Linoleic acid
SIAL/62230 - analytical standard
Synonym: cis-9,cis-12-Octadecadienoic acid
CAS Number: 60-33-3
Empirical Formula (Hill Notation): C18H32O2
Molecular Weight: 280.45
EC Number: 200-470-9
MDL Number: MFCD00064241
Linear Formula: CH3(CH2)4CH=CHCH2CH=CH(CH2)7CO2H
Product Type: Chemical
| application(s) | cleaning products cosmetics flavors and fragrances food and beverages personal care |
| assay | ≥98.0% (GC) |
| bp | 229-230 °C/16 mmHg (lit.) |
| density | 0.902 g/mL at 25 °C (lit.) |
| format | neat |
| functional group | carboxylic acid |
| grade | analytical standard |
| InChI | 1S/C18H32O2/c1-2-3-4-5-6- |
| InChI key | OYHQOLUKZRVURQ-HZJYTTRNSA |
| mp | −5 °C (lit.) |
| Quality Level | 100  |
| refractive index | n |
| n |
|
| shelf life | limited shelf life, expiry date on the label |
| SMILES string | OC(CCCCCCC/C=CC/C=CCCCC |
| storage temp. | 2-8°C |
| technique(s) | gas chromatography (GC): suitable |
| HPLC: suitable |
| Application: | This analytical standard can also be used as follows: • Multi-residue analysis of oleic acid and other related fatty acids using a derivatization-free method based on gas chromatography-flame ionization detection (GC-FID) • Separation and quantification of palmitic, oleic, linoleic, and linolenic acids from 186 samples of sea buckthorn seed oil using near-infrared spectroscopy (NIR) in combination with four different combinations of multivariate calibration methods— partial least squares (PLS), PLS-uninformative variables elimination (UVE), PLS- competitive adaptive reweighted sampling (CARS), and multiple linear regression (MLR)-UVE • Separation and determination of fatty acids by gas chromatography (GC) and amino acids by ultra-fast liquid chromatography-ultraviole • Ultra-performance liquid chromatography-mass spectrometry (UHPLC) method-based separation, identification, and determination of eight saturated and unsaturated fatty acids in eight different commercial samples of olive oil without any prior sample treatment • Magnetic solid-phase extraction of free fatty acids from edible oil samples using monodisperse magnetic single-crystal ferrite (Fe3O4) nanoparticles for their determination by gas chromatography-flame ionization detection (GC-FID) |
| Biochem/physiol Actions: | Linoleic acid increases cell proliferation and gene expression of PPARα and its target genes such as acyl-CoA oxidase in primary duck hepatocytes . |
| General description: | Linoleic acid is an octadecadienoic acid and has two double bonds at carbon 9 and 12. It is an essential polyunsaturated fatty acid (PUFA) abundantly found in plant oils. |
| General description: | This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here |
| Other Notes: | Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | 235.4 °F - closed cup |
| Flash Point(C) | > 113 °C - closed cup |
| Purity | ≥98.0% (GC) |
| bp | 229-230 °C/16 mmHg (lit.) |
| mp | −5 °C (lit.) |
| Density | 0.902 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | 2-8°C |
| UNSPSC | 85151701 |