2443-39-2

Basic information

• Product Name: TRANS-9,10-EPOXYOCTADECANOIC ACID
• Synonyms: 3-octyl-oxiraneoctanoicaci;9,10-epoxy-octadecanoicaci;9,10-epoxyoctadecanoicacid;9,10-epoxystearicacid;oleicacidepoxide;TRANS-9,10-EPOXYSTEARIC ACID;(+/-)-TRANS-9,10-EPOXYOCTADECANOIC ACID;TRANS-9,10-EPOXYOCTADECANOIC ACID
• CAS NO: 2443-39-2
• Molecular Formula: C₁₈H₃₄O₃
• Molecular Weight: 298.46
• EINECS: 219-477-3
• Product Categories: Mixed Fatty Acids;Fatty Acid Derivatives & Lipids;Glycerols
• Mol File: 2443-39-2.mol
• Article Data: 32

Chemical Properties

• Melting Point: 53.8 °C
• Boiling Point: 422.9°Cat760mmHg
• Flash Point: 141.1°C
• Appearance: /
• Density: 0.956g/cm³
• Refractive Index: 1.467
• Storage Temp.: −20°C
• PKA: 4.78±0.10(Predicted)
• CAS DataBase Reference: TRANS-9,10-EPOXYOCTADECANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-9,10-EPOXYOCTADECANOIC ACID(2443-39-2)
• EPA Substance Registry System: TRANS-9,10-EPOXYOCTADECANOIC ACID(2443-39-2)

Safety Data

• WGK Germany: 3
• RTECS: RG1300000
• Hazardous Substances Data: 2443-39-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H34O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)/t16?,17-/m0/s1

Upstream product

• 112-79-8 Elaidic acid 
• 5684-82-2 trans-10-octadecenoic acid 
• 112-80-1 cis-Octadecenoic acid 
• 112-79-8 Elaidic Acid 
• 2500-59-6 (E)-9,10-epoxyoctadecanoic acid methyl ester 
• 2462-84-2 methyl (9E)-octadec-9-enoate 
• 7722-84-1 dihydrogen peroxide 
• 64-19-7 acetic acid 
• 79-21-0 peracetic acid 
• 93-59-4 Perbenzoic acid 
• 67-66-3 chloroform 
• 122-32-7 trioleoylglycerol 
• 111-62-6 oleic acid ethyl ester 
• 143-19-1 sodium Oleate 

Downstream Products

• 120-87-6 threo-9,10-dihydroxyoctadecanoic acid 
• 2500-59-6 (E)-9,10-epoxyoctadecanoic acid methyl ester 
• 2632-61-3 (+/-)-erythro-9-Chlor-10-hydroxy-octadecansaeure 
• 102276-91-5 10-Hydroxy-9-methyl-octadecanoic acid 
• 91999-06-3 (R,S)-10-hydroxyoctadec-(8E)-enoic acid 
• 927-34-4 (Z)-9-Hydroxy-octadec-10-enoic acid 
• 120-87-6 erythro-9,10-dihydroxystearic acid 
• 123-99-9 azelaic acid 
• 120-87-6 Dihydroxystearic Acid 
• 112-05-0 nonanoic acid 
• 2632-62-4 (+/-)-erythro-10-Chlor-9-hydroxy-octadecansaeure 
• 124-19-6 nonan-1-al 
• 2553-17-5 azelaic acid semialdehyde 
• 103048-15-3 (+/-)-8-(5c-octyl-2ξ-phenyl-[1,3]dioxolan-4ρ!-yl)-octanoic acid methyl ester 

Relevant articles and documents

Lipase catalysed oxidations in a sugar-derived natural deep eutectic solvent

Chemoenzymatic oxidations involving the CAL-B/H2O2 system was developed in a sugar derived Natural Deep Eutectic Solvent (NaDES) composed by a mixture of glucose, fructose and sucrose. Good to excellent conversions of substrates like cyclooctene, limonene, oleic acid and stilbene to their corresponding epoxides, cyclohexanone to its corresponding lactone and 2-phenylacetophenone to its corresponding ester, demonstrate the viability of the sugar NaDES as a reaction medium for epoxidation and Baeyer-Villiger oxidation.

Quantification and molecular imaging of fatty acid isomers from complex biological samples by mass spectrometry

Elucidating the isomeric structure of free fatty acids (FAs) in biological samples is essential to comprehend their biological functions in various physiological and pathological processes. Herein, we report a novel approach of using peracetic acid (PAA) induced epoxidation coupled with mass spectrometry (MS) for localization of the CC bond in unsaturated FAs, which enables both quantification and spatial visualization of FA isomers from biological samples. Abundant diagnostic fragment ions indicative of the CC positions were produced upon fragmentation of the FA epoxides derived from either in-solution or on-tissue PAA epoxidation of free FAs. The performance of the proposed approach was evaluated by analysis of FAs in human cell lines as well as mapping the FA isomers from cancer tissue samples with MALDI-TOF/TOF-MS. Merits of the newly developed method include high sensitivity, simplicity, high reaction efficiency, and capability of spatial characterization of FA isomers in tissue samples.

A fluorescence-based activity assay for immobilized lipases in non-native media

A new method for the analysis of lipase activity in the immobilized state is developed. The fluorescence assay aims to quantify the potential of lipases for the application in organic solvents. As lipases are universally immobilized on polymeric carriers for the use in bioorganic synthesis, the assay includes an immobilization step on the walls of polymeric cuvettes. The activity of the immobilized lipase is probed by 4-methylumbelliferyl ester hydrolysis. The activity retention as a function of solvent concentration is used as a measure for the solvent resistance of the enzyme variant. The method is applied to two different lipases, Candida antarctica lipase B (CalB) and Bacillus subtilis lipase A (BSLA) in the presence of the solvents acetonitrile and ethanol. By comparison of the assay results with a commercial biocatalyst consisting of CalB on polymeric carrier (Novozyme 435) it is demonstrated that the assay allows a good prediction of the activity of the respective lipase as immobilisate on polymeric carriers. The assay surpasses the respective analysis in solution in terms of accuracy and precision.