334-20-3

Basic information

• Product Name: (E)-9-Oxo-2-decenoic acid
• Synonyms: (E)-9-Oxo-2-decenoic acid;Queen substance;2-Decenoic acid, 9-oxo-, (E)-;Ai3-50125
• CAS NO: 334-20-3
• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.2322
• Mol File: 334-20-3.mol
• Article Data: 22

Chemical Properties

• Melting Point: 54.5-55.5°
• Boiling Point: 369.7°Cat760mmHg
• Flash Point: 191.6°C
• Appearance: /
• Density: 1.029g/cm³
• Vapor Pressure: 1.77E-06mmHg at 25°C
• Refractive Index: 1.471
• CAS DataBase Reference: (E)-9-Oxo-2-decenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-9-Oxo-2-decenoic acid(334-20-3)
• EPA Substance Registry System: (E)-9-Oxo-2-decenoic acid(334-20-3)

Safety Data

• Hazardous Substances Data: 334-20-3(Hazardous Substances Data)

Usage

General Description

(E)-9-Oxo-2-decenoic acid, also known as linoleic acid, is a fatty acid commonly found in plants and animals. It is a major component of many vegetable oils, including sunflower, safflower, and corn oil. In addition to its role in lipid metabolism, linoleic acid is also an important precursor for the synthesis of other fatty acids and prostaglandins. It has been shown to possess anti-inflammatory, anti-cancer, and anti-oxidant properties. Dietary supplementation with linoleic acid has been associated with improved cardiovascular health and may have potential therapeutic benefits for conditions such as arthritis and dermatitis. However, excessive consumption of linoleic acid has been linked to an increased risk of chronic diseases, including obesity and diabetes.

InChI:InChI=1/C10H16O3/c1-9(11)7-5-3-2-4-6-8-10(12)13/h6,8H,2-5,7H2,1H3,(H,12,13)/b8-6+

Upstream product

• 57221-88-2 ethyl 9-oxo-trans-2-decenoate 
• 3695-28-1 5-iodo-2-pentanone ethylene ketal 
• 64196-68-5 (Z)-4-acetoxy-2-buten-1-ol 
• 1189-64-6 (E)-9-Oxo-2-decanoic acid methyl ester 
• 40979-96-2 9-oxo-(E)-3-decenoic acid 
• 4448-33-3 (E)-(+/-)-9-Hydroxy-2-decensaeure 
• 141-82-2 malonic acid 
• 36219-80-4 7-oxo-octanal 
• 78633-20-2 6-[1,3]Dithian-2-yl-hexanal 
• 75320-59-1 7-oxooct-2E-en-1-ol 
• 71233-40-4 5-(tetrahydro-2H-pyran-2-yloxy)pentylmagnesium bromide 
• 21573-31-9 oct-7-enal 
• 139117-55-8 6-(2-Methyl-[1,3]dioxolan-2-yl)-hexanoic acid methyl ester 
• 62026-31-7 [3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-magnesium chloride 

Downstream Products

• 1189-64-6 (E)-9-Oxo-2-decanoic acid methyl ester 
• 757219-33-3 2E-nonene-1,9-dioic acid 
• 1422-26-0 9-oxodecanoic acid 
• 90973-03-8 Decen-(2^t)-on-⁽⁹⁾-saeure-⁽¹⁾-chlorid 
• 4448-33-3 (E)-(+/-)-9-Hydroxy-2-decensaeure 
• 91882-58-5 9-hydroxy-(E)-2-decenoic acid 
• 83944-98-3 (S,E)-(+)-9-hydroxydec-2E-enoic acid 

Relevant articles and documents

New approach to the synthesis of 9-oxo-2E-decenoic acid, a multifunctional pheromone of queen honeybee, from the telomer of butadiene and water

A new approach was proposed for the synthesis of 9-oxo-2E-decenoic acid, a multifunctional pheromone of queen honeybee (Apis mellifera L.), starting from the available telomer of butadiene and water (2E,7-octadien-1-ol) using in the key steps partial ozonolysis of the corresponding carbonyl compound, selective oxidation of the conjugated aldehyde into a carboxylic acid, and alkylation of acetoacetic ester to introduce the oxo group.

Practical synthesis of (E)-α,β-unsaturated carboxylic acids using a one-pot hydroformylation/decarboxylative Knoevenagel reaction sequence

Combining the regioselective room temperature/ambient pressure hydroformylation and a modification of the Doebner-Knoevenagel reaction allowed for the development of an efficient, one-pot procedure for the synthesis of (E)-α,β-unsaturated carboxylic acids. The reaction proceeds under mild conditions, tolerates a variety of functional groups and gives (E)-α,β-unsaturated carboxylic acids in good yields and with excellent regio-and stereocontrol. The practicability of this process has been demonstrated by a short protecting group-free synthesis of the queen honeybee pheromones 9-ODA[( E)-9-oxodec-2-enoic acid] and 9-HDA[( E)-9-hydroxydec-2-enoic acid].

Composition, method, and apparatus to attract bees

Applicant's invention includes an improved bee attracting composition. Applicant's invention further includes a bee attracting device formed from his improved bee attracting composition. Applicant's bee attracting device can be further coated with a second bee attracting composition. Applicant's invention further includes a method and apparatus for attracting and immobilizing bees using a substrate coated with an adhesive composition upon which Applicant's bee attracting composition is disposed.