ChemicalBook >> CAS DataBase List >>6,10-Dimethyl-5,9-undecadien-2-one

6,10-Dimethyl-5,9-undecadien-2-one

CAS No.
689-67-8
Chemical Name:
6,10-Dimethyl-5,9-undecadien-2-one
Synonyms
Geranylacetone;5,9-Undecadien-2-one, 6,10-dimethyl-;Dihydropseudoionone;6,10-DIMETHYLUNDECA-5,9-DIEN-2-ONE;FEMA 3542;Nsc406679;CBI-BB ZERO/001230;Dihydropseudoionon;GERANYL-2-PROPANONE;Geranylacetone(Z/E)
CBNumber:
CB8761079
Molecular Formula:
C13H22O
Molecular Weight:
194.31
MDL Number:
MFCD00008910
MOL File:
689-67-8.mol
MSDS File:
SDS
Last updated:2024-03-06 16:45:59

6,10-Dimethyl-5,9-undecadien-2-one Properties

Boiling point 254-258 °C(lit.)
Density 0.873 g/mL at 25 °C(lit.)
FEMA 3542 | 6,10-DIMETHYL-5,9-UNDECADIEN-2-ONE
refractive index n20/D 1.467(lit.)
Flash point >230 °F
storage temp. Amber Vial, Refrigerator, Under inert atmosphere
solubility Chloroform, Dichloromethane (Slightly)
form Oil
color Colourless
Odor at 100.00 %. fresh rose leaf floral green magnolia aldehydic fruity
Odor Type floral
Water Solubility Not miscible or difficult to mix in water. Soluble in alcohol.
JECFA Number 1122
BRN 1722277
Stability Light Sensitive
LogP 4.13
CAS DataBase Reference 689-67-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 9B7RY79U9Z
NIST Chemistry Reference 5,9-Undecadien-2-one, 6,10-dimethyl-(689-67-8)
EPA Substance Registry System 5,9-Undecadien-2-one, 6,10-dimethyl- (689-67-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H315-H411
Precautionary statements  P264-P273-P280-P302+P352-P332+P313-P362+P364
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39-36
WGK Germany  3
RTECS  YQ1190000
TSCA  Yes
HS Code  2914199090
NFPA 704
1
2 0

6,10-Dimethyl-5,9-undecadien-2-one price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W354201 6,10-Dimethyl-5,9-undecadien-2-one ≥97%, stabilized, FG 689-67-8 sample-k $52 2022-05-15 Buy
TCI Chemical G0236 Geranylacetone [mixture of (E)- and (Z)- isomers, (3:2)] >96.0%(GC) 689-67-8 25mL $50 2024-03-01 Buy
Alfa Aesar A19184 Geranylacetone, (E)+(Z), 97%, (Z)-isomer (nerylacetone) ca 45% 689-67-8 25g $60.65 2024-03-01 Buy
Alfa Aesar A19184 Geranylacetone, (E)+(Z), 97%, (Z)-isomer (nerylacetone) ca 45% 689-67-8 100g $142.65 2024-03-01 Buy
TRC G367778 (E/Z)-Geranylacetone 689-67-8 5g $50 2021-12-16 Buy
Product number Packaging Price Buy
W354201 sample-k $52 Buy
G0236 25mL $50 Buy
A19184 25g $60.65 Buy
A19184 100g $142.65 Buy
G367778 5g $50 Buy

6,10-Dimethyl-5,9-undecadien-2-one Chemical Properties,Uses,Production

Chemical Properties

Geranylacetone occurs in (5Z)-trans as well as in (5E)-trans form and has been identified in fruits and in essential oils. It is a colorless liquid with a fresh, green, slightly penetrating, rose-like odor.
Geranylacetone is an intermediate in the synthesis of other fragrance substances. It is mainly produced from linalool. Another route starts from myrcene, to which methyl acetoacetate is added under rhodium catalysis; geranylacetone is subsequently obtained after saponification and decarboxylation. It is used in perfumery in rose compositions, for example, in soap perfumes.

Chemical Properties

6,10-Dimethyl-5,9-undecadien-2-one has a green and rosy floral odor and fresh-floral, light, but rather penetrating sweet-rosy, slightly green, magnolia-like odor. It blends well in lavender and fruity notes, where it imparts a clean and natural character. It helps to round out floral bouquets

Occurrence

Reported found in oil of citronella, yellow passion fruit, peppermint, Scotch spearmint oil, Japanese seafood, scallop, tomato, tomato paste, citrus peel oils, carrots, papaya, melon, Parmesan cheese, milk powder, cognac, tea, starfruit, figs, mango, red sage, nectarines, clams, pork, anise, and hyssop

Uses

It is used as a flavoring agent and adjuvant. It is also employed as a substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.

Definition

ChEBI: Geranyl acetone is a monoterpene ketone in which an (E)-geranyl group is bonded to one of the alpha-methyls of acetone. It is a component of essential oils from various plants including Nelumbo nucifera. It has a role as a flavouring agent, a fragrance, a volatile oil component and a plant metabolite. It contains a geranyl group.

Preparation

By reaction of linalool and ethyl acetoacetate with an alkaline catalyst and subsequent rearrangement and decarboxylation.

Application

Geranylacetone is an intermediate in nerolidol synthesis. It is used in perfumery in rose compositions, for example, in soap perfumes.

Aroma threshold values

Detection: 60 ppb to 6.4 ppm

Taste threshold values

Taste characteristics at 12 ppm: floral, fruity, fatty, green, pear, apple and banana nuances

General Description

6,10-Dimethyl-5,9-undecadien-2-one is one of the key volatile flavor compounds of tomato and certain species of mushroom.

Safety Profile

A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

78-70-6
105-45-3
689-67-8
Synthesis of 6,10-Dimethyl-5,9-undecadien-2-one from Linalool and Methyl acetoacetate
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View Lastest Price from 6,10-Dimethyl-5,9-undecadien-2-one manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6,10-Dimethyl-5,9-undecadien-2-one pictures 2023-08-30 6,10-Dimethyl-5,9-undecadien-2-one
689-67-8
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
6,10-Dimethyl-5,9-undecadien-2-one pictures 2023-03-20 6,10-Dimethyl-5,9-undecadien-2-one
689-67-8
US $0.00 / kg 1kg 98.0%min 100kg LY Global chemicals co.,ltd .
6-Methyl-5-hepten-2-one pictures 2021-03-13 6-Methyl-5-hepten-2-one
689-67-8
US $10.00 / PCS 1KG 99% 100 mt Hebei Guanlang Biotechnology Co., Ltd.
9-Undecadien-2-one,6,10-dimethyl-5 alpha,beta-Dihydropseudoionone TRANS-6,10-DIMETHYL-5,9-UNDECADIEN-2-ONE GERANYLACETONE(MIXTUREOFISOMERS) GERANYL-2-PROPANONE FEMA 3542 CBI-BB ZERO/001230 6,10-DIMETHYL-5,9-UNDECADIEN-2-ONE 6,10-Dimethyl-5,9-undecadien-2-one Geranyl-2-propanone Geranylacetone (contains Nerylacetone) 1,2-Dinor-6,10-farnesadien-3-one 6,10-Dimethylundeca-5,9-diene-2-one Dihydropseudoionon Nsc406679 Geranylacetone [mixture of (E)- and (Z)- isomers, (3:2)] 6,10-Dimethyl-5,9-undecadien-2-one, mixture of isomers 10-Dimethyl-5,9-undecadien-2-one Geranylacetone [mixture of (E)- and (Z)- isomers] (5E)-6,10-dimethyl-2-undeca-5,9-dienone Geranylacetone[mixtureof(E)-and(Z)-isomers,(3:2)]> Geranylacetone (mixture of cis- and trans-) Geranylacetone(Z/E) (E/Z)-Geranylacetone Dihydropseudoionone 5,9-Undecadien-2-one, 6,10-dimethyl- Geranylacetone 6,10-DIMETHYLUNDECA-5,9-DIEN-2-ONE GERANYL ACETONE 5468501 689-67-8 Terpenes Acyclic Monoterpenes Organic Building Blocks Ketones Carbonyl Compounds C13 to C14 Building Blocks Analytical Standards Alphabetic Analytical Chromatography Product Catalog Acyclic Monoterpenes Biochemistry Terpenes