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Pimaric acid

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Pimaric acid
Names
IUPAC name
(1R,4aR,4bS,7S,10aR)-1,4a,7-Trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
Identifiers
3D model (JSmol)
ChemSpider
KEGG
  • 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 ☒N
    Key: MHVJRKBZMUDEEV-APQLOABGSA-N ☒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
  • 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
C20H30O2
Molar mass 302.451
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pimaric acid is a carboxylic acid from the resin acid group. It can be prepared by dehydration of abietic acid, which it usually accompanies in mixtures like rosin. It is soluble in alcohols, acetone, and ethers.