Cas no 46057-54-9 (4-hydroxy-3-(propan-2-yl)benzonitrile)

4-Hydroxy-3-(propan-2-yl)benzonitrile is a substituted benzonitrile derivative featuring a hydroxyl group and an isopropyl moiety on the aromatic ring. This compound is of interest in organic synthesis and pharmaceutical research due to its versatile reactivity, particularly as an intermediate in the preparation of more complex molecules. The presence of both electron-donating (hydroxy) and electron-withdrawing (nitrile) groups enhances its utility in regioselective reactions. Its stable crystalline form and well-defined structure facilitate precise modifications, making it valuable for applications in agrochemicals, dyes, and bioactive compounds. The compound’s purity and consistent performance under controlled conditions ensure reliability in research and industrial processes.
4-hydroxy-3-(propan-2-yl)benzonitrile structure
46057-54-9 structure
Product Name:4-hydroxy-3-(propan-2-yl)benzonitrile
CAS No:46057-54-9
MF:C10H11NO
MW:161.200442552567
CID:876746
PubChem ID:18454722
Update Time:2025-10-29

4-hydroxy-3-(propan-2-yl)benzonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-hydroxy-3-propan-2-ylbenzonitrile
    • Benzonitrile, 4-hydroxy-3-(1-methylethyl)- (9CI)
    • 4-hydroxy-3-(propan-2-yl)benzonitrile
    • AKOS022519403
    • E82397
    • EN300-1689141
    • BENZONITRILE, 4-HYDROXY-3-(1-METHYLETHYL)-
    • CS-0201376
    • MFCD16997090
    • 4-HYDROXY-3-(1-METHYLETHYL)-BENZONITRILE
    • MB22341
    • 46057-54-9
    • DB-274690
    • RHYWJKNWORGPOY-UHFFFAOYSA-N
    • SY363459
    • 4-HYDROXY-3-ISOPROPYLBENZONITRILE
    • Z1255467730
    • SCHEMBL5364482
    • 4-cyano-2-isopropyl-phenol
    • Inchi: 1S/C10H11NO/c1-7(2)9-5-8(6-11)3-4-10(9)12/h3-5,7,12H,1-2H3
    • InChI Key: RHYWJKNWORGPOY-UHFFFAOYSA-N
    • SMILES: OC1C=CC(C#N)=CC=1C(C)C

Computed Properties

  • Exact Mass: 161.084063974g/mol
  • Monoisotopic Mass: 161.084063974g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 191
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 44?2

4-hydroxy-3-(propan-2-yl)benzonitrile Pricemore >>

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Additional information on 4-hydroxy-3-(propan-2-yl)benzonitrile

4-Hydroxy-3-(Propan-2-yl)Benzonitrile: A Comprehensive Overview

4-Hydroxy-3-(propan-2-yl)benzonitrile, also known by its CAS number 46057-54-9, is a versatile organic compound with significant applications in various fields of chemistry and materials science. This compound, characterized by its unique structure, has garnered attention in recent years due to its potential in drug discovery, material synthesis, and as a building block in organic chemistry. In this article, we delve into the properties, synthesis methods, applications, and the latest research findings related to this compound.

The molecular structure of 4-hydroxy-3-(propan-2-yl)benzonitrile consists of a benzonitrile core with a hydroxyl group at the 4-position and an isopropyl group at the 3-position. This arrangement imparts unique electronic and steric properties to the molecule, making it suitable for a wide range of chemical reactions. The presence of the nitrile group (-CN) at the para position relative to the hydroxyl group (-OH) introduces additional functionality, enabling further chemical transformations.

Recent studies have highlighted the role of 4-hydroxy-3-(propan-2-yl)benzonitrile as a valuable intermediate in the synthesis of bioactive compounds. For instance, researchers have utilized this compound as a precursor for constructing complex heterocyclic frameworks, which are essential in drug design. The ability to undergo various nucleophilic substitutions and condensation reactions makes it an ideal candidate for constructing diverse molecular architectures.

In terms of synthesis, several methods have been reported for the preparation of 4-hydroxy-3-(propan-2-yl)benzonitrile. One common approach involves the Friedel-Crafts acylation reaction followed by hydrolysis and subsequent nitrile introduction. Another method employs Suzuki-Miyaura coupling reactions to assemble the desired structure from simpler precursors. These methods not only demonstrate the versatility of this compound but also underscore its importance as a key intermediate in organic synthesis.

The application of 4-hydroxy-3-(propan-2-yl)benzonitrile extends beyond traditional organic chemistry. Recent advancements have shown its potential in materials science, particularly in the development of advanced polymers and coatings. The nitrile group's reactivity allows for polymerization under specific conditions, leading to materials with enhanced mechanical and thermal properties.

In addition to its chemical applications, 4-hydroxy-3-(propan-2-yli benzonitrile) has been explored for its biological activity. Preclinical studies suggest that derivatives of this compound exhibit promising anti-inflammatory and antioxidant properties, making them potential candidates for therapeutic agents. Researchers are actively investigating its pharmacokinetics and bioavailability to further validate its suitability as a drug candidate.

The growing interest in green chemistry has also led to innovative approaches for synthesizing 4-hydroxy-3-(propan-2-yli benzonitrile). Recent studies have demonstrated that catalytic asymmetric synthesis can be employed to produce enantiomerically enriched versions of this compound. Such methods not only enhance yield but also reduce environmental impact, aligning with sustainable chemistry principles.

In conclusion, 4-hydroxy-3-(propan-2-yli benzonitrile) is a multifaceted compound with diverse applications across various scientific domains. Its unique structure, coupled with its reactivity and versatility, positions it as an invaluable tool in modern chemistry. As research continues to uncover new potentials for this compound, it is poised to play an even more significant role in future scientific advancements.

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