CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Colourless to pale yellow or orange coloured oily liquid; Powerful fruity sweet, citrusy, grapefruit peel oil like aroma |
|---|---|
| Color/Form | Crystals from light petroleum; commercial product is a colorless to yellowish liquid |
| Odor | Grapefruit odor |
| Taste | Grapefruit taste |
| Boiling Point | BP: 125 °C at 0.5 mm Hg |
| Melting Point | 36-37 °C |
| Flash Point | 100 °C (212 °F) - closed cup |
| Solubility | Practically insoluble in water |
| Density | 0.9963 at 25 °C |
| Vapor Density | >1 (Air = 1) |
| LogP | log Kow = 3.84 (measured) |
| Stability/Shelf Life | Stable under recommended storage conditions. |
| Optical Rotation | Optical rotation: +195.5 deg (c = 1.5 in CHCL3) |
| Refractive Index | Index of refraction: 1.5253 at 20 °C |
| Kovats Retention Index | 1781 1819 1763 1775 1775 1780 1765 1774 1775 1797 1751 1781 1795.4 1795 1797 1775 1780 1775 1802 |
SAFETY INFORMATION
| Signal word | Warning |
|---|---|
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H317:Sensitisation, Skin |
| Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. |
COMPUTED DESCRIPTORS
| Molecular Weight | 218.33 g/mol |
|---|---|
| XLogP3 | 3.9 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 1 |
| Exact Mass | 218.167065321 g/mol |
| Monoisotopic Mass | 218.167065321 g/mol |
| Topological Polar Surface Area | 17.1 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 364 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
(+)-nootkatone is a sesquiterpenoid that is 4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one which is substituted by methyl groups at positions 4 and 4a, and by an isopropenyl group at position 6 (the 4R,4aS,6R stereoisomer). It has a role as a plant metabolite, a fragrance and an insect repellent. It is a sesquiterpenoid, an enone and a carbobicyclic compound.