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
Empirical Formula (Hill Notation):
C10H16O4
CAS Number:
Molecular Weight:
200.23
Beilstein:
2050204
EC Number:
MDL number:
UNSPSC Code:
51113400
PubChem Substance ID:
NACRES:
NA.22
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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
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.
Signal Word
Warning
Hazard Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Solvothermal Synthesis and Crystal Structure of Uranyl Complexes with 1, 1-Cyclobutanedicarboxylic and (1R, 3S)-(+)-Camphoric Acids-Novel Chiral Uranyl-Organic Frameworks.
Thuery P.
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
Bisht KK and Suresh E
Journal of the American Chemical Society, 135(42), 15690-15693 (2013)
Synthesis, characterization, and water-degradation of biorenewable polyesters derived from natural camphoric acid
Nsengiyumva O and Miller SA
Green Chemistry, 21(5), 973-978 (2019)
Preparation of optically active epoxides via sulfur ylides. Origin of the chiral induction.
Breau L and Durst T.
Tetrahedron Asymmetry, 2(5), 367-370 (1991)
Carine Robert et al.
Nature communications, 2, 586-586 (2011-12-14)
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