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Nootkatone

Nootkatone

General
Systematic name	4-alpha,5-dimethyl-1,2,3,4,4alpha,5,6,7- octahydro-7-keto-3-isopropenylnaphthalene
Other names	(+)-nootkatone
Molecular formula	C₁₅H₂₂O
Molar mass	218.55 g/mol
Appearance	Viscous yellow in its liquid form
CAS number	[4674-50-4]
Properties
Density and phase	? g/cm³, ?
Solubility in water	? g/100 ml (?°C)
Melting point	36°C (309 K)
Boiling point	170°C (443 K)
Acidity (pK_a)	?
Basicity (pK_b)	?
Chiral rotation [α]_D	?°
Viscosity	? cP at ?°C
Structure
Molecular shape	?
Coordination geometry	?
Crystal structure	?
Dipole moment	? D
Hazards
MSDS	External MSDS
Main hazards	?
NFPA 704
Flash point	~ 100°C
R/S statement	R: - S: 23, 24, 25
RTECS number	?
Supplementary data page
Structure and properties	n, ε_r, etc.
Thermodynamic data	Phase behaviour Solid, liquid, gas
Spectral data	UV, IR, NMR, MS
Related compounds
Other anions	?
Other cations	?
Related Terpenes	Valencene
Related compounds	?
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Nootkatone is a natural organic compound and is the most important and expensive aromatic of grapefruit^[1] . It is a sesquiterpene and a ketone.

Additional recommended knowledge

Daily Visual Balance Check

Safe Weighing Range Ensures Accurate Results

Essential Laboratory Skills Guide

Nootkatone is one of the main chemical components of the smell and flavour of grapefruits. In its solid form it is usually found as crystals. As a liquid, it is viscous and yellow. Nootkatone is typically extracted from grapefruit, but can also be manufactured with genetically modified organisms, or through the chemical or biochemical oxidation of valencene.

References

^ Furusawa, Mai; Toshihiro Hashimoto, Yoshiaki Noma, and Yoshinori Asakawa (November 2005). "Highly Efficient Production of Nootkatone, the Grapefruit Aroma from Valencene, by Biotransformation". Chem. Pharm. Bull. 53 (11): 1513-1514.

Categories: Ketones | Terpenes and terpenoids