15790-91-7

Basic information

• Product Name: (Z)-2-decanoic acid
• Synonyms: (Z)-2-decanoic acid;(Z)-2-Decenoic acid;(Z)-dec-2-enoic acid
• CAS NO: 15790-91-7
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.24872
• Mol File: 15790-91-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 278.6±9.0 °C(Predicted)
• Appearance: /
• Density: 0.936
• Storage Temp.: ?20°C
• PKA: 4.63±0.25(Predicted)
• BRN: 1721990
• CAS DataBase Reference: (Z)-2-decanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-decanoic acid(15790-91-7)
• EPA Substance Registry System: (Z)-2-decanoic acid(15790-91-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 15790-91-7(Hazardous Substances Data)

Usage

Description

(Z)-2-decanoic acid, also known as cis-2-decanoic acid, is an organic compound that belongs to the class of short-chain fatty acids. It is structurally and functionally related to signaling molecules such as diffusible signal factor, which are involved in cell-to-cell communication in bacteria and fungi. (Z)-2-decanoic acid has gained attention for its potential applications in various fields due to its unique properties and interactions.

Uses

1. Used in Pharmaceutical Research:
(Z)-2-decanoic acid is used as a research compound for studying its cytotoxic effects on the human HepG2 cell line. This application is significant as it helps in understanding the compound's potential role in the development of therapeutic agents against liver-related diseases.
2. Used in Antimicrobial Research:
(Z)-2-decanoic acid is used as a research compound to study its synergistic anti-spirochetal effect. This application is crucial in the field of microbiology, as it aids in the development of novel antimicrobial agents and strategies to combat resistant bacterial strains.
3. Used in Cell-to-Cell Communication Studies:
(Z)-2-decanoic acid is used as a model compound to investigate the mechanisms of cell-to-cell communication in bacteria and fungi. This application is essential for understanding the complex interactions between cells and their surrounding environment, which can lead to the development of targeted therapies for various diseases.
4. Used in Chemical Synthesis:
(Z)-2-decanoic acid can be used as a starting material or intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structural features make it a valuable building block for the development of new molecules with potential applications in various industries.
5. Used in Analytical Chemistry:
(Z)-2-decanoic acid can be employed as a reference compound or standard in analytical chemistry for the calibration of instruments and the development of new analytical methods. Its distinct properties make it suitable for validating the accuracy and precision of analytical techniques.

Biochem/physiol Actions

cis-2-Decenoic acid is a fatty acid messenger (signaling molecule) produced by Pseudomonas aeruginosa. It possesses anti-biofilm property and converts most of the cells to planktonic (free-swimming) phenotype. cis-2-Decenoic acid retains the susceptibility of the bacteria towards antimicrobial agents. It does not exhibit any toxicity towards human cells and thus, might be used for treating biofilm-associated infections. cis-2-Decenoic acid is considered active even in nano-molar ranges. It mediates the transition of dormant P. aeruginosa and Escherichia coli to their biologically active state without affecting the number of cells. cis-2-Decenoic acid is effective against E. coli and Klebsiella pneumoniae mixed-species biofilms when used along with antimicrobial agents.

Upstream product

• 111-71-7 heptanal 
• 79-08-3 bromoacetic acid 
• 112-63-0 Methyl linoleate 
• 124-13-0 Octanal 
• 3452-09-3 1-nonyne 
• 124-38-9 carbon dioxide 
• 37486-72-9 ethyl 2-decenoate 
• 141-82-2 malonic acid 
• 61746-55-2 Hept₂CuLi 
• 74-86-2 acetylene 
• 52886-17-6 (Z)-1-iodo-1-nonene 

Downstream Products

• 65892-84-4 heptadeca-1,9c-diene-4,6-diyne-3,8-dione 
• 30779-95-4 falcarindiol 
• 112-30-1 1-Decanol 

Relevant articles and documents

Monocyclic Rod-Type Liquid Crystals, 2-(2-Alkenoyloxy)-5-alkoxytropones

In 2-(2-alkenoyloxy)-5-alkoxytropones, showing a monotropic smectic A phase, the introduction of a double bond lowers the melting and clearing points as well as the recrystallization temperatures.

Compound with cinnamon fragrance as well as preparation method and application thereof

The invention relates to a compound with cinnamon fragrance as well as a preparation method and application thereof. The compound has the following structural formula, wherein the structural formula can be named as 2-decenoic acid-2-(4-methoxy)-phenyl-2-butyl ester. The provided compound has the advantages of obvious cinnamon aroma, rich aroma, lasting aroma and good stability, and enriches the sources of cinnamon aroma. When the essence is prepared in different periods, the compound has consistent cinnamon aroma, so that the required aroma can be accurately mastered.

Enantioselective Synthesis of N?H-Free 1,5-Benzothiazepines

An enantioselective sulfa-Michael-cyclization reaction was developed for the synthesis of 1,5-benzothiazepines with versatile pharmacological activities. The reaction between 2-aminothiophenol and α,β-unsaturated pyrazoleamides gave direct access to N?H-free 1,5-benzothiazepines in the presence of a chiral N,N′-dioxide/Yb(OTf)3complex. Excellent enantioselectivities (up to 96 % ee) and high yields (up to 99 %) were obtained for a broad range of substrates under mild reaction conditions. This method provided a facile approach to the antidepressant drug (R)-(?)-Thiazesim.

A detailed identification study on high-temperature degradation products of oleic and linoleic acid methyl esters by GC-MS and GC-FTIR

GC-MS and GC-FTIR were complementarily applied to identify oxidation compounds formed under frying conditions in methyl oleate and linoleate heated at 180 °C. The study was focused on the compounds that originated through hydroperoxide scission that remain attached to the glyceridic backbone in fats and oils and form part of non-volatile molecules. Twenty-one short-chain esterified compounds, consisting of 8 aldehydes, 3 methyl ketones, 4 primary alcohols, 5 alkanes and 1 furan, were identified. In addition, twenty non-esterified volatile compounds, consisting of alcohols, aldehydes and acids, were also identified as major non-esterified components. Furanoid compounds of 18 carbon atoms formed by a different route were also identified in this study. Overall, the composition of the small fraction originated from hydroperoxide scission provides a clear idea of the complexity of the new compounds formed during thermoxidation and frying.