1-Pentanol

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1-Pentanol
Skeletal formula of 1-pentanol
Ball and stick model of 1-pentanol
Names
Preferred IUPAC name
Pentan-1-ol[1]
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference
1730975
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.684 Edit this at Wikidata
EC Number
  • 200-752-1
Gmelin Reference
25922
KEGG
MeSH n-Pentanol
PubChem CID
RTECS number
  • SB9800000
UNII
UN number 1105
CompTox Dashboard (EPA)
InChI
SMILES
Properties
Chemical formula
C5H12O
Molar mass 88.150 g·mol−1
Density 0.811 g cm−3
Melting point −78 °C; −109 °F; 195 K
Boiling point 137 to 139 °C; 278 to 282 °F; 410 to 412 K
Solubility in water
22 g L−1
log P 1.348
Vapor pressure 200 Pa (at 20 °C)
Magnetic susceptibility (χ)
-67.7·10−6 cm3/mol
Refractive index (nD)
1.409
Thermochemistry
Heat capacity (C)
207.45 J K−1 mol−1
Std molar
entropy
(So298)
258.9 J K−1 mol−1
Std enthalpy of
formation
fH298)
−351.90–−351.34 kJ mol−1
Std enthalpy of
combustion
cH298)
−3331.19–−3330.63 kJ mol−1
Hazards
GHS pictograms GHS02: Flammable GHS07: Harmful
GHS Signal word Warning
GHS hazard statements
H226, H315, H332, H335
GHS precautionary statements
P261
NFPA 704 (fire diamond)
1
2
0
Flash point 49 °C (120 °F; 322 K)
Autoignition
temperature
300 °C (572 °F; 573 K)
Related compounds
Related compounds
Hexane

Pentylamine

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1-Pentanol, (or n-pentanol, pentan-1-ol), is an alcohol with five carbon atoms and the molecular formula C5H11OH.[2] 1-Pentanol is a colourless liquid with a distinctive aroma. It is the straight-chain form of amyl alcohol, one of 8 isomers with that formula.

The hydroxyl group (OH) is the active site of many reactions. The ester formed from 1-pentanol and butyric acid is pentyl butyrate, which smells like apricot. The ester formed from 1-pentanol and acetic acid is amyl acetate (also called pentyl acetate), which smells like banana.

In 2014, a study was conducted comparing the performance of diesel fuel blends with various proportions of pentanol as an additive. While gaseous emissions increased with higher concentrations of pentanol, particulate emissions decreased.[3]

Pentanol can be used as a solvent for coating CDs and DVDs.[citation needed]

Pentanol can be prepared by fractional distillation of fusel oil. To reduce the use of fossil fuels, research is underway to develop cost-effective methods of producing (chemically identical) bio-pentanol with fermentation.[citation needed]

References[]

  1. ^ "n-pentanol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 10 October 2011.
  2. ^ CRC Handbook of Chemistry and Physics 65Th Ed.
  3. ^ Wei, Liangjie & Cheung, C.s & Huang, Zuohua. (2014). Effect of n-pentanol addition on the combustion, performance and emission characteristics of a direct-injection diesel engine. Energy. 70. 10.1016/j.energy.2014.03.106.


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