Nerol

From Infogalactic: the planetary knowledge core
Jump to: navigation, search
Nerol
Skeletal formula of nerol
Ball-and-stick model of the nerol molecule
Names
IUPAC name
(Z)-3,7-dimethyl-2,6-octadien-1-ol
Identifiers
106-25-2 YesY
ChEBI CHEBI:29452 N
ChEMBL ChEMBL452683 YesY
ChemSpider 558917 YesY
Jmol 3D model Interactive image
KEGG C09871 YesY
PubChem 643820
UNII 38G5P53250 N
  • InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7- YesY
    Key: GLZPCOQZEFWAFX-YFHOEESVSA-N YesY
  • 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 their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Nerol is a monoterpene found in many essential oils such as lemongrass and hops. It was originally isolated from neroli 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]

Isomeric with nerol is geraniol, wherein the double bond is trans. Nerol readily loses water to form dipentene. Nerol can be synthesized by pyrolysis of beta-pinene, which affords myrcene. Hydrochlorination of myrcene gives a series of isomeric chlorides, one of which converts to neryl acetate.

References

  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.

See also