Pimaric acid

Pimaric acid
Names
	IUPAC name Pimara-8(14),15-dien-18-oic acid
	Systematic IUPAC name (1R,4aR,4bS,7S,10aR)-7-Ethenyl-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid
Identifiers
CAS Number	127-27-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	191072 ;
KEGG	C09159 ;
PubChem CID	220338;
UNII	88R98Z71NI ;
CompTox Dashboard (EPA)	DTXSID80858728 ;
	InChI InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18+,19+,20+/m0/s1 Key: MHVJRKBZMUDEEV-APQLOABGSA-N ; InChI=1/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18+,19+,20+/m0/s1 Key: MHVJRKBZMUDEEV-APQLOABGBB;
	SMILES C[C@]1(CC[C@H]2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)O)C)C=C;
Properties
Chemical formula	C20H30O2
Molar mass	302.458 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pimaric acid is a carboxylic acid that is classified as a resin acid. It is a major component of the rosin obtained from pine trees.^[1]^[2]

When heated above 100 °C, pimaric acid converts to abietic acid, which it usually accompanies in mixtures like rosin.

It is soluble in alcohols, acetone, and ethers. The compound is colorless, but almost invariably samples are yellow or brown owing to air oxidation. As a mixture with abietic acid, it is often hydrogenated, esterified, or otherwise modified to produce materials of commerce.

References

^ "Pimaric acid". Merriam-Webster.
^ Fiebach, Klemens; Grimm, Dieter (2000). "Resins, Natural". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a23_073. ISBN 978-3-527-30673-2.

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[1] "Pimaric acid". Merriam-Webster.

[Ullmann-2] Fiebach, Klemens; Grimm, Dieter (2000). "Resins, Natural". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a23_073. ISBN 978-3-527-30673-2.

[1]

[2]

See also

References