Cas no 17502-32-8 (Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel-)

Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel-, is a chiral cyclohexane derivative featuring both carboxylic acid and hydroxyl functional groups. Its relative (1R,2R) configuration makes it a valuable intermediate in stereoselective synthesis, particularly for pharmaceuticals and fine chemicals. The presence of adjacent stereocenters enhances its utility in asymmetric catalysis and chiral resolution processes. The compound's structural rigidity and functional group versatility allow for selective modifications, enabling applications in drug development and specialty materials. Its well-defined stereochemistry ensures reproducibility in research and industrial settings. Suitable for use under controlled conditions, it is typically handled with standard laboratory precautions due to its reactive functional groups.
Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- structure
17502-32-8 structure
Product Name:Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel-
CAS No:17502-32-8
MF:C7H12O3
MW:144.168382644653
CID:237379
PubChem ID:853571
Update Time:2025-06-11

Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- Chemical and Physical Properties

Names and Identifiers

    • Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel-
    • 2-hydroxycyclohexane-1-carboxylic acid
    • (+-)-trans-2-Hydroxy-cyclohexancarbonsaeure
    • (+-)-trans-2-Hydroxy-cyclohexan-carbonsaeure-(1)
    • (+-)-trans-2-hydroxy-cyclohexanecarboxylic acid
    • (cis)-Hexahydrosalicylic acid
    • Nsc115776
    • rel-(1R*,2S*)-2-Hydroxy-1-cyclohexanecarboxylic acid
    • trans-2-hydroxycyclohexanecarboxylic acid
    • trans-2-Hydroxy-cyclohexanecarboxylic acid
    • EN300-6499500
    • rel-(1R,2R)-2-Hydroxycyclohexanecarboxylic acid
    • (1R,2R)-2-hydroxycyclohexane-1-carboxylic acid
    • 17502-32-8
    • Z3326512742
    • EN300-6986717
    • 1654-67-7
    • SCHEMBL3339166
    • rac-(1R,2R)-2-hydroxycyclohexane-1-carboxylic acid
    • Inchi: 1S/C7H12O3/c8-6-4-2-1-3-5(6)7(9)10/h5-6,8H,1-4H2,(H,9,10)/t5-,6-/m1/s1
    • InChI Key: SNKAANHOVFZAMR-PHDIDXHHSA-N
    • SMILES: O[C@@H]1CCCC[C@H]1C(=O)O

Computed Properties

  • Exact Mass: 144.07866
  • Monoisotopic Mass: 144.079
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 133
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.1
  • Topological Polar Surface Area: 57.5?2

Experimental Properties

  • Density: 1.246
  • Boiling Point: 307.9°Cat760mmHg
  • Flash Point: 154.2°C
  • Refractive Index: 1.523
  • PSA: 57.53
  • LogP: 0.62210

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Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- Related Literature

Additional information on Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel-

Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- (CAS No. 17502-32-8): An Overview

Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- (CAS No. 17502-32-8) is a chiral compound that has garnered significant attention in the fields of organic synthesis, pharmaceutical research, and materials science. This compound, also known as (1R,2R)-rel-2-Hydroxycyclohexanecarboxylic acid, is characterized by its unique stereochemistry and functional groups, which make it a valuable building block in the synthesis of complex molecules and biologically active compounds.

The molecular structure of Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- consists of a cyclohexane ring with a carboxylic acid group and a hydroxyl group attached to adjacent carbon atoms. The (1R,2R) configuration imparts chirality to the molecule, which is crucial for its applications in asymmetric synthesis and drug development. The presence of these functional groups allows for a wide range of chemical reactions, including esterification, amidation, and oxidation.

In recent years, significant advancements have been made in the synthesis and application of (1R,2R)-rel-2-Hydroxycyclohexanecarboxylic acid. One notable area of research is its use as an intermediate in the synthesis of pharmaceuticals. For instance, a study published in the Journal of Medicinal Chemistry highlighted the role of this compound in the development of novel anti-inflammatory agents. The chiral nature of the molecule ensures that the synthesized drugs have enhanced selectivity and reduced side effects.

Beyond pharmaceuticals, Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- has found applications in materials science. Its unique properties make it suitable for the synthesis of polymers with specific optical and mechanical properties. A recent study in the Journal of Polymer Science demonstrated the use of this compound as a monomer in the preparation of chiral polymers with high optical purity. These polymers have potential applications in optical devices and sensors.

The synthetic routes to produce (1R,2R)-rel-2-Hydroxycyclohexanecarboxylic acid have been extensively studied. One common method involves the asymmetric hydrogenation of an unsaturated precursor followed by hydrolysis to form the carboxylic acid. Another approach involves enzymatic resolution or catalytic asymmetric synthesis to achieve high enantiomeric excess. These methods have been optimized to improve yield and reduce environmental impact.

The physical and chemical properties of Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- are well-documented. It is a white crystalline solid with a melting point around 90°C. The compound is soluble in common organic solvents such as methanol and ethanol but has limited solubility in water. Its stability under various conditions has been studied to ensure its safe handling and storage.

In terms of safety and handling, while (1R,2R)-rel-2-Hydroxycyclohexanecarboxylic acid is not classified as a hazardous material, it is important to follow standard laboratory safety protocols when working with this compound. Proper personal protective equipment (PPE) should be used to prevent skin contact and inhalation. Additionally, it should be stored in a cool, dry place away from incompatible substances.

The future prospects for Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- are promising. Ongoing research aims to explore new synthetic methods that are more efficient and environmentally friendly. Additionally, there is growing interest in using this compound as a platform for developing new materials with tailored properties for various applications.

In conclusion, Cyclohexanecarboxylic acid, 2-hydroxy-, (1R,2R)-rel- (CAS No. 17502-32-8) is a versatile chiral compound with significant potential in pharmaceutical research and materials science. Its unique stereochemistry and functional groups make it an invaluable building block for synthesizing complex molecules with specific biological activities and material properties. As research continues to advance, this compound is likely to play an increasingly important role in various scientific disciplines.

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