Behenic acid

Behenic acid (also docosanoic acid) is a carboxylic acid, the saturated fatty acid with formula C21H43COOH. In appearance, it consists of white solid although impure samples appear yellowish.

Behenic acid
Behenic Acid.svg
Names
Preferred IUPAC name
Docosanoic acid
Other names
Behenic acid, Docosanoic acid; 1-Docosanoic acid; n-Docosanoic acid, n-Docosanoate, Glycon B-70, Hydrofol Acid 560, Hydrofol 2022-55, Hystrene 5522, Hystrene 9022, Prifrac 2989, C22:0 (Lipid numbers)
Identifiers
CAS Number
  • 112-85-6 check
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:28941 check
ChEMBL
  • ChEMBL1173474 check
ChemSpider
  • 7923 check
ECHA InfoCard100.003.646 Edit this at Wikidata
EC Number
  • 204-010-8
KEGG
  • C08281 check
PubChem CID
  • 8215
UNII
  • H390488X0A check
CompTox Dashboard (EPA)
  • DTXSID3026930 Edit this at Wikidata
InChI
  • 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) check
    Key: UKMSUNONTOPOIO-UHFFFAOYSA-N check
  • InChI=1/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)
    Key: UKMSUNONTOPOIO-UHFFFAOYAN
SMILES
  • O=C(O)CCCCCCCCCCCCCCCCCCCCC
Properties
Chemical formula
C22H44O2
Molar mass340.592 g·mol−1
AppearanceWhite solid
Melting point80.0 °C (176.0 °F; 353.1 K)[1]
Boiling point306 °C (583 °F; 579 K)
Hazards
NFPA 704 (fire diamond)
1
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Behenic acid comes from the ben oil tree, Moringa oleifera

SourcesEdit

At 9%, it is a major component of ben oil (or behen oil), which is extracted from the seeds of the drumstick tree (Moringa oleifera). It is so named from the Persian month Bahman, when the roots of this tree were harvested.[2]

Behenic acid is also present in some other oils and oil-bearing plants, including rapeseed (canola) and peanut oil and skins. It is estimated that one ton of peanut skins contains 13 pounds (5.9 kg) of behenic acid.[3]

PropertiesEdit

As a dietary oil, behenic acid is poorly absorbed. In spite of its low bioavailability compared with oleic acid, behenic acid is a cholesterol-raising saturated fatty acid in humans.[4]

UsesEdit

Commercially, behenic acid is often used to give hair conditioners and moisturizers their smoothing properties.[3] It is also used in lubricating oils, and as a solvent evaporation retarder in paint removers. Its amide is used as an anti-foaming agent in detergents, floor polishes and dripless candles. Reduction of behenic acid yields behenyl alcohol.

Pracaxi oil (from the seeds of Pentaclethra macroloba) is a natural product with one of the highest concentrations of behenic acid, and is used in hair conditioners. 


This article uses material from the Wikipedia article
 Metasyntactic variable, which is released under the 
Creative Commons
Attribution-ShareAlike 3.0 Unported License.