Cas no 113429-86-0 (2-Propanol, 1-bromo-, (R)-)

(R)-1-Bromo-2-propanol is a chiral organic compound with the molecular formula C?H?BrO, featuring a bromine substituent at the primary carbon and a hydroxyl group at the secondary carbon of the isopropanol backbone. Its (R)-enantiomeric purity makes it valuable in asymmetric synthesis, particularly in the preparation of stereochemically defined intermediates for pharmaceuticals and fine chemicals. The compound’s reactive bromine and hydroxyl groups allow for versatile functionalization, enabling use in nucleophilic substitutions, esterifications, and ether formations. Its well-defined stereochemistry ensures high selectivity in chiral transformations, making it a preferred reagent for enantioselective processes. Proper handling is required due to its potential lachrymatory and irritant properties.
2-Propanol, 1-bromo-, (R)- structure
2-Propanol, 1-bromo-, (R)- structure
Product Name:2-Propanol, 1-bromo-, (R)-
CAS No:113429-86-0
MF:C3H7BrO
MW:138.991080522537
CID:1204198
PubChem ID:446628
Update Time:2025-05-26

2-Propanol, 1-bromo-, (R)- Chemical and Physical Properties

Names and Identifiers

    • 2-Propanol, 1-bromo-, (R)-
    • (2R)-1-bromopropan-2-ol
    • 1-Bromo-2-propanol, (-)-
    • TNI3HM9S9E
    • CHEMBL446288
    • 1-Bromo-2-propanol, (R)-
    • (R)-1-Bromopropan-2-ol
    • 2-Propanol, 1-bromo-, (2R)-
    • SCHEMBL6256153
    • 2-Propanol, 1-bromo-, (2R)- (9CI)
    • UNII-TNI3HM9S9E
    • 113429-86-0
    • 1-BROMOPROPANE-2-OL
    • Q27290046
    • 1BP
    • (-)-1-bromo-2-propanol
    • Inchi: 1S/C3H7BrO/c1-3(5)2-4/h3,5H,2H2,1H3/t3-/m1/s1
    • InChI Key: WEGOLYBUWCMMMY-GSVOUGTGSA-N
    • SMILES: BrC[C@@H](C)O

Computed Properties

  • Exact Mass: 137.96803g/mol
  • Monoisotopic Mass: 137.96803g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 5
  • Rotatable Bond Count: 1
  • Complexity: 22.9
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.7
  • Topological Polar Surface Area: 20.2?2

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Additional information on 2-Propanol, 1-bromo-, (R)-

Introduction to 2-Propanol, 1-bromo-, (R)- (CAS No. 113429-86-0)

2-Propanol, 1-bromo-, (R)-, CAS No. 113429-86-0, is a chiral brominated alcohol that has garnered significant attention in the field of pharmaceutical and chemical synthesis due to its versatile applications. This compound, characterized by its specific stereochemistry, plays a crucial role in the development of fine chemicals and active pharmaceutical ingredients (APIs). Its unique structural properties make it a valuable intermediate in organic synthesis, particularly in the production of enantiomerically pure compounds, which are essential for many modern therapeutic agents.

The synthesis and application of 2-Propanol, 1-bromo-, (R)- have been extensively studied in recent years, with researchers exploring its potential in various biochemical pathways. The (R)-enantiomer, in particular, has shown promise in the development of novel drugs targeting specific metabolic pathways. For instance, studies have highlighted its utility in the synthesis of chiral auxiliaries and ligands used in asymmetric catalysis, which are critical for producing enantiomerically pure pharmaceuticals with minimal side effects.

In the realm of pharmaceutical research, 2-Propanol, 1-bromo-, (R)- has been incorporated into various drug discovery programs due to its ability to serve as a precursor for more complex molecules. Its bromine substituent allows for further functionalization through cross-coupling reactions such as Suzuki-Miyaura and Heck couplings, enabling the construction of intricate molecular frameworks. These reactions are pivotal in the synthesis of biaryl compounds, which are prevalent in many FDA-approved drugs.

Recent advancements in green chemistry have also emphasized the importance of optimizing synthetic routes to minimize waste and energy consumption. The use of 2-Propanol, 1-bromo-, (R)- as a key intermediate aligns with these principles, as it can be synthesized through efficient and environmentally benign methods. For example, catalytic bromination processes have been developed that reduce byproduct formation while maintaining high yields of the desired enantiomer.

The stereochemical purity of (R)-2-Propanol, 1-bromo- is particularly noteworthy, as it directly impacts the efficacy and safety of pharmaceuticals derived from it. Enantiomeric excess (ee) greater than 98% is often required for therapeutic applications, and modern synthetic techniques have enabled the production of (R)-2-Propanol, 1-bromo- with exceptional purity. This has been achieved through chiral resolution methods and asymmetric synthesis protocols that leverage biocatalysts or chiral auxiliaries to selectively produce the desired enantiomer.

Moreover, the compound's role in drug delivery systems has not been overlooked. Its ability to form stable complexes with other molecules makes it an excellent candidate for developing novel formulations that enhance drug solubility and bioavailability. For instance, studies have demonstrated its use in creating prodrugs that release active pharmaceutical ingredients under specific physiological conditions.

The chemical reactivity of 2-Propanol, 1-bromo-, (R)- also makes it a valuable tool in materials science. Researchers have explored its potential in polymer chemistry, where it can serve as a monomer or cross-linking agent to produce advanced materials with tailored properties. These materials find applications in coatings, adhesives, and even electronic components.

In conclusion, 2-Propanol, 1-bromo-, (R)- (CAS No. 113429-86-0) is a multifaceted compound with significant implications across multiple scientific disciplines. Its role in pharmaceutical synthesis underscores its importance as an intermediate for producing enantiomerically pure drugs. As research continues to uncover new applications and synthetic methodologies,(R)-2-Propanol, 1-bromo- is poised to remain a cornerstone in both academic and industrial chemistry.

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