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(+)-Nootkatone

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Origin: China

Cas No: 4674-50-4

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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Products Specification
Product Description

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CAS No.: 4674-50-4 Formula: C15H22O Molecular Weight: 218.33500

Description

Nootkatone is a natural organic compound and is the most important and expensive aromatic of grapefruit. It is a sesquiterpene and a ketone.
Nootkatone was previously thought to be 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. It is also found in Alaska yellow cedar trees and vetiver grass.

Basic Info

Chemical Name	(+)-Nootkatone
Synonyms	NOOTKATONE;
CAS No.	4674-50-4
Molecular Formula	C15H22O
Molecular Weight	218.33500
PSA	17.07000
LogP	3.90420

Properties

Appearance & Physical State	viscous yellow liquid or crystals with a citrus odour; can be isolated from grapefruit
Density	0.997
Boiling Point	125ºC 0,5mm
Melting Point	35-39ºC
Flash Point	99ºC
Refractive Index	n20/D 1.52
Stability	Stable. Incompatible with strong oxidizing agents.

Safety Info

Safety Statements	S24/25
Symbol	GHS07
Hazard Declaration	H317
Caution Statement	P280
Signal Word	Warning

Synthesis Route

(4R,4aS,6R)-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-chloro-1-methylethyl)-2(3H)-naphthalenone→(4R,4aS)-4,4a-dimethyl-6-propan-2-ylidene-4,5,7,8-tetrahydro-3H-naphthalen-2-one+(+)-Nootkatone
(4R,4aS,6R)-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-chloro-1-methylethyl)-2(3H)-naphthalenone→(+)-Nootkatone
(3R,4aR,5S)-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene→phthalimide+(+)-Nootkatone

Precursor

(1R,3R,5R)-6,6-Dimethyl-3-(1-hydroxyethyl)bicyclo[3.1.1]heptan-2-one
(1R,5R)-6,6-Dimethyl-2-[(trimethylsilyl)oxy]bicyclo[3.1.1]hept-2-ene
(4R,4aS,6R)-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-chloro-1-methylethyl)-2(3H)-naphthalenone
(3R,4aR,5S)-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene

Downstream Product

(4R,4aS)-4,4a-dimethyl-6-propan-2-ylidene-4,5,7,8-tetrahydro-3H-naphthalen-2-one

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