Nerol

Nerol
Compound Structure:
Synonyms: (2Z)-3,7-dimethylocta-2,6-dien-1-ol; nerol; Neryl alcohol; cis-Geraniol; (Z)-Geraniol; cis-3,7-Dimethyl-2,6-octadien-1-ol; (2Z)-3,7-dimethylocta-2,6-dien-1-ol; 2,6-Octadien-1-ol, 3,7-dimethyl-, (2Z)-; (Z)-Nerol; (Z)-3,7-dimethyl-2,6-octadien-1-ol; Z-Geran
Compound ID: NMPC-1303
PubChem ID:

643820

Molecular Formula: C10H18O
Canonical SMILES: CC(=CCCC(=CCO)C)C
InChIKey: GLZPCOQZEFWAFX-YFHOEESVSA-N
About the compound:

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] Esters and related derivatives of nerol are referred to as neryl, e.g., neryl acetate. Isomeric with nerol is geraniol, which is trans- or E-isomer. Nerol readily loses water to form a set of C10 compounds called dipentene. Nerol can be synthesized by pyrolysis of beta-pinene, which also affords myrcene. Hydrochlorination of myrcene gives a series of isomeric chlorides. Nerol is the (2Z)-stereoisomer of 3,7-dimethylocta-2,6-dien-1-ol. It has been isolated from the essential oils from plants like lemon grass. It has a role as a volatile oil component, a plant metabolite and a fragrance.

GHS Hazard Statements

H315 (96.96%): Causes skin irritation [Warning Skin corrosion/irritation]

H317 (78.27%): May cause an allergic skin reaction [Warning Sensitization, Skin]

H318 (64.52%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

H319 (32.21%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

154.25 g/mol

XLogP3-AA

2.9

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

4

Exact Mass

154.135765193 g/mol

Monoisotopic Mass

154.135765193 g/mol

Topological Polar Surface Area

20.2Ų

Heavy Atom Count

11

Formal Charge

0

Complexity

150

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Liquid

Boiling Point

225 °C

Melting Point

<-15 °C

Density

0.875-0.880

Solubility 

Insoluble in water; soluble in chloroform, ether, most fixed oils

Vapor Pressure

0.03 [mmHg]

Source: PubChem

Source Species: Crateva adansonii
Zingiber officinale
Hyparrhenia rufa
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