.org/
● http://chemed.chem.purdue.edu/genchem/topicreview/bp/2organic/2
org_frame.html
● http://www.chemistry-drills.com/functional-groups.php?q=simple
● R. Sharma, Y. Chisti, and U. C. Banerjee, “Production, purification, characterization,
and applications of lipases,” Biotechnology Advances, vol. 19, no. 8, pp. 627–662,
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