Lavandulol

{{Chembox

| ImageFile = Lavandulol skeletal.png

| ImageSize = 200px

| ImageAlt =

| PIN = 5-Methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol

| OtherNames = 2-Isopropenyl-5-methyl-4-hexen-1-ol

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 58461-27-1

| CASNo1_Ref = {{cascite|correct|CAS}}

| CASNo1 = 498-16-8

| CASNo1_Comment =(R)-(−)

| CASNo2_Ref = {{cascite|correct|CAS}}

| CASNo2 = 50373-53-0

| CASNo2_Comment =(S)-(+)

| ChEBI = 50281

| PubChem = 94060

| PubChem_Comment = (±)

| PubChem1 = 5464156

| PubChem1_Comment = (R)-(−)

| PubChem2 =68133

| PubChem2_Comment = (S)-(+)

| EINECS = 261-264-2

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 1YPC7F65XU

| UNII1_Ref = {{fdacite|correct|FDA}}

| UNII1 = T2QB7QHN63

| UNII1_Comment = (R)-(−)

| UNII2_Ref = {{fdacite|correct|FDA}}

| UNII2 = 8PLA23B8JZ

| UNII2_Comment = (S)-(+)

| InChI=1S/C10H18O/c1-8(2)5-6-10(7-11)9(3)4/h5,10-11H,3,6-7H2,1-2,4H3

| InChI_Comment = (±)

| InChIKey= CZVXBFUKBZRMKR-UHFFFAOYSA-N

| InChI1 = 1S/C10H18O/c1-8(2)5-6-10(7-11)9(3)4/h5,10-11H,3,6-7H2,1-2,4H3/t10-/m0/s1

| InChI1_Comment = (R)-(−)

| InChIKey1 = CZVXBFUKBZRMKR-JTQLQIEISA-N

| InChI2 = 1S/C10H18O/c1-8(2)5-6-10(7-11)9(3)4/h5,10-11H,3,6-7H2,1-2,4H3/t10-/m1/s1

| InChI2_Comment = (S)-(+)

| InChIKey2 = CZVXBFUKBZRMKR-SNVBAGLBSA-N

| SMILES = CC(=CCC(CO)C(=C)C)C

| SMILES_Comment = (±)

| SMILES1 = CC(=CC[C@@H](CO)C(=C)C)C

| SMILES1_Comment = (R)-(−)

| SMILES2 = CC(=CC[C@H](CO)C(=C)C)C

| SMILES2_Comment = (S)-(+)

| ChemSpiderID = 84888

| ChemSpiderID_Comment = (±)

| ChemSpiderID1 = 4576557

| ChemSpiderID1_Comment = (R)-(−)

| ChemSpiderID2 = 61441

| ChemSpiderID2_Comment = (S)-(+)

}}

|Section2={{Chembox Properties

| C=10 | H=18 | O=1

| Appearance = Clear colorless liquid{{cite journal | doi = 10.1002/cbdv.200590088 | pmid = 17193200 | title = Enzymatic Resolution and Odor Description of Both Enantiomers of Lavandulol, a Fragrance of Lavender Oil | year = 2005 | last1 = Sakauchi | first1 = Hiroyuki | last2 = Kiyota | first2 = Hiromasa | last3 = Takigawa | first3 = Shin-ya | last4 = Oritani | first4 = Takayuki | last5 = Kuwahara | first5 = Shigefumi | journal = Chemistry & Biodiversity | volume = 2 | issue = 9 | pages = 1183–6| s2cid = 36611254 }}

| Density = 0.878 g/mL at 20 °C{{cite web | url = http://www.sigmaaldrich.com/catalog/product/aldrich/61735?lang=en | title = (±)-Lavandulol | publisher = Sigma-Aldrich}}

| MeltingPt =

| BoilingPt =

| Solubility = }}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt = }}

}}

Lavandulol is a monoterpene alcohol found in a variety of essential oils such as lavender oil.{{cite web | url = http://www.merriam-webster.com/dictionary/lavandulol | title = Lavandulol | publisher = Merriam-Webster}} The term refers to either of two enantiomers. The (R)-enantiomer is natural and has an aroma described as "weak floral, herbal odor with slightly lemon-like, fresh citrus fruity nuance"; the (S)-enantiomer has only a weak odor.

Lavandulol and its esters are used in the perfume industry and have been identified as insect pheromones.{{cite journal| pmid=11504023| year=2001| last1=Innocenzi| first1=PJ| last2=Hall| first2=DR| last3=Cross| first3=JV| title=Components of male aggregation pheromone of strawberry blossom weevil, Anthonomus rubi herbst. (Coleoptera:Curculionidae)| volume=27| issue=6| pages=1203–18| journal=Journal of Chemical Ecology| doi=10.1023/A:1010320130073| s2cid=40743068}}{{cite web|url=http://www.pherobase.com/database/compound/compounds-detail-lavandulol.php|title=Semiochemical - lavandulol|publisher=pherobase.com|accessdate=14 January 2014}}{{cite journal|doi=10.1111/j.1439-0418.2008.01277.x|title=Attraction of Planococcus ficus males to racemic and chiral pheromone baits: Flight activity and bait longevity|year=2008|last1=Zada|first1=A.|last2=Dunkelblum|first2=E.|last3=Assael|first3=F.|last4=Franco|first4=J. C.|last5=Silva|first5=E. B. da|last6=Protasov|first6=A.|last7=Mendel|first7=Z.|journal=Journal of Applied Entomology|volume=132|issue=6|pages=480|hdl=10400.5/5591|s2cid=1141741|hdl-access=free}}