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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

Assay

99%

form

solid

mp

72-80 °C (lit.)

solubility

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

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. 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

Application

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

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

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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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
Observation of metallic conductivity down to 14 K in Langmuir-Blodgett films based on BEDO-TTF and behenic acid.
Ohnuki H, et al.
Physical Review. B, Condensed Matter and Materials Physics, 55(16), R10225-R10225 (1997)
Adina Eichner et al.
Biochimica et biophysica acta, 1859(5), 745-755 (2017-01-31)
The stratum corneum (SC) provides the main barrier properties in native skin. The barrier function is attributed to the intercellular lipids, forming continuous multilamellar membranes. In this study, SC lipid membranes in model ratios were enriched with deuterated lipids in
Christoph Wiesinger et al.
The Journal of biological chemistry, 288(26), 19269-19279 (2013-05-15)
X-linked adrenoleukodystrophy (X-ALD), an inherited peroxisomal disorder, is caused by mutations in the ABCD1 gene encoding the peroxisomal ATP-binding cassette (ABC) transporter ABCD1 (adrenoleukodystrophy protein, ALDP). Biochemically, X-ALD is characterized by an accumulation of very long-chain fatty acids and partially
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