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328227 Sigma-Aldrich

(1S)-(−)-Camphanic acid

98%

Synonym: (−)-Camphanic acid, (1S)-3-Oxo-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptane-1-carboxylic acid

  • CAS Number 13429-83-9

  • Empirical Formula (Hill Notation) C10H14O4

  • Molecular Weight 198.22

  •  Beilstein/REAXYS Number 84570

  •  EC Number 236-552-6

  •  MDL number MFCD00044948

  •  PubChem Substance ID 24859723

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Carboxylic Acids, Chemical Synthesis, Chiral Building Blocks, Chiral Resolution Reagents,
assay   98%
optical activity   [α]20/D −18°, c = 1 in dioxane
optical purity   ee: 98% (GLC)
mp   201-204 °C (lit.)
SMILES string   CC1(C)[C@@]2(C)CC[C@@]1(OC2=O)C(O)=O
InChI   1S/C10H14O4/c1-8(2)9(3)4-5-10(8,6(11)12)14-7(9)13/h4-5H2,1-3H3,(H,11,12)/t9-,10+/m0/s1
InChI key   KPWKPGFLZGMMFX-VHSXEESVSA-N

Description

General description

(1S)-(-)-Camphanic acid is commonly used as a chiral auxiliary for the separation of racemates.

Application

(1S)-(-)-Camphanic acid may be used in the preparation of (-)-(1S,4R)-camphanoyl chloride by reacting with thionyl chloride.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles
Peer-Reviewed Papers
15

References

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