Octyl acetate

Structural formula
General
Surname	Octyl acetate
other names	Octyl acetate 1-octyl acetate Ethanoic acid octyl ester
Molecular formula	C 10 H 20 O 2
Brief description	colorless liquid with a slightly fruity odor
External identifiers / databases
CAS number 112-14-1 EC number 203-939-6 ECHA InfoCard 100.003.581 PubChem 8164 Wikidata Q2173897
properties
Molar mass	172.27 g mol −1
Physical state	liquid
density	0.87 g cm −3
Melting point	−38 ° C
boiling point	211 ° C
Vapor pressure	1.34 hPa (50 ° C)
solubility	practically insoluble in water (47 mg l −1 at 25 ° C) miscible with ether and ethanol
Refractive index	1.418 (20 ° C)
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
Toxicological data	3000 mg kg −1 ( LD 50 ,  rat ,  oral ) > 5000 mg kg −1 ( LD 50 ,  rabbit ,  transdermal )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Octyl acetate is a chemical compound from the group of carboxylic acid esters .

Occurrence

Oranges contain octyl acetate

Octyl acetate occurs in high concentrations (30–68%) in the oil of frankincense and other plants.

Extraction and presentation

Octyl acetate can be obtained by condensing 1-octanol with acetic acid.

${\displaystyle \mathrm {CH_{3}(CH_{2})_{7}OH+CH_{3}CO_{2}H\longrightarrow CH_{3}(CH_{2})_{7}O_{2}CCH_{3}+H_{2}O} }$

It can also be obtained by reacting 1-chlorooctane with sodium acetate with phase transfer catalysis .

properties

Octyl acetate is a slightly volatile, colorless liquid with a slightly fruity odor of oranges, which is practically insoluble in water. It has an odor threshold of 12 µg / kg in water. The ester forms vapor-air mixtures that are difficult to ignite. The compound has a flash point of 83 ° C. The ignition temperature is 220 ° C. The substance therefore falls into temperature class T3.

use

Octyl acetate is used as a high-boiling solvent and artificial flavor.

Related links

• 2-octyl acetate (CAS number: 103-09-3)
• 3-octyl acetate (CAS number: 4864-61-3)

Individual evidence

1. ↑ ^{a b c d e f g h i j k l m} Entry on octyl acetate in the GESTIS substance database of the IFA , accessed on June 10, 2017(JavaScript required) .
2. ↑ Entry on n-Octyl Acetate at TCI Europe, accessed on November 1, 2014.
3. ↑ Data sheet Octyl acetate, ≥99% from Sigma-Aldrich , accessed on November 2, 2014 ( PDF ).
4. ^ Franz von Bruchhausen: Hager's Handbook of Pharmaceutical Practice . Springer, 1998, p. 246 ( limited preview in Google Book search).
5. ↑ Wolfgang Mücke, Christa Lemmen: Scent and smell: Effects and health significance of odorous substances . Hüthig Jehle Rehm, 2010, p. 66 ( limited preview in Google Book search).
6. ^ Robert Tisserand, Rodney Young: Essential Oil Safety: A Guide for Health Care Professionals . Elsevier Health Sciences, 2013, pp. 612 ( limited preview in Google Book search).
7. ↑ G. Märkl, P. Kreitmeier: Organic chemical internship for students of biology and teaching posts, 2010 . Uni-Regensburg, accessed on November 2, 2014.
8. ↑ Hans-Werner Sichting: Chemical principles . Walter de Gruyter, 1988, p. 689 ( limited preview in Google Book search).
9. ^ Hans-Dieter Belitz, Werner Grosch, Peter Schieberle: Textbook of food chemistry . Springer, 2008, p. 1089 ( limited preview in Google Book Search).
10. ↑ ^{a b} E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.
11. ↑ Jan W. Gooch: Encyclopedic Dictionary of Polymers . Springer Science & Business Media, 2010, p. 498 ( limited preview in Google Book search).
12. ^ Food Chemicals Codex . National Academies, 1972, pp. 561 ( limited preview in Google Book search).