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

Basic Information

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CAS Number

689-67-8

Molecular Formula

C13H22O

Molecular Weight

194.32 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

250℃

Density

0.87

Water Solubility

Not miscible or difficult to mix in water. Soluble in alcohol.

Flash Point

113℃(235.4℉)(lit.)

Refractive Index

n20/D 1.465-1.469

SMILES

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CC(C)=CCC\C(C)=C\CCC(C)=O

InChI

InChI=1S/C13H22O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h7,9H,5-6,8,10H2,1-4H3

InChIKey

HNZUNIKWNYHEJJ-UHFFFAOYSA-N

LogP

4.048300000000003

Topological Polar Surface Area

17.07 Å²

Hydrogen Bond Donor/Acceptor

0 / 1

Complexity

230

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

6,10-dimethylundeca-5,9-dien-2-one
Geranylacetone
Geranylacetone [mixture of (E)- and (Z)- isomers, (3:2)]
6,10-Dimethyl-5,9-undecadien-2-one
Mixture of Nerylacetone and Geranylacetone
6,10-Dimethyl-5,9-undecadien-2-one [mixture of (E)- and (Z)- isomers, (3:2)]
Geranyl-2-propanone [mixture of (E)- and (Z)- isomers, (3:2)]
(E/Z)-Geranylacetone

MDL Number

MFCD00008910

Customs Code

2914190090

FAQ

What are the physical and chemical properties of 6,10-Dimethyl-5,9-undecadien-2-one (CAS: 689-67-8)?

6,10-Dimethyl-5,9-undecadien-2-one (CAS: 689-67-8) is a colorless liquid with a molecular weight of approximately 182.24 g/mol. It has a pungent odor and is soluble in many organic solvents such as ethanol and acetone. The compound is relatively stable under normal conditions but can react with strong oxidizers. Its flash point is 66°C, indicating it is moderately volatile. It undergoes typical alkenone reactions and can be hydrogenated or oxidized as needed in various chemical processes.

How is 6,10-Dimethyl-5,9-undecadien-2-one (CAS: 689-67-8) typically synthesized?

6,10-Dimethyl-5,9-undecadien-2-one (CAS: 689-67-8) can be synthesized through a Diels-Alder reaction between an alkene and a methyl acetoacetate derivative. Catalyzed by a transition metal like palladium, this reaction provides good yield and selectivity. Other methods include the condensation of formaldehyde with a methyl ketone or via a Wittig reaction, which are also effective strategies for synthesizing this compound.

What industries use 6,10-Dimethyl-5,9-undecadien-2-one (CAS: 689-67-8)?

6,10-Dimethyl-5,9-undecadien-2-one (CAS: 689-67-8) finds use in a variety of industries. In pharmaceuticals, it serves as a precursor for the synthesis of certain drugs. It is also used in the polymer industry for modifying materials to enhance their properties. Additionally, it can be utilized in the production of sensors for detecting specific molecules and as a component in semiconductor manufacturing processes.

What precautions should be taken when handling 6,10-Dimethyl-5,9-undecadien-2-one (CAS: 689-67-8)?

When handling 6,10-Dimethyl-5,9-undecadien-2-one (CAS: 689-67-8), it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be used in a well-ventilated area or a fume hood to minimize inhalation. In case of a spill, use appropriate absorbents and dispose of them according to local regulations. Always consult the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.