Behenic acid

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of behenic acid
General
Surname Behenic acid
other names
  • Docosanoic acid
  • n -docosanoic acid
  • DSA
Molecular formula C 22 H 44 O 2
Brief description

white crystalline powder

External identifiers / databases
CAS number 112-85-6
EC number 204-010-8
ECHA InfoCard 100.003.646
PubChem 8215
Wikidata Q422590
properties
Molar mass 340.58 g mol −1
Physical state

firmly

density

0.8233 g cm −3 (90 ° C)

Melting point

79.5-80.5 ° C

boiling point

300 ° C

Vapor pressure

<1 h Pa (20 ° C)

solubility
  • practically insoluble in water (0.15 g l −1 at 25 ° C)
  • soluble in chloroform (50 g l −1 ) and hexane
safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
Toxicological data

> 2000 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Behenic acid is a chemical compound from the group of saturated higher fatty acids . The long-chain alkanoic acid belongs to the subgroup of wax acids .

Occurrence

Horseradish tree ( Moringa oleifera )

Behenic acid occurs naturally in various plants, chemically bound as glycerol ester, in bark and leaf wax and in seed oils, for example in peanuts and rapeseed , but also in the beans of the coffee plant . It is noticeable that the acid in coffee bean oil was found almost exclusively as an ester with the two terpenes cafestol and kahweol . Behenic acid also occurs as a component of behen oil in the horseradish tree ( Moringa oleifera , not to be confused with horseradish ), the nickname "Behenbaum" is derived from. It is also contained in montan wax .

Behenate

Behenates (systematically also docosanoates ) are salts of behenic acid. Calcium behenate is used, for example, in the manufacture of tablets .

Individual evidence

  1. a b Entry on docosanoic acid in the GESTIS substance database of the IFA , accessed on June 17, 2017(JavaScript required) .
  2. a b David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 92nd edition. (Internet version: 2011), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-236.
  3. Walter Karrer : Constitution and occurrence of organic plant substances. Springer, 1958, ISBN 978-3-0348-6808-2 (reprint), p. 294.
  4. a b c d data sheet Behenic acid from Sigma-Aldrich , accessed on June 17, 2017 ( PDF ).
  5. ^ Entry on behenic acid in the Hazardous Substances Data Bank , accessed July 1, 2017.
  6. Docosanoic acid at PlantFA Database, accessed November 2, 2017.
  7. Occurrence of behenic acid .
  8. ↑ Oilseed rape in organic farming (PDF; 27 kB).
  9. Robert Hegnauer: Chemotaxonomy of plants: An overview of the distribution and the systematic importance of plant substances. Volume 21, Birkhäuser, 1973, ISBN 978-3-7643-0667-0 , p. 169.
  10. Axel M. Gressner, Torsten Arndt (Ed.): Lexicon of the Medical Laboratory Diagnostics . 2nd Edition. Springer, Berlin / Heidelberg 2013, ISBN 978-3-642-12921-6 , pp. 243 , entry on behenic acid , doi : 10.1007 / 978-3-642-12921-6 .
  11. ^ Carl Zerbe: Mineral oils and related products: Part 2, 2nd edition, Springer, 1969, ISBN 978-3-642-87510-6 , p. 595.
  12. ^ Franz von Bruchhausen: Hager's Handbook of Pharmaceutical Practice. Springer-Verlag, 1930, ISBN 978-3-540-52688-9 , p. 611 ( limited preview in Google book search).

Web links

Wiktionary: behenic acid  - explanations of meanings, word origins, synonyms, translations
Wiktionary: Docosanoic acid  - explanations of meanings, word origins, synonyms, translations