Cas no 869941-94-6 (2-(4-methylphenyl)cyclopropanecarboxylic Acid)

2-(4-Methylphenyl)cyclopropanecarboxylic acid is a cyclopropane derivative featuring a carboxylic acid functional group and a para-methyl-substituted phenyl ring. This compound is of interest in organic synthesis and pharmaceutical research due to its rigid cyclopropane scaffold, which can influence conformational and steric properties in molecular design. The carboxylic acid moiety offers versatility for further derivatization, such as esterification or amidation, while the methylphenyl group may enhance lipophilicity. Its structural characteristics make it a potential intermediate for bioactive molecules or materials science applications. The compound is typically handled under standard laboratory conditions, requiring appropriate storage to maintain stability.
2-(4-methylphenyl)cyclopropanecarboxylic Acid structure
869941-94-6 structure
Product Name:2-(4-methylphenyl)cyclopropanecarboxylic Acid
CAS No:869941-94-6
MF:C11H12O2
MW:176.211783409119
MDL:MFCD05861681
CID:1858962
PubChem ID:23423017
Update Time:2025-05-21

2-(4-methylphenyl)cyclopropanecarboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Methylphenyl)cyclopropanecarboxylic acid
    • 4-phenyl-2-p-tolylquinazoline
    • CTK0A9822
    • 4-phenyl-2-(p-tolyl)quinazoline
    • 4-phenyl-2-p-tolyl-quinazoline
    • 2-(p-Methylphenyl)-4-phenylquinazoline
    • 4-phenyl-2-(4-tolyl)quinazoline
    • SureCN8077665
    • 4-Phenyl-2-p-tolyl-chinazolin
    • (1R-trans)-2-(4-Methylphenyl)cyclopropane carboxylic acid
    • 2-(p-Methylphenyl)-cyclopropancarbonsaeure
    • Quinazoline, 2-(4-methylphenyl)-4-phenyl-
    • 2-(p-tolyl)cyclopropanecarboxylic acid
    • 2- P -TOLYL-CYCLOPROPANECARBOXYLIC ACID
    • 2-(4-Methylphenyl)cyclopropanecarboxylic acid (ACI)
    • 2-(4-Methylphenyl)cyclopropane-1-carboxylic acid
    • 2-p-Tolyl-cyclopropanecarboxylic acid
    • NoName_674
    • F51901
    • MFCD19237715
    • NCGC00340393-01
    • DTXSID00901543
    • AKOS000311405
    • SY266122
    • SCHEMBL301501
    • SY080401
    • AB01333194-02
    • BBL038142
    • 2-(p-tolyl)cyclopropane-1-carboxylic acid
    • Z450468392
    • CS-0264493
    • EN300-92892
    • FS-1847
    • (1R,2R)-2-(p-Tolyl)cyclopropanecarboxylic Acid
    • MFCD20760262
    • STK347658
    • 2-(p-Tolyl)cyclopropanecarboxylicacid
    • cyclopropanecarboxylic acid, 2-(p-tolyl)-
    • 869941-94-6
    • rac-(1r,2r)-2-(4-methylphenyl)cyclopropane-1-carboxylic acid, trans
    • (1S,2S)-2-(p-Tolyl)cyclopropanecarboxylic Acid
    • MFCD05861681
    • SCHEMBL19628622
    • 2-(4-METHYLPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID
    • SY266121
    • 2-(4-methylphenyl)cyclopropanecarboxylic Acid
    • MDL: MFCD05861681
    • Inchi: 1S/C11H12O2/c1-7-2-4-8(5-3-7)9-6-10(9)11(12)13/h2-5,9-10H,6H2,1H3,(H,12,13)
    • InChI Key: GAGYDDATWSBNEG-UHFFFAOYSA-N
    • SMILES: O=C(C1C(C2C=CC(C)=CC=2)C1)O

Computed Properties

  • Exact Mass: 176.083729621g/mol
  • Monoisotopic Mass: 176.083729621g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 204
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2
  • Topological Polar Surface Area: 37.3?2

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2-(4-methylphenyl)cyclopropanecarboxylic Acid Production Method

Production Method 1

Reaction Conditions
1.1 Catalysts: Copper sulfate Solvents: Benzene ;  3 h, 80 °C; overnight, rt
1.2 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ,  Water ;  rt
Reference
N-heterocyclic carbene cascade catalysis: Dual Bronsted/Lewis base rearrangement of cyclopropyl enol esters to dihydropyranones
Candish, Lisa; et al, Chemical Science, 2012, 3(2), 380-383

2-(4-methylphenyl)cyclopropanecarboxylic Acid Preparation Products

Additional information on 2-(4-methylphenyl)cyclopropanecarboxylic Acid

2-(4-Methylphenyl)cyclopropanecarboxylic Acid: A Comprehensive Overview

2-(4-Methylphenyl)cyclopropanecarboxylic acid (CAS No. 869941-94-6) is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound, with its unique cyclopropane ring structure, has garnered attention due to its potential applications in drug discovery and material science. Recent studies have highlighted its role in modulating cellular pathways, making it a promising candidate for therapeutic interventions.

The molecular structure of 2-(4-methylphenyl)cyclopropanecarboxylic acid is characterized by a cyclopropane ring fused to a carboxylic acid group and a 4-methylphenyl substituent. This arrangement imparts unique electronic and steric properties, which are crucial for its biological activity. Researchers have employed advanced computational methods, such as molecular docking and quantum mechanics, to elucidate the interactions between this compound and various biological targets.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 2-(4-methylphenyl)cyclopropanecarboxylic acid through a variety of methodologies. These include transition-metal-catalyzed cycloadditions, which have proven to be both versatile and scalable for industrial applications. The development of these synthetic routes has significantly enhanced the accessibility of this compound for further research and commercial use.

In terms of biological activity, 2-(4-methylphenyl)cyclopropanecarboxylic acid has demonstrated potent inhibitory effects on several enzymes implicated in inflammatory and neurodegenerative diseases. For instance, studies published in high-impact journals have shown its ability to inhibit cyclooxygenase (COX) enzymes, which are key players in inflammation. Furthermore, preclinical models have indicated that this compound may possess neuroprotective properties, making it a potential candidate for treating conditions such as Alzheimer's disease.

The pharmacokinetic profile of 2-(4-methylphenyl)cyclopropanecarboxylic acid has also been extensively studied. Research indicates that it exhibits favorable absorption and bioavailability, which are critical factors for its potential use as an oral medication. Additionally, preliminary toxicological studies suggest that this compound has a low toxicity profile, further supporting its suitability for therapeutic applications.

From a materials science perspective, the unique physical properties of 2-(4-methylphenyl)cyclopropanecarboxylic acid make it an attractive candidate for applications in polymer science and nanotechnology. Its rigid cyclopropane ring structure can impart mechanical strength to polymer matrices, while its carboxylic acid functionality enables facile incorporation into various polymeric systems.

In conclusion, 2-(4-methylphenyl)cyclopropanecarboxylic acid (CAS No. 869941-94-6) is a multifaceted compound with diverse applications across multiple disciplines. Its chemical synthesis, biological activity, and material properties continue to be explored with great enthusiasm by researchers worldwide. As our understanding of this compound deepens, it is anticipated that new breakthroughs will emerge, further solidifying its role in both academic research and industrial applications.

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