127399-78-4

Basic information

• Product Name: 5-Hydroxy-6-methoxy-1-indanone
• Synonyms: 2,3-Dihydro-5-hydroxy-6-methoxy-1H-inden-1-one;5-Hydroxy-6-methoxy-1-indanone;5-Hydroxy-6-methoxyindan-1-one;Z-Indanone
• CAS NO: 127399-78-4
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 127399-78-4.mol

Chemical Properties

• Melting Point: 174-175℃
• Boiling Point: 379℃
• Flash Point: 157℃
• Appearance: /
• Density: 1.296
• Refractive Index: 1.601
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 8.17±0.20(Predicted)
• CAS DataBase Reference: 5-Hydroxy-6-methoxy-1-indanone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxy-6-methoxy-1-indanone(127399-78-4)
• EPA Substance Registry System: 5-Hydroxy-6-methoxy-1-indanone(127399-78-4)

Safety Data

• Hazardous Substances Data: 127399-78-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
5-Hydroxy-6-methoxy-1-indanone is used as a key intermediate for the synthesis of various organic compounds. Its unique structure allows it to be a versatile building block in the creation of a wide range of molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Hydroxy-6-methoxy-1-indanone is used as a starting material for the development of new drugs. Its chemical properties make it suitable for the synthesis of complex molecular structures that can target specific biological pathways, potentially leading to the discovery of novel therapeutic agents.
Used in Agrochemical Industry:
5-Hydroxy-6-methoxy-1-indanone is also utilized in the agrochemical industry for the synthesis of various pesticides and other crop protection agents. Its structural diversity enables the development of new compounds with improved efficacy and selectivity, contributing to more sustainable agricultural practices.
Used in Specialty Chemicals:
In the specialty chemicals sector, 5-Hydroxy-6-methoxy-1-indanone is employed as a precursor for the production of various high-value chemicals. These can include dyes, fragrances, and other additives that are used across different industries, such as textiles, cosmetics, and plastics.
Overall, 5-Hydroxy-6-methoxy-1-indanone is a versatile compound with a wide range of applications in various industries, primarily due to its unique chemical structure and properties. Its use in organic synthesis, pharmaceuticals, agrochemicals, and specialty chemicals highlights its potential as a valuable building block in the development of new and innovative products.

InChI:InChI=1/C10H10O3/c1-13-10-5-7-6(4-9(10)12)2-3-8(7)11/h4-5,12H,2-3H2,1H3

Upstream product

• 537-73-5 isoferulic acid 
• 621-59-0 isovanillin 
• 2107-69-9 5,6-dimethoxy-1-indanone 
• 1135-15-5 dihydroisoferulic acid 

Relevant articles and documents

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We have discovered serendipitously that chloroaluminate ionic liquids can cleave aromatic methyl ethers under surprisingly mild conditions. Three ionic liquids, viz. [TMAH]-[Al2Cl7], [BMIM][Al2Cl7], and [EMIM][Al2Cl6I], and aluminum chloride were compared in the selective demethylation of 4,5-dimethoxyindanone at the 4-methoxy-function. The ionic liquids exhibited a remarkably high selectivity (96:4) in comparison with aluminum chloride (70:30). In addition, the reaction time was drastically shortened when the ionic liquids were used. Interestingly, the three ionic liquids displayed the same reactivity in the demethylation of 4,5-dimethoxyindanone. Considering the lower cost and the bulk availability of the precursors of [TMAH][Al2Cl7], we conclude that this is the most attractive ionic liquid from an industrial point of view. To make the large-scale application of [TMAH][Al2Cl7] feasible, we have developed a safe upscalable method for its preparation. Furthermore, the scope of ether cleavage by the ionic liquid reagent [TMAH][Al2Cl7] was investigated and it was found that aromatic methyl-, al- lyl-, and benzyl-ether cleavage is applicable to a variety of heterocyclic compounds. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.