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Sigma-Aldrich

(1S,3R)-(−)-Camphoric acid

99%

Synonym(s):

(−)-Camphoric acid, (1S,3R)-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:
1874674
MDL number:
UNSPSC Code:
51113400
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

optical activity

[α]20/D −48°, c = 10 in ethanol

mp

188-190 °C (lit.)

functional group

carboxylic acid

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+/m0/s1

InChI key

LSPHULWDVZXLIL-QUBYGPBYSA-N

Application

(1S,3R)-(−)-Camphoric acid can be used:
  • As an enantiomeric linker in the preparation of chiral surface-anchored metal-organic frameworks (MOFs).
  • To prepare porous MOFs having multifunctional properties; used in gas adsorption and separation of racemic alcohols.
  • To prepare a cobalt(II) coordination polymer named {Co(phen)(H2O)[C8H14(COO)2]}n·(CH3OH)n , wherein “phen” is 1,10-phenanthroline and C8H14(COOH)2 is [(1S,3R)-camphoric acid.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hydrothermal Synthesis and Crystal Structure of One-dimensional Chain Coordination Polymer
Dai-Zhi X, et al.
Chinese Journal of Inorganic Chemistry / Wu Ji Hua Xue Xue Bao, 14(6), 36-36 (2009)
Two Homochiral Bimetallic Metal-Organic Frameworks Composed of a Paramagnetic Metalloligand and Chiral Camphorates: Multifunctional Properties of Sorption, Magnetism, and Enantioselective Separation
Ryu DW, et al.
Crystal Growth & Design, 14(12), 6472-6477 (2014)
Oriented Circular Dichroism Analysis of Chiral Surface-Anchored Metal-Organic Frameworks Grown by Liquid-Phase Epitaxy and upon Loading with Chiral Guest Compounds
Gu Z, et al.
Chemistry?A European Journal , 20(32), 9879-9882 (2014)

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