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Amyl acetate

(Redirected from N-Amyl acetate)
Not to be confused with sec-Amyl acetate.

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]

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[citation needed]
  • Pentyl ethanoate
  • Amyl acetic ester[1]
  • Amyl acetic ether[1]
  • 1-Pentanol acetate[1]
Identifiers
3D model (JSmol)
1744753
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.044 Edit this at Wikidata
EC Number
  • 211-047-3
MeSH Amyl+acetate
RTECS number
  • AJ1925000
UNII
UN number UN 1104
  • 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
  • CCCCCOC(C)=O
  • O=C(OCCCCC)C
Properties
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]
−89.06·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Flammable
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
3
0
Flash point 23 °C (73 °F; 296 K)
Explosive limits 1.1–7.5%[1]
Lethal dose or concentration (LD, LC):
7400 mg/kg, oral (rabbit)
6500 mg/kg, oral (rat)[2]
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 ?)

Uses

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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

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References

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  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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