Cas no 1225729-11-2 (4-(3-Bromophenyl)-4-hydroxybutanenitrile)

4-(3-Bromophenyl)-4-hydroxybutanenitrile is a brominated aromatic compound featuring both hydroxyl and nitrile functional groups, making it a versatile intermediate in organic synthesis. Its structure allows for further functionalization, particularly in pharmaceutical and agrochemical applications, where selective bromination and hydroxylation are critical. The nitrile group offers reactivity for conversion into carboxylic acids, amides, or amines, while the hydroxyl group enables ether or ester formation. This compound is particularly useful in cross-coupling reactions and as a precursor for bioactive molecules. Its well-defined reactivity and stability under standard conditions make it a reliable building block for research and industrial applications requiring precise molecular modifications.
4-(3-Bromophenyl)-4-hydroxybutanenitrile structure
1225729-11-2 structure
Product Name:4-(3-Bromophenyl)-4-hydroxybutanenitrile
CAS No:1225729-11-2
MF:C10H10BrNO
MW:240.09650182724
CID:4780072
Update Time:2025-11-02

4-(3-Bromophenyl)-4-hydroxybutanenitrile Chemical and Physical Properties

Names and Identifiers

    • 4-(3-Bromophenyl)-4-hydroxybutanenitrile
    • F31152
    • Inchi: 1S/C10H10BrNO/c11-9-4-1-3-8(7-9)10(13)5-2-6-12/h1,3-4,7,10,13H,2,5H2
    • InChI Key: BCYUOLBQDZDZDN-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(=C1)C(CCC#N)O

Computed Properties

  • Exact Mass: 238.99458 g/mol
  • Monoisotopic Mass: 238.99458 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 198
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.8
  • Topological Polar Surface Area: 44
  • Molecular Weight: 240.10

4-(3-Bromophenyl)-4-hydroxybutanenitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
CHENG DOU FEI BO YI YAO Technology Co., Ltd.
FC11991-5g
4-(3-bromophenyl)-4-hydroxybutanenitrile
1225729-11-2 95%
5g
$1800 2023-09-07
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1762538-1g
4-(3-Bromophenyl)-4-hydroxybutanenitrile
1225729-11-2 98%
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¥4645.00 2024-08-09

Additional information on 4-(3-Bromophenyl)-4-hydroxybutanenitrile

4-(3-Bromophenyl)-4-hydroxybutanenitrile (CAS 1225729-11-2): A Comprehensive Overview of Properties and Applications

4-(3-Bromophenyl)-4-hydroxybutanenitrile (CAS 1225729-11-2) is an important organic compound that has garnered significant attention in pharmaceutical and chemical research. This brominated phenyl derivative exhibits unique structural features that make it valuable for various synthetic applications. The compound's molecular formula is C10H10BrNO, with a molecular weight of 240.10 g/mol.

The hydroxybutanenitrile moiety in 4-(3-Bromophenyl)-4-hydroxybutanenitrile provides excellent reactivity for further chemical transformations, while the bromophenyl group offers opportunities for cross-coupling reactions. Recent studies in medicinal chemistry have highlighted its potential as a building block for drug discovery, particularly in the development of CNS-targeting compounds and enzyme inhibitors.

From a physicochemical perspective, 4-(3-Bromophenyl)-4-hydroxybutanenitrile typically appears as a white to off-white crystalline powder. Its solubility profile shows good dissolution in polar organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO), while being less soluble in water. The compound's melting point range and stability characteristics make it suitable for various synthetic protocols under controlled conditions.

In pharmaceutical applications, researchers have explored 4-(3-Bromophenyl)-4-hydroxybutanenitrile as a precursor for several bioactive molecules. Its structural features allow for the development of compounds with potential neuroprotective effects and anti-inflammatory properties. The presence of both hydroxyl and nitrile functional groups enables diverse modification possibilities, making it a versatile intermediate in drug design.

The synthetic chemistry applications of 4-(3-Bromophenyl)-4-hydroxybutanenitrile extend to its use in palladium-catalyzed coupling reactions, where the bromine atom serves as an excellent leaving group. This characteristic has made it valuable in the construction of complex molecular architectures, particularly in the synthesis of heterocyclic compounds and functionalized arenes.

Recent advancements in green chemistry have explored more sustainable approaches to working with brominated compounds like 4-(3-Bromophenyl)-4-hydroxybutanenitrile. Researchers are investigating catalyst systems that can improve the atom economy of reactions involving this intermediate, addressing growing concerns about environmental impact in chemical synthesis.

From a market perspective, the demand for 4-(3-Bromophenyl)-4-hydroxybutanenitrile has shown steady growth, particularly from contract research organizations and pharmaceutical development companies. The compound's availability in various purity grades (typically 95% to 99%) allows for different research and production needs. Current supply chain analysis indicates that specialized chemical manufacturers are the primary sources for this intermediate.

Quality control of 4-(3-Bromophenyl)-4-hydroxybutanenitrile typically involves HPLC analysis, NMR spectroscopy, and mass spectrometry to ensure purity and confirm structural integrity. These analytical methods are crucial for applications in drug discovery where compound purity directly impacts research outcomes. Proper storage conditions (typically 2-8°C in airtight containers) are recommended to maintain the compound's stability over time.

The intellectual property landscape surrounding 4-(3-Bromophenyl)-4-hydroxybutanenitrile includes several patents describing its use in various synthetic routes and as an intermediate for specific therapeutic agents. Researchers and manufacturers should conduct proper patent searches before developing new applications involving this compound to avoid infringement issues.

Future research directions for 4-(3-Bromophenyl)-4-hydroxybutanenitrile may focus on expanding its utility in asymmetric synthesis and developing more efficient preparation methods. The compound's potential in bioconjugation chemistry and as a scaffold for molecular probes represents promising areas for further investigation. As the pharmaceutical industry continues to seek novel building blocks for drug development, brominated intermediates like this compound will likely maintain their importance in medicinal chemistry.

For researchers working with 4-(3-Bromophenyl)-4-hydroxybutanenitrile, proper safety protocols should always be followed, including the use of appropriate personal protective equipment and engineering controls. While not classified as highly hazardous, standard precautions for handling organic compounds should be observed to ensure safe laboratory practices.

In conclusion, 4-(3-Bromophenyl)-4-hydroxybutanenitrile (CAS 1225729-11-2) represents a valuable chemical intermediate with diverse applications in pharmaceutical research and organic synthesis. Its unique combination of functional groups and reactivity profile continues to make it an important tool for chemists developing new molecules with potential biological activity. As synthetic methodologies advance and drug discovery efforts expand, this compound will likely remain relevant in chemical research for years to come.

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