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

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

Product Name
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
Formula Weight
194.31
MOL File
689-67-8.mol
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6,10-Dimethyl-5,9-undecadien-2-one Property

Boiling point:
254-258 °C(lit.)
Density 
0.873 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.467(lit.)
FEMA 
3542 | 6,10-DIMETHYL-5,9-UNDECADIEN-2-ONE
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)
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
RTECS 
YQ1190000
TSCA 
Yes
HS Code 
2914199090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

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

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.

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.

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.

6,10-Dimethyl-5,9-undecadien-2-one Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from 6,10-Dimethyl-5,9-undecadien-2-one manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
6,10-Dimethyl-5,9-undecadien-2-one 689-67-8
Price
US $60.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-11-18
Hebei Weibang Biotechnology Co., Ltd
Product
6-Methyl-5-hepten-2-one 689-67-8
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-06
Shaanxi Dideu Medichem Co. Ltd
Product
6,10-Dimethyl-5,9-undecadien-2-one 689-67-8
Price
US $709.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
1T
Release date
2020-07-06

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