(R)-2-cyclohexyl-2-hydroxyacetic acid - ≥95% , CAS No.53585-93-6

CAS: 53585-93-6 Cat. No.: C348615 Molecular Weight: 158.19 EC Number: 889-842-5

GRADE & PURITY ≥95%

Synonyms

EN300-6768410 | SCHEMBL503695 | A50840 | (R)-(-)-Hexahydromandelic acid | (r)-(-)-2-cyclohexyl-2-hydroxyacetic acid | AKOS022183289 | (R)-2-Cyclohexyl-2-hydroxyaceticacid | (R)-2-Cyclohexyl-2-hydroxyacetic acid | AS-63269 | (R)-(-)-Hexahydromandelic acid,

Storage

Room temperature

Shipped In

Normal

Overview

Application：

(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.

Specifications

Synonyms

EN300-6768410 | SCHEMBL503695 | A50840 | (R)-(-)-Hexahydromandelic acid | (r)-(-)-2-cyclohexyl-2-hydroxyacetic acid | AKOS022183289 | (R)-2-Cyclohexyl-2-hydroxyaceticacid | (R)-2-Cyclohexyl-2-hydroxyacetic acid | AS-63269 | (R)-(-)-Hexahydromandelic acid,

Specifications & Purity

≥95%

Storage

Room temperature

Shipped In

Normal

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488191550
• Canonical Smiles: C1CCC(CC1)C(C(=O)O)O
• IUPAC Name: (2R)-2-cyclohexyl-2-hydroxyacetic acid
• InChIKey: RRDPWAPIJGSANI-SSDOTTSWSA-N
• INCHI: 1S/C8H14O3/c9-7(8(10)11)6-4-2-1-3-5-6/h6-7,9H,1-5H2,(H,10,11)/t7-/m1/s1
• Isomeric SMILES: C1CCC(CC1)[C@H](C(=O)O)O
• WGK Germany: 3
• Molecular Weight: 158.19
• Reaxy-Rn: 3196810
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3196810&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Hydroxy acids and derivatives
      • Subclass Alpha hydroxy acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Hydroxy acids and derivatives
• Subclass: Alpha hydroxy acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Alpha hydroxy acids and derivatives
• Alternative Parents: Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Alpha-hydroxy acid - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha hydroxy acids and derivatives. These are organic compounds containing a carboxylic acid substituted with a hydroxyl group on the adjacent carbon.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Specific Rotation[α]: [α]18/D −23°, c = 1 in acetic acid
• Melt Point(°C): 127-129 °C
• Molecular Weight: 158.190 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 158.094 Da
• Monoisotopic Mass: 158.094 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 138.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1