Structure
The A′-form of tridecanoic acid is triclinic, with the space group P\bar1 and with a=4.273(1), b=4.972(1), c=37.69(1) Å, α=90.36(2), β=109.44(2), and γ=112.43(2)°. The structure was determined by the Patterson method. Refinement by block-diagonal least-squares methods gave a final R factor of 0.071[1].
Description
Tridecanoic acid , or tridecylic acid, is a 13-carbon saturated fatty acid with the chemical formula CH3(CH2)11COOH. It is commonly found in dairy products. It is also found in some plants, such as nutmeg, muskmelon, black elderberry, and coconut.
Chemical Properties
off-white or white crystalline solid; waxy, woody aroma.
Occurrence
Reported found in star fruit oil Cuba (0.30%) and rue oil Cuba (0.07%).
Uses
Tridecanoic acid is a metabolite found in the aging mouse brain. It can be used in organic synthesis which is used to synthesize Testosterone Tridecanoate. It can also be used in wastewater treatment as a glycol ester and to reduce the presence of organic molecules such as caproic acid, alkanoic acid, and multivariate logistic regression.
Application
Tridecanoic acid has been used as an internal standard for the lipid analysis of total intramuscular fat from broilers and fatty acid analysis in chinook salmon roe lipids. It has also been used as a reference standard in gas chromatography for quantifying fatty acids in meat samples.
Definition
ChEBI: Tridecanoic acid is a C13 straight-chain saturated fatty acid. It has a role as a plant metabolite. It is a long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a tridecanoate.
Aroma threshold values
Medium strength odor, waxy type.
Synthesis Reference(s)
The Journal of Organic Chemistry, 35, p. 2846, 1970
DOI: 10.1021/jo00833a096
General Description
Tridecanoic acid is an aliphatic monoacid. It is complexed to β-cyclodextrin (β-CD) for structural studies. It can exist in three polymeric forms(A′, B′ and C′) when crystallized.
Purification Methods
Crystallise the acid from acetone. [Beilstein 2 IV 1117.]
References
[1] M. Goto, E. Asada. “The Crystal Structure of the A′-form of Tridecanoic Acid.” Bulletin of the Chemical Society of Japan 53 1 (1980): 2111–2113.
