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219967

Sigma-Aldrich

12-Hydroxyoctadecanoic acid

99%

Synonym(s):

12-HSA, 12-Hydroxystearic acid

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About This Item

Linear Formula:
CH3(CH2)5CH(OH)(CH2)10COOH
CAS Number:
106-14-9
Molecular Weight:
300.48
Beilstein/REAXYS Number:
1726730
EC Number:
203-366-1
MDL number:
MFCD00004592
UNSPSC Code:
12352100
PubChem Substance ID:
24853156
NACRES:
NA.22

assay

99%

form

solid

mp

74-76 °C (lit.)

SMILES string

CCCCCCC(O)CCCCCCCCCCC(O)=O

InChI

1S/C18H36O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)

InChI key

ULQISTXYYBZJSJ-UHFFFAOYSA-N

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General description

Non-isothermal nucleation rate of a self-assembling fibrillar network of 12-hydroxyoctadecanoic acid (12-hydroxystearic acid) in canola oil has been reported. It is commonly used as gelling agent for organic solvents. Self-assembled monolayers of 12-hydroxyoctadecanoic acid and its 4,4′-bipyridinium salt have been observed on the solution graphite interface using scanning tunnelling microscopy.

Application

12-Hydroxyoctadecanoic acid was used in the preparation of vegetable oil based organogels and gel′s in-situ supramolecular network structure has been investigated by cryo-scanning electron microscopy.

Storage Class

13 - Non Combustible Solids

wgk_germany

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Non-isothermal nucleation and crystallization of 12-hydroxystearic acid in vegetable oils.
Rogers MA and Marangoni AG.
Crystal Growth & Design, 8(12), 4596-4601 (2008)
A novel cryo-SEM technique for imaging vegetable oil based organogels.
Rogers MA, et al.
Journal of the American Oil Chemists' Society, 84(!0), 899-906 (2007)
STM observation of 12-hydroxyoctadecanoic acid and its 4, 4'-bipyridinium salt self-assembled on a graphite surface
Qian P, et al.
Chemical Communications (Cambridge, England), 13, 1197-1198 (1999)
Zhen Yang et al.
Food chemistry, 295, 82-93 (2019-06-09)
The aim of the study was to investigate the occurrence and formation of peroxygenase catalysed non-volatile oxidised fatty acids (NVOFAs), especially epoxy and hydroxy fatty acids, which potentially provide off-flavours in oat. A method based on extraction of NVOFAs using
Wei He et al.
International journal of pharmaceutics, 484(1-2), 163-171 (2015-03-01)
The present paper attempted to develop temperature-sensitive and core-shell structured gel-nanocarriers (gel-NCs) for paclitaxel (PTX) with 12-hydroxystearic acid (12-HSA) as an organic gelator, which aims at sustaining drug release over time and thus improves the therapeutic effect. The gel-NCs were
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