Octyl acetate

Chemical compound From Wikipedia, the free encyclopedia

Octyl acetate, or octyl ethanoate, is an organic compound with the formula CH3(CH2)7O2CCH3. It is classified as an ester that is formed from 1-octanol (octyl alcohol) and acetic acid. It is found in oranges, grapefruits, and other citrus products.[10]

Quick facts Names, Identifiers ...
Octyl acetate
Skeletal formula of octyl acetate
Skeletal formula of octyl acetate
Ball-and-stick model of the octyl acetate molecule
Ball-and-stick model of the octyl acetate molecule
Space-filling model of the octyl acetate molecule
Space-filling model of the octyl acetate molecule
Names
Preferred IUPAC name
Octyl acetate
Other names
n-Octyl acetate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.581 Edit this at Wikidata
RTECS number
  • AJ1400000
UNII
  • InChI=1S/C10H20O2/c1-3-4-5-6-7-8-9-12-10(2)11/h3-9H2,1-2H3 checkY
    Key: YLYBTZIQSIBWLI-UHFFFAOYSA-N checkY
  • InChI=1/C10H20O2/c1-3-4-5-6-7-8-9-12-10(2)11/h3-9H2,1-2H3
    Key: YLYBTZIQSIBWLI-UHFFFAOYAX
  • O=C(OCCCCCCCC)C
Properties
C10H20O2
Molar mass 172.268 g·mol−1
Appearance Colorless liquid
Odor Fruity, slightly waxy floral odor
Density 0.863–0.87 g/cm3[1][2]
Melting point −38.5 – −38 °C (−37.3 – −36.4 °F; 234.7–235.2 K)[1][2]
Boiling point 203–211.3 °C (397.4–412.3 °F; 476.1–484.4 K)[1][2]
112.55 °C (234.59 °F; 385.70 K)
at 30 mmHg[3][4]
0.021 g/100 g (0 °C)
0.018 g/100 g (29.7 °C)
0.018 g/100 g (40 °C)
0.012 g/100 g (92.1 °C)[5]
Solubility Soluble in EtOH, ether
Vapor pressure 0.01 kPa (−3 °C)
0.0072–0.0073 (14.75 °C)
0.02–0.1 kPa (27 °C)[3]
1 kPa (66.3 °C)
10 kPa (120 °C)[6]
1.415–1.422 (20 °C)[3]
Thermochemistry
331–343.74 J/mol·K[4]
Hazards
NFPA 704 (fire diamond)
[7]
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
2
0
Flash point 83–86 °C (181–187 °F; 356–359 K)[1][7][8]
268–268.3 °C (514.4–514.9 °F; 541.1–541.5 K)[7][8]
Explosive limits 0.76–8.14%[7][8]
Lethal dose or concentration (LD, LC):
3000 mg/kg (oral, rat)[9]
5000 mg/kg (dermal, rabbit)[9]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Close

Octyl acetate can be synthesized by the Fischer esterification of 1-octanol and acetic acid:

CH3(CH2)7OH + CH3CO2H → CH3(CH2)7O2CCH3 + H2O

Uses

Because of its fruity odor,[11] octyl acetate is used as the basis for artificial flavors and in perfumery. It is also a solvent for nitrocellulose, waxes, oils, and some resins.

References

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