220633-52-3

Basic information

• Product Name: 2,2,7-TRIMETHYL-2H-PYRANO[4,3-B]PYRAN-5-ONE
• Synonyms: 2,2,7-TRIMETHYL-2H-PYRANO[4,3-B]PYRAN-5-ONE;2,2,7-trimethylpyrano[4,3-b]pyran-5(2H)-one
• CAS NO: 220633-52-3
• Molecular Formula: C11H12O3
• Molecular Weight: 192.21118
• Product Categories: pharmacetical
• Mol File: 220633-52-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 325.243 °C at 760 mmHg
• Flash Point: 133.816 °C
• Appearance: /
• Density: 1.183 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.547
• CAS DataBase Reference: 2,2,7-TRIMETHYL-2H-PYRANO[4,3-B]PYRAN-5-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,7-TRIMETHYL-2H-PYRANO[4,3-B]PYRAN-5-ONE(220633-52-3)
• EPA Substance Registry System: 2,2,7-TRIMETHYL-2H-PYRANO[4,3-B]PYRAN-5-ONE(220633-52-3)

Safety Data

• Hazardous Substances Data: 220633-52-3(Hazardous Substances Data)

Usage

Molecular Structure

A chemical compound with a specific arrangement of atoms, consisting of a pyrano ring fused with a pyran ring, and three methyl groups attached to the 2, 2', and 7 positions.

Aroma

Responsible for the distinct smell in fenugreek and curry, with a strong, caramel-like odor and nutty, maple syrup-like undertones.

Usage in Food Industry

Commonly used as a flavoring agent in both sweet and savory dishes due to its unique aroma.

Medicinal Properties

Investigated for its potential anti-inflammatory and anti-cancer effects, as well as its possible role in the development of age-related diseases.

Age-Related Disease Research

Studied for its potential involvement in the development of Alzheimer's and Parkinson's diseases.

Molecular Weight

222.25 g/mol

Appearance

A crystalline solid or oily liquid, depending on the temperature and conditions.

Solubility

Sotolone is soluble in organic solvents such as ethanol, diethyl ether, and chloroform, but has low solubility in water.

Stability

Relatively stable under normal conditions, but may decompose upon exposure to heat, light, or air.

InChI:InChI=1/C11H12O3/c1-7-6-9-8(10(12)13-7)4-5-11(2,3)14-9/h4-6H,1-3H3

Upstream product

• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 107-86-8 3,3-dimethyl acrylaldehyde 

Relevant articles and documents

Microwave-assisted solvent and catalyst free synthesis of 2H-Pyrans

This paper describes a simple and efficient method involving domino Knovenegal/6π electrocyclization for the preparation of a variety of 2H-pyrans using microwave irradiation under solvent- and catalyst-free conditions. This method offers the advantages of a green approach, high yields, and short reaction times. Sixteen compounds (9a-p) were obtained in good to excellent yields using the procedure.

Bronsted acid-catalyzed synthesis of pyrans via a formal [3+3] cycloaddition

Bronsted acids catalyze the addition of enolizable ss-keto esters to α,ss-unsaturated aldehydes leading to substituted 2H-pyrans in good yields under mild conditions via a formal [3+3] cycloaddition.

A formal [3 + 3] cycloaddition reaction. Improved reactivity using α,β-unsaturated iminium salts and evidence for reversibility of 6π-electron electrocyclic ring closure of 1-oxatrienes

A detailed account regarding a formal [3 + 3] cycloaddition method using 4-hydroxy-2-pyrones and 1,3-diketones is described here. This formal cycloaddition reaction or annulation reaction is synthetically useful for constructing 2H-pyranyl heterocycles. T