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2-Pentanol

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2-Pentanol
Names
Preferred IUPAC name Pentan-2-ol
Other names 2-Pentanol
sec-amyl alcohol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.025.370 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H12O/c1-3-4-5(2)6/h5-6H,3-4H2,1-2H3Key: JYVLIDXNZAXMDK-UHFFFAOYSA-N
  • InChI=1/C5H12O/c1-3-4-5(2)6/h5-6H,3-4H2,1-2H3Key: JYVLIDXNZAXMDK-UHFFFAOYAY
SMILES
  • OC(C)CCC
Properties
Chemical formula C5H12O
Molar mass 88.150 g·mol
Appearance Colorless liquid
Density 0.812 g/cm
Melting point −73 °C (−99 °F; 200 K)
Boiling point 119.3 °C (246.7 °F; 392.4 K)
Solubility in water 45 g/L
Solubility soluble in ethanol, diethyl ether, carbon tetrachloride, chloroform
Vapor pressure 0.804 kPa
Magnetic susceptibility (χ) -69.1·10 cm/mol
Viscosity 3.470 mPa·s
Thermochemistry
Heat capacity (C) 2.716 J·g·K (liquid)
Std enthalpy of
formation
fH298)
-365.2 kJ·mol (liquid)
-311.0 kJ·mol (gas)
Hazards
Flash point 34 °C (93 °F; 307 K)
Autoignition
temperature
343 °C (649 °F; 616 K)
Explosive limits 1.2–9%
Related compounds
Related compounds Amyl alcohol
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

2-Pentanol (IUPAC name: pentan-2-ol; also called sec-amyl alcohol) is an organic chemical compound. It is used as a solvent and an intermediate in the manufacturing of other chemicals. 2-Pentanol is a component of many mixtures of amyl alcohols sold industrially. 2-Pentanol is chiral and thus can be obtained as either of two stereoisomers designated as (R)-(−)-2-pentanol and (S)-(+)-2-pentanol.

2-Pentanol has been detected in fresh bananas by gas chromatography–mass spectrometry, at an abundance of 14.26±2.63 ppm.

Reactions

2-Pentanol can be manufactured by hydration of pentene.

See also

References

  1. Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–454, 5–42, 6–188, 8–102, 15–23, ISBN 0-8493-0594-2
  2. Jordán, María J.; Tandon, Kawaljit; Shaw, Philip E.; Goodner, Kevin L. (2001), "Aromatic Profile of Aqueous Banana Essence and Banana Fruit by Gas Chromatography−Mass Spectrometry (GC-MS) and Gas Chromatography−Olfactometry (GC-O)", Journal of Agricultural and Food Chemistry, 49 (10): 4813–4817, doi:10.1021/jf010471k, PMID 11600027
  3. McKetta, John J.; Cunningham, William Aaron (1977), Encyclopedia of Chemical Processing and Design, vol. 3, Boca Raton, Florida: CRC Press, pp. 280–281, ISBN 978-0-8247-2480-1, retrieved 2010-01-17
Alcohols
By consumption
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Primary
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(1°)
Methanol
Ethanol
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Straight-chain
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C1 — C9
Straight-chain
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C10 — C19
Straight-chain
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C20 — C29
Straight-chain
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C30 — C39
Straight-chain
saturated
C40 — C49
Secondary
alcohols (2°)
  • 1-Phenylethanol
  • 2-Butanol
  • 2-Deoxyerythritol
  • 2-Heptanol
  • 3-Heptanol
  • 2-Hexanol
  • 3-Hexanol
  • 3-Methyl-2-butanol
  • 2-Nonanol
  • 2-Octanol
  • 2-Pentanol
  • 3-Pentanol
  • Cyclohexanol
  • Cyclopentanol
  • Cyclopropanol
  • Diphenylmethanol
  • Isopropanol
  • Pinacolyl alcohol
  • Pirkle's alcohol
  • Propylene glycol methyl ether
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