2. OVERVIEW
• Introduction
• About the compound.
• Structure.
• Properties.
• History.
• MSDS.
• Preparation.
• Major Producers.
• Production and Consumption.
• Statistics.
3. ABOUT THE COMPOUND
• Acetone (IUPAC name Propan-2-one) is the
organic compound with the formula (CH3)2CO.
It is the Simplest Ketone.
• Acetone serves as an important solvent in the
lab as well as in the industry.
• It also serves as a cleaning agent as it
is able to dissolve almost all the
compounds.
5. PROPERTIES
Molecular formula : C3H6O
Molar mass : 58.08 g·mol−1
Appearance : Colorless liquid
Odor : Pungent, Irritating, Floral
Density : 0.791 g cm−3
Melting point : −95 °C; −139 °F; 178 K
Boiling point : 56 °C; 133 °F; 329 K
Solubility in water : Miscible
Solubility miscible in : Benzene, diethyl ether, methanol, chloroform, ethanol
Vapor pressure : 9.39 kPa (0 °C) 30.6 kPa (25 °C) 374 kPa (100 °C) 2.8 MPa (200 °C)
Acidity (pKa) : 19.2
Refractive index (nD) : 1.359
Viscosity : 0.36 (10 °C) 0.295 cP (25 °C)
6. HISTORY
• Industrial exploitation of ABE (Acetone–butanol-
ethanol) fermentation started in 1916, during World
War I, with Chaim Weizmann's isolation of
Clostridium acetobutylicum.
• Thus the first lab production of acetone dates back
to 1916.
• Also Acetone was the reason that the Germans lost
the World War 1.
9. PREPARATION
• Acetone is produced using different methods:-
1. Cumene Process.
2. From Alkane nitriles.
3. Hydrolysis of Gem-Dihalides.
4. Oxidation of isopropyl alcohol.
5. Ozonolysis of alkenes.
6. Fermentation process.
10. 1) CUMENE PROCESS
• The air oxidation of cumene (isopropyl benzene) leads to the production of
both phenol and acetone, as shown in the following figure. The mechanisms
for the formation and degradation of cumene hydroperoxide require closer
looks, which are provided following the figure.
17. 2) FROM ALKANENITRILES
• Reaction of Grignard reagent with alkane
nitriles followed by hydrolysis results in
formation of ketones.
18. REACTIONS
• So, Ethanenitrile reacts with
Methylmagnesium bromide and it is
followed by hydrolysis.
• At the end of hydrolysis we get acetone.
19. MECHANISM
• Step 1: Nitriles reacts with grignard reagent and
to produce magnesium salt of imine.
20. MECHANISM
• Step 2: Then imine followed by hydrolysis and
to produce ketone.
21. 3)HYDROLYSIS OF GEM-
DIHALIDES
• Ketones are produced by alkaline hydrolysis of
those gem-dihalides in which the two halogen
atoms are attached to a non-terminal carbon
atom.
23. MECHANISM
• Step 1: Alkaline hydrolysis with gem-dihalide
and it produces mono helo hydroxy compound.
• Step 2: Again nucleophilic substitution to form di
hydroxy compound.
• Step 3: It wll eleminate water molecule and to
form ketone.
24.
25. 4) OXIDATION OF ISOPROPYL
ALCOHOL
• Ketones can be prepared by controlled
oxidation of secondary alcohol using an
acidified solution of potassium dichromate.
27. 5) OZONOLYSIS OF ALKENES
• Ozone is passed through an alkene in an inert
solvent, and it form an ozonide.
• Ozonide are explosives compounds.
• Then warming with zinc and water , it will form
aldehydes, ketones or an aldehyde and ketone,
depending upon structure of alkene.
30. 6)FERMENTATION PROCESS
• The process may be likened to how yeast ferments sugars to produce
ethanol for wine, beer, or fuel, but the organisms that carry out the ABE
fermentation are strictly anaerobic(obligate anaerobes). The ABE
fermentation produces solvents in a ratio of 3 parts acetone, 6 parts butanol
to 1 part ethanol. It usually uses a strain of bacteria from
theClassClostridia (Family Clostridiaceae). Clostridium acetobutylicum is the
most well-studied and widely used species, although Clostridium
beijerinckii has also been used with good results.
31. MAJOR PRODUCERS
• Indian producers and their installed capacity:
Source: Govt. of India, Ministry of Commerce, Antidumping statement dated 10th April 2012
32. ANNUAL ALL INDIA PRODUCTION
LEVEL OF ACETONE
Source: Annual Report , Ministry of Chemicals & Fertilizers, Department of Chemicals and Petrochemicals
33. COUNTRY WISE EXPORTS
Source: Annual Report , Ministry of Chemicals & Fertilizers, Department of Chemicals and Petrochemicals