Chemistry:Nonadecylic acid

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Nonadecylic acid
Nonadecylic acid.svg
Nonadecylic-acid-3D-balls.png
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
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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.[citation needed]

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.