Melissic acid

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Structural formula
Melissic acid skeleton, svg
General
Surname Melissic acid
other names
  • Triacontanoic acid
  • n -triacontanoic acid
Molecular formula C 30 H 60 O 2
External identifiers / databases
CAS number 506-50-3
EC number 208-042-3
ECHA InfoCard 100.007.312
PubChem 10471
Wikidata Q420731
properties
Molar mass 452.81 g mol −1
Physical state

firmly

Melting point

92-94 ° C

solubility
  • almost insoluble in water
  • soluble in hot alcohol and ether, in hot fats, essential oils, heated gasoline, chloroform, carbon disulfide, turpentine
Refractive index

1.4323 (100 ° C)

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Melissic acid (according to IUPAC triacontanoic acid ) is a chemical compound from the group of saturated higher fatty acids . It belongs to the subgroup of wax acids . Their salts and esters are systematically called tricontanoates .

Occurrence

Honey bee wax ( Apis mellifera ) contains melissic acid.

Melissic acid occurs together with the shorter-chain cerotic acid as cerin in beeswax (14–15%). There it is found in free form alongside numerous esters of long-chain acids and alcohols. Also from occurring in Southeast Asia Schmetterlingsblütler Desmodium laxiflorum from shellac and from the fossil montan wax , the acid can be obtained. It can also be found in wool wax and carnauba wax .

Properties and use

Melissic acid is a solid with a melting point of 92-94 ° C and is insoluble in water. The acid is used industrially as a component of plastic - containing metallic coatings .

Individual evidence

  1. ↑ a b c Data sheet melissic acid from Sigma-Aldrich , accessed on October 18, 2016 ( PDF ).Template: Sigma-Aldrich / name not given
  2. ^ Christopher Gilbert Morris: Academic Press: Dictionary of Science and Technology . Academic Press, 1992, ISBN 0-12-200400-0 , pp. 1344 ( limited preview in Google Book search).
  3. ↑ a b Bavarian State Institute for Viticulture and Horticulture: Beeswax. ( Memento of April 6, 2013 in the Internet Archive ) (PDF; 50 kB).
  4. ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-488.
  5. ↑ Entry on triacontanoic acid. In: Römpp Online . Georg Thieme Verlag, accessed on November 5, 2017.
  6. ↑ Albert Gossauer: Structure and reactivity of biomolecules. Helvetica Chimica Acta, Zurich, 2006, ISBN 978-3-906390-29-1 , p. 354.
  7. ↑ Robert Hegnauer: Chemotaxonomy of plants. 2001, Birkhäuser-Verlag, ISBN 3-7643-6269-3 .
  8. ^ Jürgen Falbe, Manfred Regitz: RÖMPP Lexikon Chemie. Volume 6: T – Z , 10th edition, Thieme, 1999, ISBN 3-13-735110-3 , p. 4630.
  9. ↑ Patent DE10100195 : Aqueous, effect-giving coating material, process for its production and its use. Published on July 11, 2002 , inventors: Egon Wegner, Frank Jansing. ‌