Allyl hexanoate

Allyl hexanoate
Names
	Preferred IUPAC name Prop-2-en-1-yl hexanoate
	Other names Prop-2-enyl hexanoate; Allyl hexanoate; Allyl caproate; Allyl n-caproate; 2-Propenyl n-hexanoate; Hexanoic acid 2-propenyl ester
Identifiers
CAS Number	123-68-2 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	29006 ;
ECHA InfoCard	100.004.222
EC Number	204-642-4;
PubChem CID	31266;
UNII	3VH84A363D;
CompTox Dashboard (EPA)	DTXSID1047653 ;
	InChI InChI=1S/C9H16O2/c1-3-5-6-7-9(10)11-8-4-2/h4H,2-3,5-8H2,1H3 Key: RCSBILYQLVXLJG-UHFFFAOYSA-N ; InChI=1/C9H16O2/c1-3-5-6-7-9(10)11-8-4-2/h4H,2-3,5-8H2,1H3 Key: RCSBILYQLVXLJG-UHFFFAOYAX;
	SMILES CCCCCC(OCC=C)=O; O=C(OCC=C)CCCCC;
Properties
Chemical formula	C9H16O2
Molar mass	156.225 g·mol−1
Appearance	Colorless to pale yellow clear liquid
Density	0.887 g/mL; 0.884-0.892 g/mL
Boiling point	190 to 191 °C (374 to 376 °F; 463 to 464 K); 75-76 °C (15 mmHg)
Solubility in water	Insoluble
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H311, H315, H319, H331, H410, H411, H412
Precautionary statements	P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P391, P403+P233, P405, P501
Flash point	66 °C (151 °F; 339 K)
	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

Allyl hexanoate is an organic compound with the formula C₅H₁₁CO₂CH₂CH=CH₂. It is a colorless liquid, although commercial samples appear yellowish. It occurs naturally in pineapples.^[3]

Uses

Allyl hexanoate is employed principally in the formulation of pineapple flavors but it can also be used for peach and apricot essences and for apple blossom, peach blossom, and wisteria perfume compositions.^[1] It is an ingredient of some lipstick perfumes and cigarette tobacco. It also adds a sweet juicy note to citrus flavors.

References

^ ^a ^b ^c ^d ^e ^f Allyl hexanoate at The Good Scents Company
^ ^a ^b Allyl caproate at Sigma-Aldrich
^ Johannes Panten and Horst Surburg "Flavors and Fragrances, 2. Aliphatic Compounds" in Ullmann's Encyclopedia of Industrial Chemistry, 2015, Wiley-VCH, Weinheim.doi:10.1002/14356007.t11_t01

[thegoodscentscompany-1] ^ ^a ^b ^c ^d ^e ^f Allyl hexanoate at The Good Scents Company

[Aldrich-2] Allyl caproate at Sigma-Aldrich

[3] Johannes Panten and Horst Surburg "Flavors and Fragrances, 2. Aliphatic Compounds" in Ullmann's Encyclopedia of Industrial Chemistry, 2015, Wiley-VCH, Weinheim.doi:10.1002/14356007.t11_t01

[3]

[1]

[2]

Names

Preferred IUPAC name Prop-2-en-1-yl hexanoate
Other names Prop-2-enyl hexanoate Allyl hexanoate Allyl caproate Allyl n-caproate 2-Propenyl n-hexanoate Hexanoic acid 2-propenyl ester
Identifiers
CAS Number	123-68-2^N
3D model (JSmol)	Interactive image Interactive image
ChemSpider	29006^Y
ECHA InfoCard	100.004.222
EC Number	204-642-4
PubChem CID	31266
UNII	3VH84A363D
CompTox Dashboard (EPA)	DTXSID1047653
InChI InChI=1S/C9H16O2/c1-3-5-6-7-9(10)11-8-4-2/h4H,2-3,5-8H2,1H3^Y Key: RCSBILYQLVXLJG-UHFFFAOYSA-N^Y InChI=1/C9H16O2/c1-3-5-6-7-9(10)11-8-4-2/h4H,2-3,5-8H2,1H3 Key: RCSBILYQLVXLJG-UHFFFAOYAX
SMILES CCCCCC(OCC=C)=O O=C(OCC=C)CCCCC
Properties
Chemical formula	C₉H₁₆O₂
Molar mass	156.225 g·mol⁻¹
Appearance	Colorless to pale yellow clear liquid^[1]
Density	0.887 g/mL^[2] 0.884-0.892 g/mL^[1]
Boiling point	190 to 191 °C (374 to 376 °F; 463 to 464 K)^[1] 75-76 °C (15 mmHg)^[2]
Solubility in water	Insoluble^[1]
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H311, H315, H319, H331, H410, H411, H412
Precautionary statements	P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P391, P403+P233, P405, P501
Flash point	66 °C (151 °F; 339 K)^[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references