4-Methyl-2-pentanol

4-Methyl-2-pentanol Basic information
Product Name:4-Methyl-2-pentanol
Synonyms:1,3-Dimethyl-1-butanol;1-Methyl-indozole-3-carboxylicacid;2-Methanol-4-pentanol;2-methyl-4-pentano;2-Pentanol,4-methyl-;3-MIC;4-Methyl-2-pentyl alcohol;4-Methylpentanol-2
CAS:108-11-2
MF:C6H14O
MW:102.17
EINECS:203-551-7
Product Categories:fine chemicals;Organic acids;K00001
Mol File:108-11-2.mol
4-Methyl-2-pentanol Structure
4-Methyl-2-pentanol Chemical Properties
Melting point -90 °C
Boiling point 134-135 °C(lit.)
density 0.802 g/mL at 25 °C(lit.)
vapor density 3.5 (vs air)
vapor pressure 3.7 mm Hg ( 20 °C)
refractive index n20/D 1.415(lit.)
Fp 107 °F
storage temp. Store below +30°C.
solubility 16.4g/l
form Liquid
pka15.31±0.20(Predicted)
color Clear colorless
OdorSharp; mild and nonresidual.
explosive limit1-5.5%(V)
Odor Typepungent
Water Solubility 2 g/100 mL
BRN 1098268
Exposure limitsACGIH: TWA 25 ppm; STEL 40 ppm (Skin)
OSHA: TWA 25 ppm(100 mg/m3)
NIOSH: IDLH 400 ppm; TWA 25 ppm(100 mg/m3); STEL 40 ppm(165 mg/m3)
Stability:Stable. Flammable. Incompatible with oxidizing agents, acids, acid chlorides.
LogP1.57 at 20℃
CAS DataBase Reference108-11-2(CAS DataBase Reference)
NIST Chemistry Reference2-Pentanol, 4-methyl-(108-11-2)
EPA Substance Registry System4-Methyl-2-pentanol (108-11-2)
Safety Information
Hazard Codes Xi
Risk Statements 10-37-36/37/38
Safety Statements 24/25-26
RIDADR UN 2282 3/PG 3
WGK Germany 1
RTECS SA7350000
Autoignition Temperature305 °C
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29051900
Hazardous Substances Data108-11-2(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 2590 mg/kg LD50 dermal Rabbit 2884 mg/kg
IDLA400 ppm
MSDS Information
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4-Methyl-2-pentanol Usage And Synthesis
Chemical PropertiesMIBC is a colorless liquid with a mild odor. The odor threshold is 0.52 ppm.
Chemical Propertiescolourless liquid
UsesSolvent; organic syntheses; brake fluids
UsesSolvent for dyestuffs, oils, gums, resins, waxes, nitrocellulose, and ethylcellulose; organic synthesis; froth flotation; brake fluids.
Uses(^+)-4-Methyl-2-pentanol is employed as a solvent in organic synthesis, dyes and stains, natural resins and waxes. It is an additive to surface coatings. It finds applications in the manufacture of lube oil additives, zinc dialkyldithiophosphate, brake fluids. It is the precursor to some plasticizers and frother in mineral flotation. It acts as a corrosion inhibitor and also utilized in the characterization of volatile fraction of mono varietal wines and tar sand mining processes.
Production MethodsMethyl isobutyl carbinol is prepared commercially as a byproduct of the synthesis of methyl isobutyl ketone.
Synthesis Reference(s)Journal of the American Chemical Society, 82, p. 3222, 1960 DOI: 10.1021/ja01497a062
Tetrahedron Letters, 25, p. 5897, 1984 DOI: 10.1016/S0040-4039(01)81714-7
General DescriptionA clear colorless liquid. Flash point 120°F. Less dense than water. Vapors heavier than air.
Air & Water ReactionsFlammable. Soluble in water.
Reactivity Profile4-Methyl-2-pentanol is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. 4-Methyl-2-pentanol is incompatible with strong oxidizers .
HazardModerate fire risk, explosive limits in air 1– 5.5%. Eye and upper respiratory tract irritant, and central nervous system impairment.
Health HazardVapor irritates eyes and nose; may cause anesthesia. Prolonged contact with liquid causes irritation and cracking of skin; also irritates eyes.
Fire HazardHIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Flammability and ExplosibilityFlammable
Chemical ReactivityReactivity with Water: No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety ProfileModerately toxic by ingestion, skin contact, and intraperitoneal routes. Mildly toxic by inhalation. A skin and severe eye irritant. Inhalation of high concentrations can cause anesthesia. Flammable liquid when exposed to heat or flame; can react with oxidizing materials. A moderate explosion hazard when exposed to heat or flame. To fight fire, use alcohol foam. When heated to decomposition it emits acrid smoke and fumes.
Potential ExposureMIBC is used as a solvent; in the formulation of brake fluids; as an intermediate in organic synthesis.
ShippingUN2053Methyl isobutyl carbinol, Hazard Class: 3; Labels: 3-Flammable liquid
Purification MethodsWash the 2-pentanol with aqueous NaHCO3, dry and distil it. Purify it further by converting it to the phthalate ester by adding 120mL of dry pyridine and 67g of phthalic anhydride per mole of alcohol, purifying the ester and steam distilling it in the presence of NaOH. The distillate is extracted with ether, and the extract is dried and fractionally distilled. [Levine & Walti J Biol Chem 94 367 1931, Beilstein 1 IV 1717.]
IncompatibilitiesVapor may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong acids, peroxysulfuric acid, strong bases, caustics, aliphatic amines; isocyanates. Contact with alkali metals produces hydrogen gas. Permissibl
Waste DisposalIncineration; other, more flammable solvent may be added.
4-Methyl-2-pentanol Preparation Products And Raw materials
Raw materialsBarium hydroxide-->Diacetone Alcohol-->2-METHYL-4-HEPTANOL
Preparation Products4-Methyl-2-pentanone-->TRANS-4-METHYL-2-PENTENE-->4-Methyl-1-pentene
4-Mercapto-4-methylpentan-2-ol Pentanol 1-PENTANOL, 3-METHYL-5-PHENYL 3-METHYLCYCLOPENTANOL 3,3-DIMETHYLCYCLOHEXANOL Methyl Methyl cyclopentenolone Diisobutylcarbinol ISOBUTYLTRICHLOROSILANE (-)-2-[METHYLAMINO]-1-PHENYLPROPANE 4-METHYL-1-PENTANOL ACETATE CIS-2-METHYLCYCLOHEXANOL 4,4-Dimethylcyclohexanol ETHYLHEXYL CAPRYLATE/CAPRATE 1-(2-BROMOPHENYL)-6-CHLORO-1-HEXANOL 3,4-DIMETHYL-1-PENTANOL 3-METHYL-3-PENTANOL,3-METHYLPENTAN-3-OL 2-amino-4-methylpentan-1-ol

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