Chemistry:Nonadecylic acid

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Short description: 19-Carbon fatty acid
Nonadecylic acid
Names
IUPAC name
Nonadecanoic acid
Identifiers
3D model (JSmol)
1786261
ChEBI
ChEMBL
ChemSpider
EC Number
  • 211-472-4
UNII
Properties
CH
3
(CH
2
)
17
COOH
Molar mass 298.50382 g/mol
Appearance White flakes or powder
Melting point 68 to 70 °C (154 to 158 °F; 341 to 343 K)
Boiling point 236 °C (457 °F; 509 K) (10 mmHg)
297 °C (100 mmHg)
Insoluble
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
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
Tracking categories (test):

Nonadecylic acid, or nonadecanoic acid, is a 19-carbon saturated fatty acid with the chemical formula CH
3
(CH
2
)
17
COOH
. It forms salts called nonadecylates. Nonadecylic acid can be found in fats and vegetable oils, although it is rare. It is also present in the world of insects as the major constituent of the substance secreted by soldiers of the termite Rhinotermes marginalis for defence purposes.[2]

Nonadecanoic acid has found applications in the field of metal lubrication.[3]

The compound can be prepared by permanganate oxidation of 1-eicosene.[4]

See also

References

  1. ↑ "Nonadecanoic acid" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/12591#section=Safety-and-Hazards. 
  2. ↑ "Biochemistry of termite defenses: Coptotermes, Rhinotermes and Cornitermes species". Comparative Biochemistry and Physiology Part B: Comparative Biochemistry 71 (4): 731–733. 1982. doi:10.1016/0305-0491(82)90489-8. 
  3. ↑ Smith, Hilton A.; McGill, Robert M. (1957). "The Adsorption of n-Nonadecanoic Acid on Mechanically Activated Metal Surfaces". The Journal of Physical Chemistry 61 (8): 1025–1036. doi:10.1021/j150554a001. 
  4. ↑ Lee, Donald G.; Lamb, Shannon E.; Chang, Victor S. (1981). "Carboxylic Acids from the Oxidation of Terminal Alkenes by Permanganate: Nonadecanoic Acid". Organic Syntheses 60: 11. doi:10.15227/orgsyn.060.0011.