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NOOTKATONE

NOOTKATONE Structure
CAS No.
4674-50-4
Chemical Name:
NOOTKATONE
Synonyms
NONANOL;(+)-Nootkatone;nootkartone;NOOTKATONE, NATURAL;4.beta.H,5.alpha.-Eremorphila-1(10)11-dien-2-one;(4R)-4,4a,5,6,7,8-Hexahydro-4,4aβ-dimethyl-6α-(1-methylethenyl)naphthalen-2(3H)-one;(4R,4aS,6R)-4,4a-Dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one;2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)-;FEMA 3166;Nootkatane
CBNumber:
CB3751288
Molecular Formula:
C15H22O
Molecular Weight:
218.33
MOL File:
4674-50-4.mol
MSDS File:
SDS
Modify Date:
2024/8/24 19:19:26

NOOTKATONE Properties

Melting point 35-39 °C
Boiling point 125°C 0,5mm
Density 0,997 g/cm3
FEMA 3166 | NOOTKATONE
refractive index n20/D 1.52
Flash point 99°C
storage temp. 2-8°C
solubility Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
form Solid
color White to Pale Yellow
Odor at 100.00 %. grapefruit peel citrus gardenia woody
Odor Type citrus
optical activity [α]20/D +182.0±5.0°, c = 1% in ethanol
Water Solubility Slightly soluble in ethanol and chloroform. Partly soluble in water.
JECFA Number 1398
BRN 4676969
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey WTOYNNBCKUYIKC-UHFFFAOYSA-N
LogP 3.84
EPA Substance Registry System 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)- (4674-50-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P280
Safety Statements  23-24/25
WGK Germany  2
TSCA  Yes
HS Code  29142990
NFPA 704
0
0 0

NOOTKATONE price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W316620 Nootkatone ≥98%, FG 4674-50-4 1SAMPLE-K ₹7988.85 2022-06-14 Buy
Sigma-Aldrich(India) W316620 Nootkatone ≥98%, FG 4674-50-4 25G ₹26986.73 2022-06-14 Buy
Sigma-Aldrich(India) W316620 Nootkatone ≥98%, FG 4674-50-4 100G ₹103660.2 2022-06-14 Buy
Sigma-Aldrich(India) 74437 (+)-Nootkatone ≥99.0% (GC) 4674-50-4 1G ₹14018.38 2022-06-14 Buy
Sigma-Aldrich(India) 74437 (+)-Nootkatone ≥99.0% (GC) 4674-50-4 2.5G ₹18543.23 2022-06-14 Buy
Product number Packaging Price Buy
W316620 1SAMPLE-K ₹7988.85 Buy
W316620 25G ₹26986.73 Buy
W316620 100G ₹103660.2 Buy
74437 1G ₹14018.38 Buy
74437 2.5G ₹18543.23 Buy

NOOTKATONE Chemical Properties,Uses,Production

Description

Nootkatone has a pleasant taste. It may be prepared by oxidation of valencene (a sesquiterpene) with tertiary butyl chromate.

Chemical Properties

NOOTKATONE has been isolated from grapefruit peel and juice and identified in other citrus oils as well. The commercially available product is a colorless to yellowish liquid with a typical grapefruit odor.
Nootkatone can be prepared by oxidation of valencene, a sesquiterpene hydrocarbon isolated from orange oils. The oxidation can be accomplished either by chemical or by biotechnological methods.
Nootkatone is used for flavoring beverages.

Occurrence

Reported found in grapefruit oil and juice; traces are also reported found in the oils of bergamot, lemon, lime, orange and tangerine; also reported formed in canned orange juice on storage.

Uses

Nootkatone is an effective repellent/insecticide against mosquitos, and may repel bed bugs, head lice and other insects. Nootkatone in spray form has been shown as an effective repellent/insecticide against deer ticks and lone star ticks.

Preparation

By oxidation of valencene (a sesquiterpene) with tertiary butyl chromate.

Definition

ChEBI: 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).

General Description

(+)-nootkatone, a bicyclic conjugated sesquiterpene ketone with a grapefruit-like flavor, is commonly used in fragrance, food, cosmetics and pharmaceutical industry. It can be synthesized from (+)-valencene via biotransformation. (+)-nootkatone is the active ingredient responsible for the antiplatelet effect of Cyperus rotundus, a well-known oriental traditional medicine. It also shows promising efficacy against Staphylococcus aureus biofilms.

Global( 297)Suppliers
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CHEMSWORTH +91-261-2397244 New Delhi, India 6707 30 Inquiry
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TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
P.P. Sheth Aromas Pvt., Ltd. 91-22-27780900 Maharashtra, India 35 58 Inquiry
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Arpan Aromatics 08048372666Ext 828 Ahmedabad, India 138 58 Inquiry
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Chongqing Zhihe Biopharmaceutical Co., Ltd. +8618580541567 China 303 58 Inquiry
Hebei Mojin Biotechnology Co., Ltd +86 13288715578 +8613288715578 China 12584 58 Inquiry
XI'AN TIANGUANGYUAN BIOTECH CO., LTD. +86-029-86333380 18829239519 China 903 58 Inquiry

NOOTKATONE Spectrum

(+)-5,6-dimethyl-8-isopropenylbicyclo[4.4.0]dec-1-en-3-one 2(3h)-naphthalenone, 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, [4R-(4alpha,4aalpha,6beta)]- 2(3H)-Naphthalenone,4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-,[4R-(4.alpha.,4a.alpha.,6.beta.)]- 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-,[4R-(4.alpha.,4a.alpha.,6.beta.)]-2(3H)-Naphthalenone NOOTKATONE 98% CRYSTALS NOOTKATONE DISTILLED 50% NOOTKATONE EX-CITRUS 70% NATURAL NOOTKATONE-55/60% NOOTKATONE WITH GC FEMA 3166 (4R)-4,4a,5,6,7,8-Hexahydro-4β,4aβ-dimethyl-6α-(1-methylethenyl)naphthalen-2(3H)-one (4R)-4,4a,5,6,7,8-Hexahydro-6α-isopropenyl-4β,4aβ-dimethylnaphthalene-2(3H)-one (4R)-4β,4aβ-Dimethyl-6α-isopropenyl-2,3,4,4a,5,6,7,8-octahydronaphthalene-2-one Zinc05225089 (+)-Nootkatone >=99.0% (GC) 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-2(3h)-naphthalenon 4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-2(3H)-naphthalenone, [4R-(4alpha,4aalpha,6beta)]- 4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-2(3H)-naphthalenone,[4R-(4.alpha.,4a.alpha.4 4aalpha,6beta)]-[4theta-(4alph 4betaH,5alpha-Eremophila-1(10),11-dien-2-one 4betaH,5alpha-Eremorphila-1(10)11-dien-2-one 6-Isopropenyl-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone Nootkatane [4R-(4alpha,4aalpha,6beta)]-4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylvinyl)naphthalen-2(3H)-one (+)-NOOTKATONE, CRYSTALLINE, 98+% (+)-nootkatone, crystalline 4,4A,5,6,7,8-HEXAHYDRO-6-ISO-PROPENYL-4,4A-DIMETHYL-2(3H)-NAPHTHALENONE (4R-(4alpha,4aalpha,6beta))-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylvinyl)naphthalin-2(3H)-on NOOTKATONE 65-70% NOOTKATONE (+)-Nootkatone> NOOTKATONE USP/EP/BP NOOTKATONE EX VALENCENE98%/86%/60% (+)-Nootkatone, crystalline, 98+% NOOTKATONE, NATURAL (4R)-4,4a,5,6,7,8-Hexahydro-4,4aβ-dimethyl-6α-(1-methylethenyl)naphthalen-2(3H)-one NONANOL (4R,4aS,6R)-4,4a-Dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one nootkartone 4.beta.H,5.alpha.-Eremorphila-1(10)11-dien-2-one 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)- (+)-Nootkatone V(+)-Nootkatone Nootkatone 98% NKXAP9800 4674-50-4 Chiral Building Blocks Asymmetric Synthesis Ketones Organic Building Blocks Chiral Building Blocks Ketones Organic Building Blocks