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4-Methyl-2-pentanol

Summary

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
  • 108-11-2 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL448896 checkY
ChemSpider
  • 7622 checkY
ECHA InfoCard 100.003.229 Edit this at Wikidata
EC Number
  • 203-551-7
  • 7910
RTECS number
  • SA7350000
UNII
  • 8U34XJK0R0 ☒N
UN number 2053
  • DTXSID2026781
  • 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 diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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).
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Infobox references

References edit

  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. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0422". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ a b c "Methyl isobutyl carbinol". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. ^ a b "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