cis-2-Decenoic acid
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Names | |
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Preferred IUPAC name
(2Z)-Dec-2-enoic acid | |
Identifiers | |
3D model (JSmol)
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1721990 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.229.919 ![]() |
EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C10H18O2 | |
Molar mass | 170.252 g·mol−1 |
Boiling point | 102–103 °C (216–217 °F; 375–376 K) at 0.5 mmHg |
Hazards | |
GHS labelling: | |
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Signal word
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Warning |
H315, H319 | |
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
cis-2-Decenoic acid is an unsaturated fatty acid. It is a colorless oil.
Preparation and occurrence[]
The compound can be prepared from 1-iodonon-1-ene by lithium halogen exchange followed by carbonation.[1]
cis-2-Decenoic acid is produced by Pseudomonas aeruginosa.[2] It may have potential in fighting biofilm implied in infectious diseases[3] that are present in more than 60%[4] of Hospital-acquired infection.
References[]
- ^ Cahiez, G.; Bernard, D.; Normant, J. F. (1976). "Stereospecific Syntheses of Alkenyllithium Reagents from Alkenyl Iodides". Synthesis. 1976 (4): 245–248. doi:10.1055/s-1976-25384.
- ^ Davies, DG; Marques, CN (2009). "A fatty acid messenger is responsible for inducing dispersion in microbial biofilms". Journal of Bacteriology. 191 (5): 1393–403. doi:10.1128/JB.01214-08. PMC 2648214. PMID 19074399.
- ^ Marques, CN; Davies, DG; Sauer, K (2015). "Control of Biofilms with the Fatty Acid Signaling Molecule cis-2-Decenoic Acid". Pharmaceuticals (Basel). 8 (4): 816–35. doi:10.3390/ph8040816. PMC 4695811. PMID 26610524.
- ^ Bryers, JD (2008). "Medical biofilms". Biotechnol. Bioeng. 100 (1): 1–18. doi:10.1002/bit.21838. PMC 2706312. PMID 18366134.
Categories:
- Fatty acids
- Enoic acids
- Organic compound stubs