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Nerol

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Nerol
Skeletal formula of nerol
Ball-and-stick model of the nerol molecule
Names
Preferred IUPAC name
(2Z)-3,7-Dimethylocta-2,6-dien-1-ol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.072Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7-checkY
    Key: GLZPCOQZEFWAFX-YFHOEESVSA-NcheckY
  • InChI=1/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7-
    Key: GLZPCOQZEFWAFX-YFHOEESVBO
  • OC\C=C(/CC/C=C(/C)C)C
Properties
C10H18O
Molar mass 154.25 g/mol
Density 0.881 g/cm3
Boiling point 224 to 225 °C (435 to 437 °F; 497 to 498 K) at 745 mmHg
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa).

Nerolis amonoterpenoidalcoholfound in manyessential oilssuch aslemongrassandhops.It was originally isolated fromneroli oil,hence its name. This colourless liquid is used in perfumery. Like geraniol, nerol has a sweet rose odor but it is considered to be fresher.[1]Esters and related derivatives of nerol are referred to asneryl,e.g., neryl acetate.

Isomericwith nerol isgeraniol,which istrans- orE-isomer.Nerol readily loses water to form a set of C10 compounds calleddipentene.Nerol can be synthesized bypyrolysisofbeta-pinene,which also affordsmyrcene.Hydrochlorination of myrcene gives a series of isomeric chlorides.

See also

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References

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  1. ^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, Weinheim, 2002.doi:10.1002/14356007.a11_141