Editing Linalool (section)

{{Short description|Chemical compound with a floral aroma}}
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 470609278
| ImageFile = Linalool skeletal.svg
| ImageSize = 240
| ImageAlt = Skeletal formula
| ImageFile1 = (S)-Linalool molecule ball.png
| ImageSize1 = 240
| ImageAlt1 = Ball-and-stick model
| PIN = 3,7-Dimethylocta-1,6-dien-3-ol
| OtherNames = 3,7-Dimethyl-1,6-octadien-3-ol, β-linalool, linalyl alcohol, linaloyl oxide, allo-ocimenol, coriandrol, Licareol
|Section1={{Chembox Identifiers
| index_label = 
| index1_label = (''R'')
| index2_label = (''S'')
| index_comment = (±)-linalool
| index1_comment = (−)-linalool
| index2_comment = (+)-linalool
| testQID = Q410932
| QID1 = Q27105200
| QID2 = Q27105233
| IUPHAR_ligand = 2469
| CASNo = 78-70-6
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo1 = 126-91-0
| CASNo1_Ref = {{cascite|correct|CAS}}
| CASNo2 = 126-90-9
| CASNo2_Ref = {{cascite|correct|CAS}}
| PubChem = 6549
| PubChem1 = 443158
| PubChem2 = 67179
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 25306
| ChEMBL2 = 235672 
| KEGG1 = C11388
| KEGG2 = C11389
| 3DMet = B05103
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = D81QY6I88E
| UNII1_Ref = {{fdacite|correct|FDA}}
| UNII1 = 3U21E3V8I2
| UNII2_Ref = {{fdacite|correct|FDA}}
| UNII2 = F4VNO44C09
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 13849981
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 17580
| ChEBI1 = 28
| ChEBI2 = 98
| InChI = 1/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3
| InChIKey = CDOSHBSSFJOMGT-UHFFFAOYAV
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = CDOSHBSSFJOMGT-UHFFFAOYSA-N
| SMILES = CC(O)(C=C)CCC=C(C)C
  }}
|Section2={{Chembox Properties
| C=10|H=18|O=1
| Appearance = Colorless oil
| Density = 0.858 to 0.868 g/cm<sup>3</sup>
| MeltingPt= <
| MeltingPtC = −20
| BoilingPtC = 198 to 199
| BoilingPt_notes = 
| Solubility = 1.589 g/l
  }}
|Section3={{Chembox Hazards
| NFPA-H = 1
| NFPA-F = 2
| NFPA-R = 0
| MainHazards =
| FlashPtC = 55
| AutoignitionPtC = 
 }}
}}

'''Linalool''' ({{IPAc-en|l|ᵻ|ˈ|n|æ|l|oʊ|ɒ|l|,_|l|aɪ|-|,_|-|l|oʊ|oʊ|l|,_|-|ˈ|l|uː|l}}) refers to two [[enantiomer]]s of a naturally occurring [[terpene]] [[Alcohol (chemistry)|alcohol]] found in many [[flower]]s and [[spice]] plants.<ref name="pubchem">{{cite web |title=Linalool |url=https://pubchem.ncbi.nlm.nih.gov/compound/6549 |publisher=PubChem, US National Library of Medicine |access-date=17 October 2021 |date=16 October 2021}}</ref> Together with [[geraniol]], [[nerol]], [[citronellol]], linalool is one of the '''rose alcohols'''.<ref name=KO/> Linalool has multiple commercial applications, the majority of which are based on its pleasant scent (floral, with a touch of spiciness).<ref name="Ullmann">{{Ullmann |doi=10.1002/14356007.a26_205|title=Terpenes|year= 2000|last1=Eggersdorfer|first1=Manfred}}</ref><ref>{{cite journal |doi=10.1016/S0278-6915(03)00015-2|title=Fragrance material review on linalool|year=2003|last1=Letizia|first1=C.S|last2=Cocchiara|first2=J.|last3=Lalko|first3=J.|last4=Api|first4=A.M|journal=Food and Chemical Toxicology|volume=41|issue=7|pages=943–964|pmid=12804650}}</ref> 

A colorless oil, linalool is classified as an acyclic [[monoterpenoid]].<ref name=pubchem/> In plants, it is a [[metabolite]], a [[Essential oil|volatile oil]] component, an [[antimicrobial]] agent, and an [[aroma compound]].<ref name=pubchem/> Linalool has uses in manufacturing of soaps, fragrances, [[food additive]]s as flavors, household products, and [[insecticide]]s.<ref name=pubchem/>  [[Ester]]s of linalool are referred to as '''linalyl''', e.g. linalyl [[pyrophosphate]], an isomer of [[geranyl pyrophosphate]].<ref name=Crot>{{cite journal |pmid=3392006|year=1988|last1=Croteau|first1=R.|last2=Satterwhite|first2=D. M.|last3=Cane|first3=D. E.|last4=Chang|first4=C. C.|title=Biosynthesis of Monoterpenes. Enantioselectivity in the Enzymatic Cyclization of (+)- and (-)-Linalyl Pyrophosphate to (+)- and (-)-Pinene and (+)- and (-)-Camphene|journal=The Journal of Biological Chemistry|volume=263|issue=21|pages=10063–71|doi=10.1016/S0021-9258(19)81477-1 |doi-access=free }}</ref>

The word ''linalool'' is based on ''[[linaloe]]'' (a type of wood) and the suffix ''{{linktext|-ol}}''.<ref>{{Merriam-Webster|Linalool}}: "International Scientific Vocabulary, from Mexican Spanish lináloe"</ref> In food manufacturing, it may be called ''coriandrol''.<ref name=pubchem/>