Amyl acetate

Amyl acetate
Wireframe model of amyl acetate
Ball-and-stick model of the amyl acetate molecule
Names
Preferred IUPAC name
Pentyl acetate
Other names
  • Acetic acid n-amyl ester
  • Acetic acid pentyl ester
  • n-Amyl acetate
  • Amyl ethanoate
  • Pear oil
  • Pentyl ethanoate
  • Amyl acetic ester[1]
  • Amyl acetic ether[1]
  • 1-Pentanol acetate[1]
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference
 1744753
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.044
EC Number
  • 211-047-3
MeSH Amyl+acetate
PubChem CID
RTECS number
  • AJ1925000
UNII
UN number UN 1104
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H14O2/c1-3-4-5-6-9-7(2)8/h3-6H2,1-2H3 checkY
    Key: PGMYKACGEOXYJE-UHFFFAOYSA-N checkY
  • InChI=1/C7H14O2/c1-3-4-5-6-9-7(2)8/h3-6H2,1-2H3
    Key: PGMYKACGEOXYJE-UHFFFAOYAQ
SMILES
  • CCCCCOC(C)=O
  • O=C(OCCCCC)C
Properties
Chemical formula
 C7H14O2
Molar mass 130.19 g/mol
Appearance Colorless liquid
Odor Banana-like
Density 0.876 g/cm3
Melting point −71 °C (−96 °F; 202 K)
Boiling point 149 °C (300 °F; 422 K)
Solubility in other solvents Water: 1.73 mg/ml (25 °C)
Vapor pressure 4 mmHg[1]
Magnetic susceptibility (χ)
 −89.06·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Flammable
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
1
3
0
Flash point 23 °C (73 °F; 296 K)
Explosive limits 1.1–7.5%[1]
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 7400 mg/kg, oral (rabbit)
6500 mg/kg, oral (rat)[2]
LCLo (lowest published)
 5200 ppm (rat)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
 100 ppm, 8 hr TWA (525 mg/m3)[1]
REL (Recommended)
 TWA 100 ppm (525 mg/m3)[1]
IDLH (Immediate danger)
 1000 ppm[1]
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Amyl acetate (pentyl acetate) is an organic compound and an ester with the chemical formula CH3COO[CH2]4CH3 and the molecular weight 130.19 g/mol. It is colorless and has a scent similar to bananas[3][4] and apples.[5] The compound is the condensation product of acetic acid and 1-pentanol. However, esters formed from other pentanol isomers (amyl alcohols), or mixtures of pentanols, are often referred to as amyl acetate. The symptoms of exposure to amyl acetate in humans are dermatitis, central nervous system depression, narcosis and irritation to the eyes and nose.[3]

Uses

Amyl acetate is a solvent for paints, lacquers, and liquid bandages;[6] and a flavorant. It also fuels the Hefner lamp and fermentative productions of penicillin.

See also

  • Isoamyl acetate, also known as banana oil.
  • Esters, organic molecules with the same functional groups

References

  1. ^ a b c d e f g h NIOSH Pocket Guide to Chemical Hazards. "#0031". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b "n-Amyl acetate". National Institute for Occupational Safety and Health (NIOSH). 4 December 2014. Retrieved 16 February 2015.
  3. ^ a b "CDC - NIOSH Pocket Guide to Chemical Hazards - n-Amyl acetate". www.cdc.gov. Retrieved 7 July 2022. Colorless liquid with a persistent banana-like odor.
  4. ^ Stark, Norman (1975). The Formula Book. New York: Sheed and Ward. p. 28. ISBN 0-8362-0630-4.
  5. ^ Thickett, Geoffrey (2006). Chemistry 2: HSC Course. Milton, Queensland, Australia: John Wiley & Sons. p. 227. ISBN 978-0-7314-0415-5.
  6. ^ "New-Skin® Liquid Bandage—Inactive Ingredients". new-skin. Archived from the original on June 22, 2017. Retrieved July 4, 2017.
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