Synthesis and crystal structure of maleopimaric acid.
The title compound maleopimaric acid was synthesized by a Diels-Alder reaction between maleic anhydride and Pinus elliottii engelm oleoresin at room temperature and it was characterized by single crystal X-ray diffraction. The white crystals crystallized in the orthorhombic system, space group P2(12121) with cell dimensions: a = 7.6960 (15) A, b = 11.851 (2) A, c = 24.577 (5) A, alpha = 90 degrees, beta = 90 degrees, gamma = 90 degrees, V = 2241.6(8) A(3), and R(1) = 0.0716, wR(2) = 0.1975. The two fused and unbridged cyclohexane rings form a trans ring junction with chair conformation with two methyl groups in axis positions, the anhydride ring is planar. Crystal water existed in the molecular and stabilized the structure through intermolecular hydrogen bonds.
Rao
Xiaoping
X
Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Nanjing 210042, P.R. China.
Song
Zhanqian
Z
Yao
Xujie
X
Han
Chunrui
C
Shang
Shibin
S
D018360:Crystallography, X-Ray / Q000379:methods; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry*
D014315:Triterpenes; C027815:maleopimaric acid