C409
(1R,3S)-(+)-Camphoric acid
99%
Synonym(s):
(+)-Camphoric acid, (1R,3S)-1,2,2-Trimethyl-1,3-cyclopentanedicarboxylic acid
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About This Item
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Quality Level
assay
99%
form
powder
optical activity
[α]20/D 46°, c = 1 in ethanol
mp
183-186 °C (lit.)
SMILES string
CC1(C)[C@H](CC[C@@]1(C)C(O)=O)C(O)=O
InChI
1S/C10H16O4/c1-9(2)6(7(11)12)4-5-10(9,3)8(13)14/h6H,4-5H2,1-3H3,(H,11,12)(H,13,14)/t6-,10+/m1/s1
InChI key
LSPHULWDVZXLIL-LDWIPMOCSA-N
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General description
Camphoric acid is a diacid, generally prepared by the oxidation of terpene (+)-camphor. It can be used as a chirality inducing agent in some organic reactions.
Application
(1R,3S)-(+)-Camphoric acid may be used in the preparation (1R,2S,3R,5S)-2,3-dibenzyl-1,8,8-trimethyl-3-thianiumbicyclo[3.2.1]octane perchlorate. It reacts with uranyl nitrate in pyridine(py) or py/methanol(MeOH) to form novel uranyl-organic assemblages.
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Preparation of optically active epoxides via sulfur ylides. Origin of the chiral induction.
Tetrahedron Asymmetry, 2(5), 367-370 (1991)
Synthesis, characterization, and water-degradation of biorenewable polyesters derived from natural camphoric acid
Green Chemistry, 21(5), 973-978 (2019)
Solvothermal Synthesis and Crystal Structure of Uranyl Complexes with 1, 1-Cyclobutanedicarboxylic and (1R, 3S)-(+)-Camphoric Acids-Novel Chiral Uranyl-Organic Frameworks.
European Journal of Inorganic Chemistry, 2006(18), 3646-3651 (2006)
Spontaneous resolution to absolute chiral induction: pseudo-kagome type homochiral Zn (II)/Co (II) coordination polymers with achiral precursors
Journal of the American Chemical Society, 135(42), 15690-15693 (2013)
Nature communications, 2, 586-586 (2011-12-14)
The vast majority of commodity materials are obtained from petrochemical feedstocks. These resources will plausibly be depleted within the next 100 years, and the peak in global oil production is estimated to occur within the next few decades. In this
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