328227
(1S)-(−)-Camphanic acid
98%
Synonym(s):
(−)-Camphanic acid, (1S)-3-Oxo-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptane-1-carboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C10H14O4
CAS Number:
Molecular Weight:
198.22
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
236-552-6
Beilstein/REAXYS Number:
84570
MDL number:
Product Name
(1S)-(−)-Camphanic acid, 98%
InChI key
KPWKPGFLZGMMFX-VHSXEESVSA-N
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
SMILES string
CC1(C)[C@@]2(C)CC[C@@]1(OC2=O)C(O)=O
assay
98%
optical activity
[α]20/D −18°, c = 1 in dioxane
optical purity
ee: 98% (GLC)
mp
201-204 °C (lit.)
Application
(1S)-(-)-Camphanic acid may be used in the preparation of (-)-(1S,4R)-camphanoyl chloride by reacting with thionyl chloride.
General description
(1S)-(-)-Camphanic acid is commonly used as a chiral auxiliary for the separation of racemates.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Conformational study of a-arylethylamides of (-)-camphanic acid.
Hamersak Z, et al.
Tetrahedron Asymmetry, 9(11), 1891-1897 (1998)
(-)-(1S, 4R)-Camphanoyl Chloride.
Gerlach H, et al.
Organic Syntheses, 48-48 (1993)
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