Methyl isobutyl ketone

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Methyl isobutyl ketone
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.

Synthesis of MIBK from acetone

[edit] Uses

It is used as a solvent for CS in the preparation of the CS spray used currently by British police forces. [1]

[edit] References

  1. ^ Response to BMJ editorial Peter J Gray (25 February 2000)

[edit] External links

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