Cas no 116854-10-5 (5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid)

5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid is a bicyclic aromatic compound featuring a methoxy-substituted indane core with a carboxylic acid functional group at the 1-position. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly for pharmaceutical and agrochemical applications. The methoxy group enhances electron density, influencing regioselectivity in further derivatization, while the carboxylic acid allows for versatile transformations such as amidation, esterification, or decarboxylation. Its rigid indane scaffold contributes to conformational stability, beneficial in designing bioactive molecules. The compound is typically supplied in high purity, ensuring consistent performance in synthetic workflows. Proper handling requires standard precautions for carboxylic acids, including storage in a cool, dry environment.
5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid structure
116854-10-5 structure
Product Name:5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid
CAS No:116854-10-5
MF:C11H12O3
MW:192.211183547974
MDL:MFCD07778334
CID:136726
PubChem ID:13840007
Update Time:2025-05-26

5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid
    • 1H-INDENE-1-CARBOXYLIC ACID, 2,3-DIHYDRO-5-METHOXY-
    • 5-methoxyindane-1-carboxylic acid
    • 2,3-Dihydro-5-methoxy-1H-indene-1-carboxylic acid
    • 2,3-dihydro-5-methoxy-1H-inden-1-carboxylic acid
    • 1H-Indene-1-carboxylicacid, 2,3-dihydro-5-methoxy-
    • 5-methoxyindan-1-carboxylic acid
    • KWQZTFAAOCBAHM-UHFFFAOYSA-N
    • 5-Methoxy-1-indanecarboxylic acid
    • VP60057
    • TRA0036058
    • AB42407
    • 5-METHOXYINDANE-1-
    • CS-W003422
    • SCHEMBL1844946
    • DTXSID20550971
    • 1H-Indene-1-carboxylic acid,2,3-dihydro-5-methoxy-
    • MFCD07778334
    • EN300-316238
    • 2,3-Dihydro-5-methoxy-1H-indene-1-carboxylic acid, AldrichCPR
    • FT-0688390
    • AM20020255
    • FS-3338
    • 116854-10-5
    • 5-Methoxy-2,3-dihydro-1H-indene-1-carboxylicacid
    • AKOS015919689
    • DB-060927
    • MDL: MFCD07778334
    • Inchi: 1S/C11H12O3/c1-14-8-3-5-9-7(6-8)2-4-10(9)11(12)13/h3,5-6,10H,2,4H2,1H3,(H,12,13)
    • InChI Key: KWQZTFAAOCBAHM-UHFFFAOYSA-N
    • SMILES: OC(C1C2C=CC(=CC=2CC1)OC)=O

Computed Properties

  • Exact Mass: 192.07900
  • Monoisotopic Mass: 192.078644241g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 227
  • 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: 46.5

Experimental Properties

  • PSA: 46.53000
  • LogP: 1.80960

5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid Security Information

  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn

5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid Customs Data

  • HS CODE:2918990090
  • Customs Data:

    China Customs Code:

    2918990090

    Overview:

    2918990090. Other additional oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid Production Method

Additional information on 5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid

5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic Acid: A Comprehensive Overview

5-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid (CAS No. 116854-10-5) is a structurally unique organic compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound is characterized by its indene skeleton, which is a bicyclic aromatic system consisting of a benzene ring fused with a cyclopropane ring. The presence of the methoxy group (-OCH3) and the carboxylic acid group (-COOH) introduces interesting electronic and functional properties to the molecule.

The indene framework of this compound is notable for its versatility in chemical synthesis. Recent studies have highlighted its potential as a building block for constructing more complex molecules with tailored functionalities. For instance, researchers have explored the use of 5-methoxy-2,3-dihydro-1H-indene-1-carboxylic acid in the synthesis of heterocyclic compounds, which are widely used in drug discovery and materials science. The carboxylic acid group, in particular, serves as a reactive site for various chemical transformations, such as esterification and amidation, enabling the creation of derivatives with diverse applications.

One of the most promising areas of research involving 5-methoxy-2,3-dihydro-1H-indene-1-carboxylic acid is its potential in pharmacology. The compound has been investigated for its biological activity, particularly its ability to modulate cellular signaling pathways. Recent studies have demonstrated that this compound exhibits anti-inflammatory and antioxidant properties, making it a candidate for therapeutic applications. For example, researchers have reported that 5-methoxy-2,3-dihydro-1H-indene-1-carboxylic acid can inhibit the activity of certain enzymes associated with inflammation, such as cyclooxygenase (COX) and lipoxygenase (LOX). These findings suggest that the compound could be developed into a novel class of anti-inflammatory agents.

In addition to its pharmacological applications, 5-methoxy-2,3-dihydro-1H-indene-1-carboxylic acid has also been explored for its role in materials science. The compound's unique electronic properties make it a potential candidate for use in organic electronics. Recent research has focused on incorporating this compound into organic semiconductors and light-emitting diodes (OLEDs). The indene skeleton's ability to facilitate charge transport and emit light at specific wavelengths makes it an attractive material for next-generation electronic devices.

The synthesis of 5-methoxy-2,3-dihydro-1H-indene-1-carboxylic acid has been optimized in recent years to improve yield and purity. Traditional methods involved multi-step reactions with harsh conditions; however, modern approaches now utilize more efficient catalytic systems and green chemistry principles. For example, researchers have developed a one-pot synthesis route using microwave-assisted heating to accelerate the reaction process while minimizing waste. These advancements not only enhance the scalability of production but also align with current sustainability goals in the chemical industry.

Another area of interest is the study of 5-methoxy-2,3-dihydro-1H-indene-1-carboxylic acid's interaction with biological systems at the molecular level. Advanced techniques such as X-ray crystallography and molecular docking have been employed to elucidate the compound's binding modes with target proteins. These studies provide valuable insights into the design of more potent derivatives with improved bioavailability and efficacy.

Furthermore, recent advancements in computational chemistry have enabled researchers to predict the physical and chemical properties of 5-methoxy-2,3-dihydro-1H-indene-1-carboxylic acid with high accuracy. Quantum mechanical calculations have revealed details about the compound's electronic structure, stability, and reactivity under various conditions. Such computational tools are invaluable for guiding experimental efforts and accelerating drug discovery processes.

In conclusion, 5-methoxy-2,3-dihydro-1H-indene-1-carboxylic acid (CAS No. 116854

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