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4-Methyl-2-pentanol

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4-Methyl-2-pentanol
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
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.229 Edit this at Wikidata
EC Number
  • 203-551-7
PubChem CID
RTECS number
  • SA7350000
UNII
UN number 2053
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H14O/c1-5(2)4-6(3)7/h5-7H,4H2,1-3H3Key: WVYWICLMDOOCFB-UHFFFAOYSA-N
  • InChI=1/C6H14O/c1-5(2)4-6(3)7/h5-7H,4H2,1-3H3Key: WVYWICLMDOOCFB-UHFFFAOYAI
SMILES
  • OC(C)CC(C)C
Properties
Chemical formula C6H14O
Molar mass 102.174 g/mol
Appearance colorless liquid
Odor mild
Density 0.8075 g/cm at 20 °C
Melting point −90 °C (−130 °F; 183 K)
Boiling point 131.6 °C (268.9 °F; 404.8 K)
Solubility in water 15 g/L
Solubility soluble in ethanol, diethyl ether
Vapor pressure 0.698 kPa
Magnetic susceptibility (χ) -80.4·10 cm/mol
Viscosity 4.07 mPa·s
Thermochemistry
Heat capacity (C) 273.0 J·mol·K (liquid)
Std enthalpy of
formation
fH298)
-394.7 kJ·mol (liquid)
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS07: Exclamation mark
Signal word Warning
Hazard statements H226, H335
Precautionary statements 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%
Lethal dose or concentration (LD, LC):
LD50 (median dose) 2590 mg/kg (rat, oral)
LDLo (lowest published) 1000 mg/kg (mouse, oral)
LC50 (median concentration) 2000 ppm (rat, 4 hr)
NIOSH (US health exposure limits):
PEL (Permissible) TWA 25 ppm (100 mg/m)
REL (Recommended) TWA 25 ppm (100 mg/m) ST 40 ppm (165 mg/m)
IDLH (Immediate danger) 400 ppm
Related compounds
Related compounds Hexanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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. It is also used as a solvent, in organic synthesis, and in the manufacture of brake fluid 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.

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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