4-Methyl-2-pentanol

4-Methyl-2-pentanol (IUPAC name: 4-methylpentan-2-ol) or methyl isobutyl carbinol (MIBC) is an organic chemical compound used primarily as a frother in mineral flotation and in the production of lubricant oil additives such as Zinc dithiophosphate.[4] It is also used as a solvent, in organic synthesis, and in the manufacture of brake fluid[5] and as a precursor to some plasticizers. It is an acetone derivative in liquid state, with limited solubility in water but generally miscible with most organic solvents.[4]

4-Methyl-2-pentanol[1]
Names
Preferred IUPAC name
4-Methylpentan-2-ol
Other names
4-Methyl-2-pentanol
Methyl isobutyl carbinol
MIBC
Isobutyl methyl carbinol
2-Methyl-4-pentanol
4-Methylpentane-2-ol
1,3-Dimethylbutanol
Methyl amyl alcohol
Isobutyl methyl methanol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.229
EC Number
  • 203-551-7
RTECS number
  • SA7350000
UNII
UN number 2053
  • InChI=1S/C6H14O/c1-5(2)4-6(3)7/h5-7H,4H2,1-3H3 checkY
    Key: WVYWICLMDOOCFB-UHFFFAOYSA-N checkY
  • InChI=1/C6H14O/c1-5(2)4-6(3)7/h5-7H,4H2,1-3H3
    Key: WVYWICLMDOOCFB-UHFFFAOYAI
  • OC(C)CC(C)C
Properties
C6H14O
Molar mass 102.174 g/mol
Appearance colorless liquid
Odor mild
Density 0.8075 g/cm3 at 20 °C
Melting point −90 °C (−130 °F; 183 K)
Boiling point 131.6 °C (268.9 °F; 404.8 K)
15 g/L
Solubility soluble in ethanol, diethyl ether
Vapor pressure 0.698 kPa
-80.4·10−6 cm3/mol
Viscosity 4.07 mPa·s
Thermochemistry
273.0 J·mol−1·K−1 (liquid)
-394.7 kJ·mol−1 (liquid)
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Warning
H226, H335
P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P312, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
2
2
0
Flash point 41 °C (106 °F; 314 K)
Explosive limits 1-5.5%[2]
Lethal dose or concentration (LD, LC):
2590 mg/kg (rat, oral)[3]
1000 mg/kg (mouse, oral)[3]
2000 ppm (rat, 4 hr)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 25 ppm (100 mg/m3) [skin][2]
REL (Recommended)
TWA 25 ppm (100 mg/m3) ST 40 ppm (165 mg/m3) [skin][2]
IDLH (Immediate danger)
400 ppm[2]
Related compounds
Related compounds
Hexanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

References

  1. Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–398, 5–47, 8–106, 15–22, 16–24, ISBN 0-8493-0594-2
  2. NIOSH Pocket Guide to Chemical Hazards. "#0422". National Institute for Occupational Safety and Health (NIOSH).
  3. "Methyl isobutyl carbinol". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. "Methyl Isobutyl Carbinol (MIBC): Product Overview". Celanese. Retrieved 5 July 2022.
  5. Howard, Philip H. (1993), Handbook of Environmental Fate and Exposure Data for Organic Chemicals, vol. 4, Boca Raton, Florida: CRC Press, pp. 430–434, ISBN 978-0-87371-413-6, retrieved 2010-01-22


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