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Methyl isobutyl ketone
From Wikipedia, the free encyclopedia
| Methyl isobutyl ketone | |
|---|---|
 |
|
| General | |
| Systematic name | 2-Methylpentan-4-one |
| Other names | Isopropylacetone Hexone Isobutyl methyl ketone Isopropylacetone 4-Methylpentan-2-one 4-Methyl-2-pentanone |
| Molecular formula | C6H12O |
| SMILES | CC(C)CC(=O)C |
| Molar mass | 100.2 g/mol |
| Appearance | colorless liquid |
| CAS number | [108-10-1] |
| Properties | |
| Density and phase | 0.80 g/ml, liquid |
| Solubility in water | 1.91 g/100 ml (20 °C) |
| Melting point | −84.7 °C |
| Boiling point | 117-118 °C |
| Acidity (pKa) | ? |
| Viscosity | 0.58 cP at 20.0 °C |
| Dipole moment | 4.2 D |
| Hazards | |
| MSDS | External MSDS |
| EU classification | Flammable (F) Harmful (Xn) |
| NFPA 704 |
3
2
0
|
| R-phrases | R11, R20, R36/37, R66 |
| S-phrases | S2, S9, S16, S29 |
| Flash point | 14 °C |
| RTECS number | SA9275000 |
| Supplementary data page | |
| Structure and properties |
n, εr, etc. |
| Thermodynamic data |
Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Related ketones | Methyl isopropyl ketone Pentan-2-one |
| Related compounds | 2-Methylpentan-4-ol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
|
Methyl isobutyl ketone (MIBK) is a ketone that is widely used as a solvent. Unlike the other common ketone solvents, acetone and MEK, MIBK has quite low solubility in water, allowing it to be used for liquid-liquid extraction. It has a similar polarity to the ester solvent ethyl acetate, but higher stability towards aqueous acid or base than ethyl acetate.
Methyl isobutyl ketone is manufactured from acetone, via a three-step process. Firstly acetone is dimerised via the aldol condensation to give diacetone alcohol, which readily dehydrates to give mesityl oxide. Mesityl oxide can then be hydrogenated to give MIBK.
It is used as a solvent for CS in the preparation of the CS spray used currently by British police forces. [1]
- ^ Response to BMJ editorial Peter J Gray (25 February 2000)