2-Undecanone: Difference between revisions

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[[File:2-undecanone.svg|thumb|right|Structural formula of 2-Undecanone]]
[[File:2-undecanone.svg|thumb|right|Structural formula of 2-Undecanone]]


'''2-Undecanone''', also known as methyl nonyl ketone, is an [[organic compound]] with the chemical formula C<sub>11</sub>H<sub>22</sub>O. It is a [[ketone]] that is commonly found in the essential oils of various plants and is used in the [[fragrance]] and [[flavor]] industries.  
'''2-Undecanone''', also known as methyl nonyl ketone, is an [[organic compound]] with the chemical formula C<sub>11</sub>H<sub>22</sub>O. It is a [[ketone]] that is commonly used in the [[fragrance]] and [[flavor]] industries due to its distinctive odor. 2-Undecanone is also known for its role as a natural insect repellent.


== Chemical Properties ==
== Chemical Properties ==


2-Undecanone is a [[colorless]] to pale yellow [[liquid]] at room temperature. It has a [[boiling point]] of approximately 231 °C and a [[melting point]] of -26 °C. The compound is [[insoluble]] in water but is soluble in most [[organic solvents]].
2-Undecanone is a [[ketone]], characterized by the presence of a carbonyl group (C=O) bonded to two hydrocarbon groups. In the case of 2-Undecanone, the carbonyl group is bonded to a methyl group and a nonyl group, making it a methyl ketone. It is a colorless to pale yellow liquid at room temperature.


== Occurrence ==
== Occurrence ==


2-Undecanone occurs naturally in the [[essential oils]] of several plants, including [[wild tomato]] species and [[rue]]. It is believed to serve as a natural [[insect repellent]] in these plants.
2-Undecanone occurs naturally in several plants, including [[wild tomato]] species, where it serves as a defense mechanism against herbivores and insects. It is also found in the essential oils of some plants and is used in the formulation of perfumes and flavors.


== Uses ==
== Uses ==


2-Undecanone is used in the [[perfume]] industry due to its pleasant [[fragrance]]. It is also used as a [[flavoring agent]] in the food industry. Additionally, it is employed as an [[insect repellent]], particularly against [[mosquitoes]] and [[ticks]].
=== Insect Repellent ===
 
2-Undecanone is used as a natural insect repellent. It is effective against a variety of insects, including mosquitoes, ticks, and flies. Its use as a repellent is particularly valued in organic farming and gardening, where synthetic chemicals are avoided.
 
=== Fragrance and Flavor ===
 
In the fragrance industry, 2-Undecanone is used to impart a fruity or floral scent to perfumes and other scented products. In the flavor industry, it is used to add a fruity note to food products.


== Synthesis ==
== Synthesis ==


The synthesis of 2-Undecanone can be achieved through various [[chemical reactions]], including the [[oxidation]] of [[undecanol]] or the [[Friedel-Crafts acylation]] of [[nonane]] with [[acetyl chloride]].
2-Undecanone can be synthesized through various chemical processes, including the oxidation of [[undecanol]] or the [[Friedel-Crafts acylation]] of [[nonane]] with [[acetyl chloride]].


== Safety ==
== Safety ==


2-Undecanone is generally considered to be of low [[toxicity]] to humans. However, as with many chemicals, it should be handled with care, using appropriate [[protective equipment]] to avoid [[skin]] and [[eye]] contact.
While 2-Undecanone is generally considered safe for use in consumer products, it should be handled with care in its pure form. It can cause irritation to the skin and eyes upon contact.


== Related Pages ==
== Related Pages ==


* [[Ketone]]
* [[Ketone]]
* [[Essential oil]]
* [[Insect repellent]]
* [[Insect repellent]]
* [[Fragrance]]
* [[Fragrance]]
* [[Flavor]]


[[Category:Ketones]]
[[Category:Ketones]]
[[Category:Insect repellents]]
[[Category:Flavors]]
[[Category:Flavors]]
[[Category:Fragrance ingredients]]
[[Category:Fragrances]]
[[Category:Insect repellents]]

Latest revision as of 03:50, 13 February 2025

2-Undecanone[edit]

Structural formula of 2-Undecanone

2-Undecanone, also known as methyl nonyl ketone, is an organic compound with the chemical formula C11H22O. It is a ketone that is commonly used in the fragrance and flavor industries due to its distinctive odor. 2-Undecanone is also known for its role as a natural insect repellent.

Chemical Properties[edit]

2-Undecanone is a ketone, characterized by the presence of a carbonyl group (C=O) bonded to two hydrocarbon groups. In the case of 2-Undecanone, the carbonyl group is bonded to a methyl group and a nonyl group, making it a methyl ketone. It is a colorless to pale yellow liquid at room temperature.

Occurrence[edit]

2-Undecanone occurs naturally in several plants, including wild tomato species, where it serves as a defense mechanism against herbivores and insects. It is also found in the essential oils of some plants and is used in the formulation of perfumes and flavors.

Uses[edit]

Insect Repellent[edit]

2-Undecanone is used as a natural insect repellent. It is effective against a variety of insects, including mosquitoes, ticks, and flies. Its use as a repellent is particularly valued in organic farming and gardening, where synthetic chemicals are avoided.

Fragrance and Flavor[edit]

In the fragrance industry, 2-Undecanone is used to impart a fruity or floral scent to perfumes and other scented products. In the flavor industry, it is used to add a fruity note to food products.

Synthesis[edit]

2-Undecanone can be synthesized through various chemical processes, including the oxidation of undecanol or the Friedel-Crafts acylation of nonane with acetyl chloride.

Safety[edit]

While 2-Undecanone is generally considered safe for use in consumer products, it should be handled with care in its pure form. It can cause irritation to the skin and eyes upon contact.

Related Pages[edit]