alpha-Cyclopentylmandelic acid, (+)-

HCID 948620

Notes Reactions

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Basic information

CAS: 64471-45-0
Standard SMILES: O=C(O)[C@](O)(c1ccccc1)C1CCCC1
InChIKey: WFLUEQCOAQCQLP-ZDUSSCGKSA-N
Molecular formula: C13H16O3
Average molar mass: 220.26 g/mol
Monoisotopic mass: 220.10994437

Names & identifiers

Preferred name: alpha-Cyclopentylmandelic acid, (+)-
IUPAC: (2R)-2-cyclopentyl-2-hydroxy-2-phenylacetic acid
English name: LPHE-009
Molecular formula: C13H16O3
Molecular weight: 220.27

Names & synonyms

64471-45-0alpha-Cyclopentylmandelic acid, (+)-UNII-GPQ2NHD98VGPQ2NHD98VDTXSID70214733(R)-alpha-Cyclopentylmandelic Acid(R)-.ALPHA.-CYCLOPENTYLMANDELIC ACID.ALPHA.-CYCLOPENTYLMANDELIC ACID, (+)-(R)-2-CYCLOPENTYL-2-HYDROXY-2-(PHENYL)ACETIC ACIDBENZENEACETIC ACID, .ALPHA.-CYCLOPENTYL-.ALPHA.-HYDROXY-, (.ALPHA.R)-BENZENEACETIC ACID, .ALPHA.-CYCLOPENTYL-.ALPHA.-HYDROXY-, (R)-RefChem:111145

Show more names

LPHE-009(R)-alpha-CyclopGlonazilium EP impurity JGlycopyrrolate Impurity 19(R)-a-cyclopentylmandelic acid(R)-2-cyclopentyl-2-hydroxy-2-phenylace(R)-2-cyclopentyl-2-phenylpropanoic acidGlycopyrronium Bromide EP Impurity J (R-Isomer)

DTXCID00137224BENZENEACETIC ACID, ALPHA-CYCLOPENTYL-ALPHA-HYDROXY-, (R)-BENZENEACETIC ACID, ALPHA-CYCLOPENTYL-ALPHA-HYDROXY-, (ALPHAR)-(R)-2-Cyclopentyl-2-hydroxy-2-phenylacetic acid(2R)-2-cyclopentyl-2-hydroxy-2-phenylacetic acid(R)-?-Cyclopentylmandelic Acid(alphaR)-alpha-Cyclopentyl-alpha-hydroxybenzeneacetic acidstarbld0009287

Database identifiers

CAS: 64471-45-0
PubChem CID: 948620
DTXSID: DTXSID70214733
UNII: GPQ2NHD98V
Nikkaji: J1.152.306D

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 57.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 16
Formal charge: 0
Complexity: 252

Physicochemical properties

Melting point: 121 · 121-122 °C
Boiling point: 395.6 · 395.6±22.0 °C(Predicted)
Density: 1.247 · 1.247±0.06 g/cm3(Predicted)
pka: 3.53 · 3.53±0.25(Predicted)
InChI: InChI=1/C13H16O3/c14-12(15)13(16,11-8-4-5-9-11)10-6-2-1-3-7-10/h1-3,6-7,11,16H,4-5,8-9H2,(H,14,15)/t13-/s3
InChIKey: WFLUEQCOAQCQLP-VHLFKADZNA-N
SMILES: [C@](C1CCCC1)(C1C=CC=CC=1)(O)C(=O)O |&1:0,r|
FDA UNII: 2 NHD98V · GPQ2NHD98V
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 280 · P280-P305+P351+P338

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Applications

Uses(R)-α-Cyclopentylmandelic Acid is used in chiral ligand exchange high-speed countercurrent chromatography and application in enantioseparation of aromatic α-hydroxyl acids.