Nerol

Nerol
IUPAC name (Z)-3,7-dimethyl-2,6-octadien-1-ol
Identifiers
CAS number	106-25-2 Y
PubChem	643820
ChemSpider	558917 Y
UNII	38G5P53250 N
KEGG	C09871 Y
ChEBI	CHEBI:29452 N
ChEMBL	CHEMBL452683 Y
Jmol-3D images	Image 1
SMILES OC\C=C(/CC/C=C(/C)C)C
InChI InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7- Y Key: GLZPCOQZEFWAFX-YFHOEESVSA-N Y 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
Properties
Molecular formula	C10H18O
Molar mass	154.25 g/mol
Density	0.881 g/cm3
Boiling point	224-225 °C at 745 mmHg
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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

• Citral
• Citronellol
• Geraniol
• Perfume allergy