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Nerol

From Wikipedia, the free encyclopedia
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 InfoCard100.003.072Edit 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-N checkY
  • 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 mass154.25 g/mol
Density0.881 g/cm3
Boiling point224 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).
☒N verify (what is checkY☒N ?)
Chemical compound

Nerol is amonoterpenoidalcohol found in manyessential oils such aslemongrass andhops. 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.

Isomeric with nerol isgeraniol, which is itstrans- orE-isomer. Nerol readily loses water to form a set of C10 compounds calleddipentene. Nerol can be synthesized bypyrolysis ofbeta-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
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