Linalool

Linalool
Names
	Preferred IUPAC name 3,7-Dimethylocta-1,6-dien-3-ol
	Other names 3,7-Dimethyl-1,6-octadien-3-ol, β-linalool, linalyl alcohol, linaloyl oxide, allo-ocimenol, coriandrol, Licareol
Identifiers
	Compounds; (±)-linalool; (R): (−)-linalool; (S): (+)-linalool;
CAS Number	78-70-6 ; (R): 126-91-0 ; (S): 126-90-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17580 ; (R): CHEBI:28; (S): CHEBI:98;
ChEMBL	ChEMBL25306 ; (S): ChEMBL235672;
ChemSpider	13849981 ;
ECHA InfoCard	100.001.032
IUPHAR/BPS	2469;
KEGG	(R): C11388; (S): C11389;
PubChem CID	6549; (R): 443158; (S): 67179;
UNII	D81QY6I88E ; (R): 3U21E3V8I2 ; (S): F4VNO44C09 ;
CompTox Dashboard (EPA)	DTXSID7025502 ;
	InChI InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3 Key: CDOSHBSSFJOMGT-UHFFFAOYSA-N ; InChI=1/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3 Key: CDOSHBSSFJOMGT-UHFFFAOYAV;
	SMILES CC(O)(C=C)CCC=C(C)C;
Properties
Chemical formula	C10H18O
Molar mass	154.253 g·mol−1
Appearance	Colorless oil
Density	0.858 to 0.868 g/cm3
Melting point	< −20 °C (−4 °F; 253 K)
Boiling point	198 to 199 °C (388 to 390 °F; 471 to 472 K)
Solubility in water	1.589 g/l
Hazards
NFPA 704 (fire diamond)	1 2 0
Flash point	55 °C (131 °F; 328 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

Linalool (/lɪˈnæloʊɒl, laɪ-, -loʊoʊl, -ˈluːl/) refers to two enantiomers of a naturally occurring terpene alcohol found in many flowers and spice plants.^[1] Together with geraniol, nerol, citronellol, linalool is one of the rose alcohols.^[2] Linalool has multiple commercial applications, the majority of which are based on its pleasant scent (floral, with a touch of spiciness).^[3]^[4]

A colorless oil, linalool is classified as an acyclic monoterpenoid.^[1] In plants, it is a metabolite, a volatile oil component, an antimicrobial agent, and an aroma compound.^[1] Linalool has uses in manufacturing of soaps, fragrances, food additives as flavors, household products, and insecticides.^[1] Esters of linalool are referred to as linalyl, e.g. linalyl pyrophosphate, an isomer of geranyl pyrophosphate.^[5]

The word linalool is based on linaloe (a type of wood) and the suffix -ol.^[6] In food manufacturing, it may be called coriandrol.^[1]

^ ^a ^b ^c ^d ^e "Linalool". PubChem, US National Library of Medicine. 16 October 2021. Retrieved 17 October 2021.
^ Cite error: The named reference KO was invoked but never defined (see the help page).
^ Eggersdorfer, Manfred (2000). "Terpenes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_205. ISBN 978-3-527-30673-2.
^ Letizia, C.S; Cocchiara, J.; Lalko, J.; Api, A.M (2003). "Fragrance material review on linalool". Food and Chemical Toxicology. 41 (7): 943–964. doi:10.1016/S0278-6915(03)00015-2. PMID 12804650.
^ Croteau, R.; Satterwhite, D. M.; Cane, D. E.; Chang, C. C. (1988). "Biosynthesis of Monoterpenes. Enantioselectivity in the Enzymatic Cyclization of (+)- and (-)-Linalyl Pyrophosphate to (+)- and (-)-Pinene and (+)- and (-)-Camphene". The Journal of Biological Chemistry. 263 (21): 10063–71. doi:10.1016/S0021-9258(19)81477-1. PMID 3392006.
^ "Linalool". Merriam-Webster.com Dictionary. Merriam-Webster.: "International Scientific Vocabulary, from Mexican Spanish lináloe"