Isopentanol is a colorless liquid with the formula C5H12O, specifically (H3C–)2CH–CH2–CH2–OH.
Isopentanol is one of several isomers of amyl alcohol (pentanol).
Isopentanol is also known as Isoamyl alcohol, Isopentyl alcohol, or (in the IUPAC recommended nomenclature) 3-methyl-butan-1-ol.
An obsolete name for Isopentanol was isobutyl carbinol.
CAS Number: 123-51-3
EC Number: 204-633-5
IUPAC Name: 3-Methylbutan-1-ol
Chemical Formula: C5H12O
Other names: Isoamyl alcohol, 3-Methyl-1-butanol, Isopentyl alcohol, 3-Methylbutan-1-ol, 123-51-3, Isopentanol, 3-Methylbutanol, 1-Butanol, 3-methyl-, Isoamylol, Isobutylcarbinol, Iso-amylalkohol, 2-Methyl-4-butanol, Isobutyl carbinol, Iso-amyl alcohol, ISOAMYLALCOHOL, Alcool isoamylique, Amylowy alkohol, Isoamyl alkohol, Alcool amilico, Fermentation amyl alcohol, i-Amyl Alcohol, 3-Metil-butanolo, isopentan-1-ol, Primary isoamyl alcohol, Isoamyl alcohol (natural), 1-Hydroxy-3-Methylbutane, FEMA No. 2057, FEMA Number 2057, MFCD00002934, NSC 1029, 3-methylbutyl alcohol, HSDB 605, Isopentylalkohol, 3-Methyl-Butan-1-Ol, Isoamyl alcohol, primary, UNII-DEM9NIT1J4, DEM9NIT1J4, 3-methyl-Butanol, EINECS 204-633-5, CCRIS 8806, DTXSID3025469, CHEBI:15837, AI3-15288, Methyl-3-butan-1-ol, NSC-1029, NSC-7905, Butan-1-ol, 3-methyl, Fuseloel, DTXCID705469, Huile de fusel, 3-METHYL-BUTAN-(1)-OL, EC 204-633-5, EINECS 229-179-5, Magnesium bis(3-methylbutan-1-olate), isoamyl-alcohol, WLN: Q2Y1 & 1, Isoamyl alkohol [Czech], Alcool amilico [Italian], Amylowy alkohol [Polish], Iso-amylalkohol [German], 3-METHYL-1-BUTANOL (USP-RS), 3-METHYL-1-BUTANOL [USP-RS], Alcool isoamylique [French], 3-Metil-butanolo [Italian], 6423-06-9, iso-amylalcohol, isopentylalcohol, 3-methylbutanoI, 3-methyl butanol, Iso Amyl Alcohol, 3-methyl 1-butanol, 3-methyl-1 butanol, 3-methylbutane-1-ol, Butanol, 3-methyl-, Isoamyl alcohol (primary and secondary), POTATO SPIRIT OIL, 3-Methyl-1-butanol, 98%, ISOAMYL ALCOHOL [FCC], ISOAMYL ALCOHOL [FHFI], ISOAMYL ALCOHOL [HSDB], ISOPENTYL ALCOHOL [MI], CHEMBL372396, QSPL 002, Isoamyl alcohol, >=98%, FG, NSC1029, NSC7905, for molecular biology,>99%(GC), Isoamyl alcohol (3-methyl butanol), isopentyl alcohol (isoamyl alcohol), 3-Methylbutanol, analytical standard, Tox21_302359, LMFA05000108, STL282718, 3-Methyl-1-butanol A.C.S. Reagent, 3-Methyl-1-butanol, LR, >=98%, AKOS000118739, DB02296, 3-Methyl-1-butanol, p.a., 99.8%, Isoamyl alcohol, natural, >=98%, FG, 3-Methyl-1-butanol, analytical standard, NCGC00255329-01, 3-Methyl-1-butanol, anhydrous, >=99%, 8013-75-0, CAS-123-51-3, 3-Methyl-1-butanol, reagent grade, 98%, 3-Methyl-1-butanol, technical grade, 95%, I0289, NS00008204, EN300-19333, 3-Methyl-1-butanol, ACS reagent, >=98.5%, 3-Methyl-1-butanol, biotech. grade, >=99%, 3-Methyl-1-butanol, ReagentPlus(R), >=99%, C07328, 3-Methyl-1-butanol, SAJ first grade, >=96.0%, Q223101, 3-Methyl-1-butanol, JIS special grade, >=98.0%, F0001-0367, Z104473558
Isopentanol is an ingredient in the production of banana oil, an ester found in nature and also produced as a flavouring in industry.
Isopentanol is a common fusel alcohol, produced as a major by-product of ethanol fermentation.
Isopentanol is a cyanobacterial volatile organic compound that has been identified as one of the main aroma/flavor constituents in banana fruit, karanda fruits and in whey spirit.
Isopentanol, also known as isopentyl alcohol or 3-methylbutanol, belongs to the class of organic compounds known as primary alcohols.
Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).
Thus, Isopentanol is considered to be a fatty alcohol.
Isopentanol exists in all eukaryotes, ranging from yeast to plants to humans.
In yeast, Isopentanol is involved in the metabolic pathway called the leucine degradation pathway.
Based on a literature review a significant number of articles have been published on Isopentanol.
Isopentanol is a speciality solvent that finds extensive use for flavours and fragrances and is used in the production of many synthetic flavours.
Isopentanols relatively low eco-tox profile finds Isopentanol use growing in other areas.
Isopentanol is the main ingredient of Kovac’s Reagent used for the bacterial diagnostic Indole Test.
Isopentanols blend of properties makes it suitable for use as a foam suppressant, affecting the surface tension of micro-emulsions and causing foam breaking.
As a solvent, Isopentanol is finding increasing use in a wide number of industrial applications.
In solvency power, Isopentanol falls between common hydrocarbon solvents and lower molecular weight ketones.
Paraffin wax is soluble in hot Isopentanol.
Density: 0.8104 g/cm3 at 20 °C
Melting point: −117 °C
Boiling point: 131.1 °C
Molecular Weight: 88.15
XLogP3: 1.2
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 2
Exact Mass: 88.088815002 g/mol
Monoisotopic Mass: 88.088815002 g/mol
Topological Polar Surface Area: 20.2Ų
Heavy Atom Count: 6
Complexity: 25.1
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
In formulation, some high molecular weight esters and polar plastics incorporate Isopentanol-based systems e.g. cellulose esters.
Shellac and urea formaldehyde.
Isopentanol is a diluent in some printing inks, lacquers and gums.
In pharmaceuticals, Isopentanol is the initial raw material for a number of drug preparations such as Barbamil, Validol, Corvalol and Isoamyl nitrite.
A derivative of Isopentanol, the p-methoxycinnamate is used as a UV absorber in some cosmetic formulations, and Isopentanol itself finds application as a cosmetic flavouring and in perfume.
If you are interested in Isopentanol you may also like to visit the Isoamyl acetate page.
Isopentanol, also known as Isopentanol is a clear, colorless, liquid organic compound that is one of several isomers of amyl alcohol.
Isopentanol is a principal ingredient in the production of banana oil, a natural ester used in the flavoring industry.
Isopentanol is also used as an antifoaming agent in the Chloroform: Isomyl Alcohol reagent.
Isopentanol is a colorless, clear liquid with the chemical formula (CH3)2CHCH2CH2OH and the CAS # 123-51-3.
The nontoxic compound has a mild, choking disagreeable odor.
Isopentanol is less dense than water, soluble in water, and floats on water.
Isopentanols main use in industry is as a food additive and flavoring agent.
Isopentanol is manufactured from light petroleum by fractional distillation.
Applications of Isopentanol:
Isopentanol is used as a solvent for the preparation of synthetic fruit flavours, such as apricot, banana, cheery, greengage, malt, orange, plum and whiskey flavours, and is a raw material in the production of synthetic banana oil.
Isopentanol is one of the components of the aroma of the black truffle.
Isopentanol is also used for estimation of fat in milk and milk products.
Uses of Isopentanol:
Besides Isopentanols use in the synthesis of banana oil, Isopentanol is also an ingredient of Kovac's reagent, used for the bacterial diagnostic indole test.
Isopentanol is also used as an antifoaming agent in the chloroform Isopentanol reagent.
Isopentanol is used in a phenol–chloroform extraction mixed with the chloroform to further inhibit RNase activity and prevent solubility of RNAs with long tracts of poly-adenine.
Occurrence of Isopentanol:
Isopentanol is one of the components of the aroma of Tuber melanosporum, the black truffle.
The compound has also been identified as a chemical in the pheromone used by hornets to attract other members of the hive to attack.
Isoamyl acetate is a component of the natural aroma of bananas, especially the Gros Michel variety.
Extraction from fusel oil of Isopentanol:
Isopentanol can be separated from fusel oil by either of two methods: shaking with strong brine solution and separating the oily layer from the brine layer.
Distilling Isopentanol and collecting the fraction that boils between 125 and 140 °C.
Further purification is possible with this procedure: shaking Isopentanol with hot limewater, separating the oily layer, drying Isopentanol with calcium chloride, and distilling Isopentanol, collecting the fraction boiling between 128 and 132 °C.
Synthesis of Isopentanol:
Isopentanol can be synthesized by condensation of isobutene and formaldehyde which produces isoprenol and hydrogenation.
Isopentanol is a colourless liquid of density 0.8247 g/cm3 (0 °C), boiling at 131.6 °C, slightly soluble in water, and easily dissolved in organic solvents.
Isopentanol has a characteristic strong smell and a sharp burning taste.
Amyl alcohol has an oral LD50 of 200 mg/kg in mice, suggesting that Isopentanol is significantly more toxic than ethanol.
On passing the vapour through a red-hot tube, Isopentanol decomposes into acetylene, ethylene, propylene, and other compounds.
Isopentanol is oxidized by chromic acid to isovaleraldehyde, and Isopentanol forms addition compounds crystals with calcium chloride and tin(IV) chloride.