Difference between revisions of "Methyl isobutyl ketone"
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| − | | Density = 0.802 g/cm<sup>3</sup> | + | | Density = 0.802 g/cm<sup>3</sup> (20 °C) |
| Formula = C<sub>6</sub>H<sub>12</sub>O<br>(CH<sub>3</sub>)<sub>2</sub>CHCH<sub>2</sub>C(O)CH<sub>3</sub> | | Formula = C<sub>6</sub>H<sub>12</sub>O<br>(CH<sub>3</sub>)<sub>2</sub>CHCH<sub>2</sub>C(O)CH<sub>3</sub> | ||
| HenryConstant = | | HenryConstant = | ||
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| pKa = | | pKa = | ||
| pKb = | | pKb = | ||
| − | | Solubility = 1.91 g/100 | + | | Solubility = 1.91 g/100 ml (20 °C) |
| − | | SolubleOther = | + | | SolubleOther = Miscible with [[acetone]], [[benzene]], [[chloroform]], [[diethyl ether]], [[ethanol]] |
| Solvent = | | Solvent = | ||
| VaporPressure = 16 mmHg (20 °C) | | VaporPressure = 16 mmHg (20 °C) | ||
Revision as of 18:38, 31 March 2020
| Names | |
|---|---|
| IUPAC name
4-Methylpentan-2-one
| |
| Other names
4-Methyl-2-oxopentane
4-Methyl-2-pentanone 2-Methylpropyl methyl ketone Hexone Isobutyl methyl ketone Isobutylmethyl ketone Isohexanone Isopropylacetone MIBK | |
| Properties | |
| C6H12O (CH3)2CHCH2C(O)CH3 | |
| Molar mass | 100.16 g/mol |
| Appearance | Colorless liquid |
| Odor | Pleasant, camphor-like |
| Density | 0.802 g/cm3 (20 °C) |
| Melting point | −84.7 °C (−120.5 °F; 188.5 K) |
| Boiling point | 117–118 °C (243–244 °F; 390–391 K) |
| 1.91 g/100 ml (20 °C) | |
| Solubility | Miscible with acetone, benzene, chloroform, diethyl ether, ethanol |
| Vapor pressure | 16 mmHg (20 °C) |
| Hazards | |
| Safety data sheet | Sigma-Aldrich |
| Flash point | 14 °C (57 °F; 287 K) |
| Lethal dose or concentration (LD, LC): | |
| LD50 (Median dose)
|
2.080 mg/kg (rat, oral) |
| Related compounds | |
| Related compounds
|
Methyl ethyl ketone |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Methyl isobutyl ketone (MIBK) is the organic compound with the formula (CH3)2CHCH2C(O)CH3.
Contents
Properties
Chemical
Methyl isobutyl ketone is flammable and will burn if ignited in open air, releasing carbon dioxide, water vapors and soot.
Reductive coupling of MIBK with 4-aminodiphenylamine yields N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylene diamine (6PPD), an antiozonant used in tires.
Physical
MIBK is a colorless liquid, with a pleasant odor, which is flammable and somewhat volatile.
Unlike the other common ketone solvents, such as acetone and MEK, MIBK has quite low solubility in water, making it useful for liquid-liquid extractions.
Availability
MIBK is sold by chemical suppliers.
In US, it is classified as DEA list II chemical, due to its use as substitute ketone in the processing of cocaine. Other countries may have similar restrictions.
Preparation
Methyl isobutyl ketone is made from acetone via a three-step process. Firstly acetone undergoes an aldol reaction to give diacetone alcohol, which readily dehydrates to give mesityl oxide. Mesityl oxide can then be hydrogenated to give MIBK.
Projects
- Liquid-liquid extractions
- Solvent for nitrocellulose, lacquers, polymers, resins
- Make 6PPD, an antiozonant used in tires
Handling
Safety
MIBK is irritant and flammable.
Storage
Should be kept in closed bottles.
Disposal
Can be safely burned outside or in an incinerator.
