Octyl acetate

Octyl acetate
Names
	Preferred IUPAC name Octyl acetate
	Other names n-Octyl acetate
Identifiers
CAS Number	112-14-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:87495 ;
ChemSpider	7872 ;
ECHA InfoCard	100.003.581
PubChem CID	8164;
RTECS number	AJ1400000;
UNII	X0FN2J413S ;
CompTox Dashboard (EPA)	DTXSID8044202 ;
	InChI InChI=1S/C10H20O2/c1-3-4-5-6-7-8-9-12-10(2)11/h3-9H2,1-2H3 Key: YLYBTZIQSIBWLI-UHFFFAOYSA-N ; InChI=1/C10H20O2/c1-3-4-5-6-7-8-9-12-10(2)11/h3-9H2,1-2H3 Key: YLYBTZIQSIBWLI-UHFFFAOYAX;
	SMILES O=C(OCCCCCCCC)C;
Properties
Chemical formula	C10H20O2
Molar mass	172.268 g·mol−1
Appearance	Colorless liquid
Odor	Fruity, slightly waxy floral odor
Density	0.863–0.87 g/cm3
Melting point	−38.5 – −38 °C (−37.3 – −36.4 °F; 234.7–235.2 K)
Boiling point	203–211.3 °C (397.4–412.3 °F; 476.1–484.4 K); 112.55 °C (234.59 °F; 385.70 K); at 30 mmHg
Solubility in water	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)
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); 1 kPa (66.3 °C); 10 kPa (120 °C)
Refractive index (nD)	1.415–1.422 (20 °C)
Thermochemistry
Heat capacity (C)	331–343.74 J/mol·K
Hazards
NFPA 704 (fire diamond)	1 2 0
Flash point	83–86 °C (181–187 °F; 356–359 K)
Autoignition; temperature	268–268.3 °C (514.4–514.9 °F; 541.1–541.5 K)
Explosive limits	0.76–8.14%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	3000 mg/kg (oral, rat); 5000 mg/kg (dermal, rabbit)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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]

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

^ ^a ^b ^c ^d Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ ^a ^b ^c Yaws, Carl L. (2008). Thermophysical Properties of Chemicals and Hydrocarbons. New York: William Andrew, Inc. ISBN 978-0-8155-1596-8. LCCN 2008020146. Archived from the original on 2009-03-02. Retrieved 2020-04-23.
^ Stephenson, Richard M. (1992). "Mutual Solubilities: Water-Ketones, Water-Ethers, and Water-Gasoline-Alcohols". Journal of Chemical & Engineering Data. 37 (1): 80–95. doi:10.1021/je00005a024.
^ ^a ^b ^c "Octyl acetate". chemdats.blogspot.com. 2014-11-04. Archived from the original on 2014-12-25. Retrieved 2014-11-15.
^ Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.
^ ^a ^b Acetic acid, octyl ester in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-11-22)
^ ^a ^b ^c ^d "MSDS of Octyl acetate". fishersci.ca. Fisher Scientific. Retrieved 2014-09-15.
^ ^a ^b ^c Sigma-Aldrich Co., Octyl acetate. Retrieved on 2014-11-15.
^ ^a ^b "Fragrance raw materials monographs". Food and Cosmetics Toxicology. 12 (7–8): 815–816. 1974. doi:10.1016/0015-6264(74)90132-1.
^ Fahlbusch, Karl-Georg; Hammerschmidt, Franz-Josef; Panten, Johannes; Pickenhagen, Wilhelm; Schatkowski, Dietmar; Bauer, Kurt; Garbe, Dorothea; Surburg, Horst (2003). "Flavors and Fragrances". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a11_141. ISBN 978-3-527-30673-2.
^ Brechbill, Glen O. (2007). Classifying Aroma Chemicals. New Jersey, USA: Fragrance Books, Inc. p. 6.

[GESTIS-1] Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health

[tpocah-2] Yaws, Carl L. (2008). Thermophysical Properties of Chemicals and Hydrocarbons. New York: William Andrew, Inc. ISBN 978-0-8155-1596-8. LCCN 2008020146. Archived from the original on 2009-03-02. Retrieved 2020-04-23.

[3] Stephenson, Richard M. (1992). "Mutual Solubilities: Water-Ketones, Water-Ethers, and Water-Gasoline-Alcohols". Journal of Chemical & Engineering Data. 37 (1): 80–95. doi:10.1021/je00005a024.

[chemdats-4] "Octyl acetate". chemdats.blogspot.com. 2014-11-04. Archived from the original on 2014-12-25. Retrieved 2014-11-15.

[crc-5] Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.

[nist-6] Acetic acid, octyl ester in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-11-22)

[fca-7] "MSDS of Octyl acetate". fishersci.ca. Fisher Scientific. Retrieved 2014-09-15.

[sigma-8] Sigma-Aldrich Co., Octyl acetate. Retrieved on 2014-11-15.

[FCT-9] "Fragrance raw materials monographs". Food and Cosmetics Toxicology. 12 (7–8): 815–816. 1974. doi:10.1016/0015-6264(74)90132-1.

[Ullmann-10] Fahlbusch, Karl-Georg; Hammerschmidt, Franz-Josef; Panten, Johannes; Pickenhagen, Wilhelm; Schatkowski, Dietmar; Bauer, Kurt; Garbe, Dorothea; Surburg, Horst (2003). "Flavors and Fragrances". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a11_141. ISBN 978-3-527-30673-2.

[11] Brechbill, Glen O. (2007). Classifying Aroma Chemicals. New Jersey, USA: Fragrance Books, Inc. p. 6.

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