Hex-2-enyl acetate

Structural formula
Structural formula of the trans isomer
General
Surname	Hex-2-enyl acetate
other names	2-hexen-1-yl acetate Hex-2-enyl acetate
Molecular formula	C 8 H 14 O 2
Brief description	colorless liquid
External identifiers / databases
CAS number 10094-40-3 (unspecified) 2497-18-9 ( trans ) 56922-75-9 ( cis ) EC number 233-223-9 ECHA InfoCard 100.030.190 PubChem 17243 Wikidata Q70733114
properties
Molar mass	142.20 g mol −1
Physical state	liquid
density	0.8975 g cm −3  (trans)
boiling point	165–166 ° C (trans)
solubility	almost insoluble in water soluble in ethanol and most oils
Refractive index	1.4277 (trans)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 226-315-319-335 P: 261-305 + 351 + 338
Toxicological data	> 5000 mg kg −1 ( LD 50 ,  rat ,  oral )
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

Acetic acid hex-2-enyl ester , also 2-hexenyl acetate , is a chemical compound from the group of unsaturated carboxylic acid esters , which is structurally similar to 3-hexen-1-yl acetate .

Isomers

Acetic acid hex-2-enyl ester occurs in two isomeric forms.

Isomers of hex-2-enyl acetate
Surname	trans -hex-2-enyl acetate	cis -hex-2-enyl acetate
other names	trans -2-hexenyl acetate	cis -2-hexenyl acetate
Structural formula
CAS number	2497-18-9	56922-75-9
	10094-40-3 (unspec.)
EC number	219-680-7	260-440-6
	233-223-9 (unspec.)
ECHA info card	100,017,892	100.054.928
	100.030.190 (unspec.)
PubChem	2733294	5363374
	17243 (unspec.)
Wikidata	Q209406	Q27286735
	Q70733114 (unspec.)

Occurrence

trans -hex-2-enyl acetate occurs naturally in apples , bananas , black currants , mangoes , peaches , pears , strawberries and tea, as well as in some essential oils .

properties

The trans isomer is a colorless liquid with a fruity odor that is insoluble in water.

use

trans -hex-2-enyl acetate is used as an artificial fruit flavor.

Individual evidence

1. ↑ ^{a b c d e f g h} Data sheet trans-2-Hexenyl acetate, ≥98%, FCC, FG from Sigma-Aldrich , accessed on April 9, 2012 ( PDF ).
2. ^ ^{A b c} Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg: Flavors and Fragrances . In: Ullmann's Encyclopedia of Industrial Chemistry . Wiley-VCH Verlag GmbH & Co. KGaA, 2003, ISBN 978-3-527-30673-2 , doi : 10.1002 / 14356007.a11_141 .
3. ↑ ^{a b} Ciyunen: Trans -2 -Hexenyl acetate ≥ 98.0%, Natural ( Memento from May 31, 2015 in the Internet Archive ) (PDF; 132 kB)
4. ↑ ^{a b} Horst Surburg, Johannes Panten: Common Fragrance and Flavor Materials: Preparation, Properties and Uses . Vch Pub, 2006, ISBN 978-3-527-60789-1 , pp. 21 ( limited preview in Google Book search).