(R)-(-)-Hexahydromandelic acid

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(R)-(-)-Hexahydromandelic acid manufacturers

(R)-(-)-Hexahydromandelic acid Basic information
Product Name:(R)-(-)-Hexahydromandelic acid
Synonyms:R(-)-CYCLOHEXYLHYDROXYACETIC ACID;2-CYCLOHEXYLGLYCOLIC ACID;ALPHA-HYDROXYCYCLOHEXANE-ACETIC ACID;CYCLOHEXYL-HYDROXY-ACETIC ACID;D-HEXAHYDROMANDELIC ACID;Cyclohexylglycolic acid;hexahydromandelic acid;(2R)-2-Hydroxy-2-cyclohexylacetic acid
CAS:53585-93-6
MF:C8H14O3
MW:158.2
EINECS:
Product Categories:
Mol File:53585-93-6.mol
(R)-(-)-Hexahydromandelic acid Structure
(R)-(-)-Hexahydromandelic acid Chemical Properties
Melting point 127-129 °C (lit.)
Boiling point 319.3±15.0 °C(Predicted)
density 1.178±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka3.86±0.11(Predicted)
AppearanceWhite to off-white Solid
Optical Rotation[α]18/D 23°, c = 1 in acetic acid
BRN 3196809
InChI1S/C8H14O3/c9-7(8(10)11)6-4-2-1-3-5-6/h6-7,9H,1-5H2,(H,10,11)/t7-/m1/s1
InChIKeyRRDPWAPIJGSANI-SSDOTTSWSA-N
SMILESO[C@H](C1CCCCC1)C(O)=O
Safety Information
Safety Statements 22-24/25
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
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SigmaAldrich English
(R)-(-)-Hexahydromandelic acid Usage And Synthesis
Uses(R)-()-Hexahydromandelic acid can be used:
  • As an intermediate in the synthesis of antimycobacterial compound pyridomycin analogs.
  • As a model α-hydroxy acid compound in the chirality sensing studies of organic probes using circular dichroism technique.
  • As a starting material in the synthesis of chiral ionic liquids, which are applicable as chiral solvents in asymmetric synthesis and as chiral stationary phases in chromatographic separations.

Purification MethodsIt forms hexagonal clusters on recrystallisation from CCl4 or Et2O. [Wood & Comley J Chem Soc 2638 1924, Lettré et al. Chem Ber 69 1594 1936]. The racemate has m 137.2-137.6o (134-135o) [Smith et al. J Am Chem Soc 71 3772 1949]. [Beilstein R-10 II 5; S-10 II 6.]
(R)-(-)-Hexahydromandelic acid Preparation Products And Raw materials
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