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Sigma-Aldrich

Behenic acid

99%

Synonym(s):

Docosanoic acid

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About This Item

Linear Formula:
CH3(CH2)20COOH
CAS Number:
112-85-6
Molecular Weight:
340.58
Beilstein:
1792887
EC Number:
204-010-8
MDL number:
MFCD00002807
UNSPSC Code:
12352100
PubChem Substance ID:
24852985
NACRES:
NA.22
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Quality Level

100

Assay

99%

form

solid

mp

72-80 °C (lit.)

solubility

chloroform: soluble 50 mg/mL, clear
hexane: soluble

functional group

carboxylic acid

SMILES string

CCCCCCCCCCCCCCCCCCCCCC(O)=O

InChI

1S/C22H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h2-21H2,1H3,(H,23,24)

InChI key

UKMSUNONTOPOIO-UHFFFAOYSA-N

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General description

Behenic acid is a saturated fatty acid used as a chemical intermediate in the synthesis of various compounds.[1][2] Monomolecular films of stearic and behenic acid were formed on substrates 0.1M in sodium chloride, sodium bicarbonate or sodium phosphate and were investigated by IR analysis[3]

Application

Behenic acid was used to investigate the phase behavior of long-chain acids in supercritical propane[4]. It was also used in fabrication of metallic Langmuir-Blodgett (LB) films[3].

Storage Class Code

11 - Combustible Solids

WGK

nwg

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
0000363156
MKCV9102
MKCW1565
MKCW6733
0000363156

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Phase equilibria of long-chain carboxylic acids in supercritical Propane.
Schwarz CE, et al.
Journal of Chemical and Engineering Data, 56(4), 1116-1124 (2011)
Md Mazharul Islam et al.
Reproductive medicine and biology, 20(3), 289-298 (2021-07-16)
The present study was undertaken to clarify whether bovine sperm could take up fatty acids (FAs) and produce ATP to maintain linear motility. Frozen bovine semen was thawed in media containing either lipid mixture (LM) or FAs, and sperm motility
Lais Alonso et al.
International journal of pharmaceutics, 434(1-2), 391-398 (2012-06-14)
Miltefosine (MT) is an alkylphospholipid approved for breast cancer metastasis and visceral leishmaniasis treatments, although the respective action mechanisms at the molecular level remain poorly understood. In this work, the interaction of miltefosine with the lipid component of stratum corneum
Mojgan Masoodi et al.
Rapid communications in mass spectrometry : RCM, 22(2), 75-83 (2007-12-07)
Bioactive lipid mediators derived from polyunsaturated fatty acids (PUFA) exhibit a range of tissue- and cell-specific activities in many physiological and pathological processes. Electrospray ionisation tandem mass spectrometry coupled to liquid chromatography (LC/ESI-MS/MS) is a sensitive, versatile analytical methodology for
Akhlaq A Farooqui
The Neuroscientist : a review journal bringing neurobiology, neurology and psychiatry, 15(4), 392-407 (2009-08-12)
Lipid mediators are important endogenous regulators of neural cell proliferation, differentiation, oxidative stress, inflammation, and apoptosis. They originate from enzymic degradation of glycerophospholipids, sphingolipids, and cholesterol by phospholipases, sphingomyelinases, and cytochrome P450 hydroxylases, respectively. Arachidonic acid-derived lipid mediators are called
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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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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    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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