Nerol

Nerol is a monoterpenoid alcohol 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]

Nerol

Names
IUPAC name (Z)-3,7-dimethyl-2,6-octadien-1-ol
Identifiers
CAS Number	106-25-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:29452
ChEMBL	ChEMBL452683
ChemSpider	558917
ECHA InfoCard	100.003.072
KEGG	C09871
PubChem CID	643820
UNII	38G5P53250
CompTox Dashboard (EPA)	DTXSID3026728
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- Key: GLZPCOQZEFWAFX-YFHOEESVSA-N 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
SMILES OC\C=C(/CC/C=C(/C)C)C
Properties
Chemical formula	C10H18O
Molar mass	154.25 g/mol
Density	0.881 g/cm^3
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).
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Infobox references

Isomeric with nerol is geraniol, which is trans- or E-isomer. 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.

See also

• Citral
• Citronellol
• Geraniol
• Linalool
• Perfume allergy

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