Heneicosylic acid

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Heneicosylic acid
Heneicosylic acid.png
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Names
Preferred IUPAC name
Henicosanoic acid
Other names
Heneicosylic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.377 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C21H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23/h2-20H2,1H3,(H,22,23)
    Key: CKDDRHZIAZRDBW-UHFFFAOYSA-N
  • InChI=1S/C21H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21 (22)23/h2-20H2,1H3,(H,22,23)
    Key: CKDDRHZIAZRDBW-UHFFFAOYSA-N
  • CCCCCCCCCCCCCCCCCCCCC(=O)O
Properties
C21H42O2
Molar mass 326.55 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Heneicosylic acid, or heneicosanoic acid, is the organic compound with the formula CH3(CH2)19CO2H. It is the straight-chain 21-carbon saturated fatty acid. It is a colorless solid.

It has shown relevance in the production of foams, paints, and related viscous materials. [1] A laboratory preparation involves permanganate oxidation of 1-docosene (CH3(CH2)19CH=CH2). [2]

See also

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Pentadecylic acid, also known as pentadecanoic acid or C15:0 is an odd-chain saturated fatty acid. Its molecular formula is CH3(CH2)13CO2H. It is a colorless solid.

Cerotic acid, or hexacosanoic acid, is a 26-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)24COOH. It is most commonly found in beeswax and carnauba wax. It is a white solid, although impure samples appear yellowish.

Tridecylic acid, or tridecanoic acid, is the organic compound with the formula CH3(CH2)11CO2H. It is a 13-carbon saturated fatty acid. It is a white solid.

Nonadecylic acid, or nonadecanoic acid, is a 19-carbon saturated fatty acid with the chemical formula CH3(CH2)17COOH. It forms salts called nonadecylates. Nonadecylic acid can be found in fats and vegetable oils, although it is rare.

Tricosylic acid, or tricosanoic acid, is a 23-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)21COOH.

Pentacosylic acid, also known as pentacosanoic acid or hyenic acid, is a 25-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)23COOH.

Nonacosylic acid, or nonacosanoic acid, is a 29-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)27COOH.

References

  1. Ghaskadvi, R.S.; Dennin, Michael (2000). "Alternate Measurement of the Viscosity Peak in Heneicosanoic Acid Monolayers". Langmuir. 16 (26): 10553–10555. doi:10.1021/la0006925.
  2. Donald G. Lee; Shannon E. Lamb; Victor S. Chang (1981). "Carboxylic Acids from the Oxidation of Terminal Alkenes by Permanganate: Nonadecanoic Acid". Organic Syntheses. 60: 11. doi: 10.15227/orgsyn.060.0011 .