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Sigma-Aldrich

(1S,3R)-(−)-Camphoric acid

99%

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Synonym(s):
(−)-Camphoric acid, (1S,3R)-1,2,2-Trimethyl-1,3-cyclopentanedicarboxylic acid
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.)

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)

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