62230

Linoleic acid

analytical standard

• Synonym(s): cis-9,cis-12-Octadecadienoic acid
• Linear Formula: CH₃(CH₂)₄CH=CHCH₂CH=CH(CH₂)₇CO₂H
• CAS Number: 60-33-3
• Molecular Weight: 280.45
• Beilstein: 1727101
• EC Number: 200-470-9
• MDL number: MFCD00064241
• UNSPSC Code: 85151701
• PubChem Substance ID: 329759722
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 100
• Assay: ≥98.0% (GC)
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• refractive index: n20/D 1.466 (lit.); n20/D 1.470
• bp: 229-230 °C/16 mmHg (lit.)
• mp: −5 °C (lit.)
• density: 0.902 g/mL at 25 °C (lit.)
• application(s): cleaning products; cosmetics; flavors and fragrances; food and beverages; personal care
• format: neat
• functional group: carboxylic acid
• storage temp.: 2-8°C
• SMILES string: OC(CCCCCCC/C=C\C/C=C\CCCCC)=O
• InChI: 1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-
• InChI key: OYHQOLUKZRVURQ-HZJYTTRNSA-N

Description

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.

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

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-ultraviolet (UFLC-UV) detection from goldband goatfish harvested during different seasons
• 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 [1].

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): >235.4 °F - closed cup
• Flash Point(C): > 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves