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
CAS Number	108-11-2 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL448896 Y
ChemSpider	7622 Y
ECHA InfoCard	100.003.229
EC Number	203-551-7
PubChem CID	7910
RTECS number	SA7350000
UNII	8U34XJK0R0 N
UN number	2053
CompTox Dashboard (EPA)	DTXSID2026781
InChI InChI=1S/C6H14O/c1-5(2)4-6(3)7/h5-7H,4H2,1-3H3 Y Key: WVYWICLMDOOCFB-UHFFFAOYSA-N Y InChI=1/C6H14O/c1-5(2)4-6(3)7/h5-7H,4H2,1-3H3 Key: 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/cm3 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)	-80.4·10−6 cm3/mol
Viscosity	4.07 mPa·s
Thermochemistry
Heat capacity (C)	273.0 J·mol−1·K−1 (liquid)
Std enthalpy of formation (ΔfH⦵298)	-394.7 kJ·mol−1 (liquid)
Hazards
GHS labelling:
Pictograms
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)	2 2 0
Flash point	41 °C (106 °F; 314 K)
Explosive limits	1-5.5%[2]
Lethal dose or concentration (LD, LC):
LD50 (median dose)	2590 mg/kg (rat, oral)[3]
LDLo (lowest published)	1000 mg/kg (mouse, oral)[3]
LC50 (median concentration)	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 YN ?) 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