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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:
1726730
EC Number:
203-366-1
MDL number:
MFCD00004592
UNSPSC Code:
12352100
PubChem Substance ID:
24853156
NACRES:
NA.22
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Assay

99%

form

solid

mp

74-76 °C (lit.)

functional group

carboxylic acid
hydroxyl

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[1]. It is commonly used as gelling agent for organic solvents[2]. 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[2].

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[3].

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000433378
0000433378
0000387885
0000370406
0000312265

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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)
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)
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)
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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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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