14812-03-4

Basic information

• Product Name: (E)-2-NONENOICACID
• Synonyms: (E)-2-NONENOICACID
• CAS NO: 14812-03-4
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.2221
• EINECS: 223-171-5
• Mol File: 14812-03-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 0.3 °C
• Boiling Point: 261.5 °C at 760 mmHg
• Flash Point: 168.3 °C
• Appearance: /
• Density: 0.944 g/cm³
• Vapor Pressure: 0.00341mmHg at 25°C
• Refractive Index: 1.46
• PKA: 4.82±0.10(Predicted)
• CAS DataBase Reference: (E)-2-NONENOICACID(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-NONENOICACID(14812-03-4)
• EPA Substance Registry System: (E)-2-NONENOICACID(14812-03-4)

Safety Data

• Hazardous Substances Data: 14812-03-4(Hazardous Substances Data)

Usage

General Description

"(E)-2-NONENOIC ACID" is a chemical compound that belongs to the family of unsaturated fatty acids. It is a long-chain carboxylic acid with a chain length of nine carbon atoms and a double bond in the second position. (E)-2-NONENOICACID is commonly found in various natural sources such as plants, animals, and microorganisms, and it is also used in the fragrance and flavor industries due to its fruity and floral aroma. Additionally, (E)-2-NONENOIC ACID has been studied for its potential biological activities, including its antibacterial and antifungal properties, as well as its role in signaling pathways and gene regulation. Overall, this chemical compound has diverse applications and potential health benefits.

InChI:InChI=1/C9H16O2/c1-2-3-4-5-6-7-8-9(10)11/h7-8H,2-6H2,1H3,(H,10,11)/b8-7+

Upstream product

• 111-71-7 heptanal 
• 141-82-2 malonic acid 
• 18402-84-1 (3E)-dec-3-en-2-one 
• 1577-98-6 (Z)-non-2-enoic acid 
• 2463-53-8 non-2-enal 
• 28163-88-4 (E)-non-3-enoic acid 
• 66130-90-3 diethyl <<(trimethylsilyl)oxy>carbonyl>methanephosphonate 
• 60156-14-1 3-Benzenesulfonyl-nonanoic acid ethyl ester 
• 64-18-6 formic acid 
• 629-05-0 n-octyne 
• 68872-72-0 methyl (2Z)-2-nonenoate 
• 144-62-7 oxalic acid 
• 124-38-9 carbon dioxide 
• 172535-99-8 1-butyltelluro-2-n-hexyl ethene 

Downstream Products

• 14952-06-8 methyl (2E)-2-nonenoate 
• 31502-14-4 2-nonenyl alcohol 
• 629-01-6 n-octanamide 
• 405506-51-6 1-chloro-1-(phenylsulfinyl)dec-3-ene-2-one 
• 118908-15-9 (E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-non-2-enal 
• 30418-89-4 (E)-2-nonen-1-ol acetate 
• 1414349-04-4 (S)-4-benzyl-3-((S)-(3-trifluoromethyl)nonanoyl)oxazolidin-2-one 
• 1414349-05-5 (S)-4-benzyl-3-((R)-(3-trifluoromethyl)nonanoyl)oxazolidin-2-one 

Relevant articles and documents

Efficient synthesis of the odourant, 2-nonen-4-olide

A three-step synthesis of 2-nonen-4-olide starting from heptanal is reported. (E)-3-Nonenoic acid, prepared by Knoevenagel condensation of malonic acid and heptanal, was oxidised by performic acid, a process accompanied by lactonisation, to give 3-hydroxynonan-4-olide in 85% yield. This lactone when reacted with MsCl in the presence of Et3N gave, by elimination, 2-nonen-4-olide in 88% yield. The overall yield was 75%. The odour of the product was evaluated by GC-olfactory analysis and sniffing blotter confirming an oily, coconut-like, and rancid odour.

Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum

Bacterial communication, termed Quorum Sensing (QS), is a promising target for virulence attenuation and the treatment of bacterial infections. Infections cause inflammation, a process regulated by a number of cellular factors, including the transcription Nuclear Factor kappa B (NF-κB); this factor is found to be upregulated in many inflammatory diseases, including those induced by bacterial infection. In this study, we tested 32 synthetic derivatives of coumaperine (CP), a known natural compound found in pepper (Piper nigrum), for Quorum Sensing Inhibition (QSI) and NF-κB inhibitory activities. Of the compounds tested, seven were found to have high QSI activity, three inhibited bacterial growth and five inhibited NF-κB. In addition, some of the CP compounds were active in more than one test. For example, compounds CP-286, CP-215 and CP-158 were not cytotoxic, inhibited NF-κB activation and QS but did not show antibacterial activity. CP-154 inhibited QS, decreased NF-κB activation and inhibited bacterial growth. Our results indicate that these synthetic molecules may provide a basis for further development of novel therapeutic agents against bacterial infections.

MANUFACTURING METHOD OF α,β-UNSATURATED CARBOXYLIC ACID

PROBLEM TO BE SOLVED: To provide a manufacturing method which can get α,β-unsaturated carboxylic acid at a high yield by liquid phase oxidation of α,β-unsaturated aldehyde by oxygen or air with a handy metal catalyst under a mild reaction condition. SOLUTION: Preferably under a presence of organic solvent, α,β-unsaturated carboxylic acid is manufactured by oxidation of α,β-unsaturated aldehydes and oxygen or air under a presence of an iron salt catalyst and a catalyst of alkali metal salt of carboxylic acid. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Cu-catalyzed formal methylative and hydrogenative carboxylation of alkynes with carbon dioxide: Efficient synthesis of α,β-unsaturated carboxylic acids

The sequential hydroalumination or methylalumination of various alkynes catalyzed by different catalyst systems, such those based on Sc, Zr, and Ni complexes, and the subsequent carboxylation of the resulting alkenylaluminum species with CO2 catalyzed by an N-heterocyclic carbene (NHC)-copper catalyst have been examined in detail. The regio- and stereoselectivity of the overall reaction relied largely on the hydroalumination or methylalumination reactions, which significantly depended on the catalyst and alkyne substrates. The subsequent Cu-catalyzed carboxylation proceeded with retention of the stereoconfiguration of the alkenylaluminum species. All the reactions could be carried out in one-pot to afford efficiently a variety of α,β- unsaturated carboxylic acids with well-controlled configurations, which are difficult to construct by previously reported methods. This protocol could be practically useful and attractive because of its high regio- and stereoselectivity, simple one-pot reaction operation, and the use of CO 2 as a starting material. Copyright