6807-91-6

Basic information

• Product Name: Octadecanoic acid, 8-hydroxy-
• CAS NO: 6807-91-6
• Molecular Formula: C18H36O3
• Molecular Weight: 300.482
• Mol File: 6807-91-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Octadecanoic acid, 8-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Octadecanoic acid, 8-hydroxy-(6807-91-6)
• EPA Substance Registry System: Octadecanoic acid, 8-hydroxy-(6807-91-6)

Safety Data

• Hazardous Substances Data: 6807-91-6(Hazardous Substances Data)

Upstream product

• 26496-21-9 4-Hydroxytetradec-1-ene 
• 83952-45-8 methyl (8R)-p-tolylsulphonyloxystearate 
• 83952-44-7 methyl (8R)-8-hydroxystearate 
• 130584-39-3 (R)-3-acetoxytridecanoic acid 
• 14664-26-7 (3R)-hydroxytridecanoic acid 
• 87900-05-8 methyl 3-ketotridecanoate 
• 17746-05-3 undecanoyl chloride 
• 6807-91-6 8-hydroxyoctadecanoic acid 
• 83952-46-9 methyl (8S)-8-acetoxystearate 
• 2379-98-8 methyl 8-hydroxyoctadecanoate 
• 41624-92-4 methyl 8-chloro-8-oxooctanoate 
• 17049-50-2 n-decyl magnesium bromide 
• 2380-23-6 methyl 8-ketooctadecanoate 
• 114927-87-6 ethyl 8-ketooctadecanoate 

Downstream Products

• 2379-98-8 methyl 8-hydroxyoctadecanoate 
• 6807-91-6 8-hydroxyoctadecanoic acid 
• 83952-45-8 methyl (8R)-p-tolylsulphonyloxystearate 
• 83952-48-1 methyl (8S)-8-p-tolylsulphonyloxystearate 
• 6807-91-6 8-hydroxyoctadecanoic acid 

Relevant articles and documents

An Easy Route to Enantiomerically Enriched 7- and 8-Hydroxy-stearic Acids by Olefin-Metathesis-Based Approach

The synthesis of enantiomerically enriched 7- and 8-hydroxy-stearic acids (7- and 8-HSA) has been successfully accomplished starting from chiral nonracemic 1-pentadecen-4-ol and 1-tetradecen-4-ol, respectively. Their Yamaguchi's esterification with 4-pentenoic and 5-hexenoic acids, respectively, afforded the suitable dienic esters which were submitted to ring-closing metathesis reaction. After hydrogenation and basic hydrolysis of the complex reaction mixture, chiral nonracemic 7- and 8-HSA were obtained in about 40% total yield.

Influence of positional isomers on the macroscale and nanoscale architectures of aggregates of racemic hydroxyoctadecanoic acids in their molecular gel, dispersion, and solid states

Inter/intramolecular hydrogen bonding of a series of hydroxystearic acids (HSAs) are investigated. Self-assembly of molecular gels obtained from these fatty acids with isomeric hydroxyl groups is influenced by the position of the secondary hydroxyl group. 2-Hydroxystearic acid (2HSA) does not form a molecular dimer, as indicated by FT-IR, and growth along the secondary axis is inhibited because the secondary hydroxyl group is unable to form intermolecular H-bonds. As well, the XRD long spacing is shorter than the dimer length of hydroxystearic acid. 3-Hydroxystearic acid (3HSA) forms an acyclic dimer, and the hydroxyl groups are unable to hydrogen bond, preventing the crystal structure from growing along the secondary axis. Finally, isomers 6HSA, 8HSA, 10HSA, 12HSA, and 14HSA have similar XRD and FT-IR patterns, suggesting that these molecules all self-assemble in a similar fashion. The monomers form a carboxylic cyclic dimer, and the secondary hydroxyl group promotes growth along the secondary axis.

Stereospecific Removal of the pro-R Hydrogen at C-8 of (9S)-Hydroperoxyoctadecadienoic Acid in the Biosynthesis of Colneleic Acid

The stereochemistry of hydrogen removal in the conversion of (9S)-hydroperoxyoctadeca-(10E,12Z)-dienoic acid (2) into colneleic acid (4) was studied. -(2) and -(2) were incubated with the 105 000g particle fraction of potato homogenate and the colneleic acid formed was isolated.Mass spectrometric analysis demonstrated that colneleic acid which was biosynthesized from the -hydroperoxide was largely devoid of deuterium, whereas colneleic acid produced from the -hydroperoxide retained most of the deuterium.Accordingly, there is a selective removal of the pro-R hydrogen at C-8 in the biosynthesis of colneleic acid from (9S)-hydroperoxyoctadeca-(10E,12Z)-dienoic acid.