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ChemicalBook--->CAS DataBase List--->53585-93-6

53585-93-6

53585-93-6 Structure

53585-93-6 Structure
IdentificationBack Directory
[Name]

(R)-(-)-HEXAHYDROMANDELIC ACID
[CAS]

53585-93-6
[Synonyms]

hexahydromandelic acid
Cyclohexylglycolic acid
D-HEXAHYDROMANDELIC ACID
2-CYCLOHEXYLGLYCOLIC ACID
(R)-(-)-HEXAHYDROMANDELIC ACID
CYCLOHEXYL-HYDROXY-ACETIC ACID
R(-)-CYCLOHEXYLHYDROXYACETIC ACID
(R)-(-)-HEXAHYDROMANDELICACID[095H]
(αR)-α-Hydroxycyclohexaneacetic acid
ALPHA-HYDROXYCYCLOHEXANE-ACETIC ACID
1,2,3,4,5,6-Hexahydro-D-mandelic acid
(R)-2-cyclohexyl-2-hydroxyacetic acid
(2R)-2-Hydroxy-2-cyclohexylacetic acid
[R,(-)]-α-Hydroxycyclohexaneacetic acid
Cyclohexaneacetic acid, α-hydroxy-, (αR)-
(R)-(-)-HexahydroMandelic acid 98%, optical purity ee: 99% (GLC)
[Molecular Formula]

C8H14O3
[MDL Number]

MFCD00009824
[MOL File]

53585-93-6.mol
[Molecular Weight]

158.2
Chemical PropertiesBack Directory
[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
[pka]

3.86±0.11(Predicted)
[optical activity]

[α]18/D 23°, c = 1 in acetic acid
[BRN ]

3196809
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
Hazard InformationBack Directory
[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 Methods]

It 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-(-)-HEXAHYDROMANDELIC ACID(53585-93-6)1HNMR
(R)-(-)-HEXAHYDROMANDELIC ACID(53585-93-6)FT-IR
(R)-(-)-HEXAHYDROMANDELIC ACID(53585-93-6)IR
(R)-(-)-HEXAHYDROMANDELIC ACID(53585-93-6)Raman
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