9-Oxo-9H-thioxanthene-2-carboxylic acid ethyl ester
[CAS# 83817-60-1]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ester >> Ethyl ester compound
• Name: 9-Oxo-9H-thioxanthene-2-carboxylic acid ethyl ester
• Molecular Formula: C₁₆H₁₂O₃S
• Molecular Weight: 284.33
• CAS Registry Number: 83817-60-1
• EC Number: 280-960-7
• SMILES: CCOC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3C2=O

Properties

• Solubility: Insoluble (6.0E^-4 g/L) (25 ºC), Calc.^*
• Density: 1.313±0.06 g/cm³ (20 ºC 760 Torr), Calc.^*
• Index of Refraction: 1.645, Calc.^*
• Boiling Point: 466.2±44.0 ºC (760 mmHg), Calc.^*
• Flash Point: 238.3±16.5 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Discovory and Applicatios

9-Oxo-9H-thioxanthene-2-carboxylic acid ethyl ester, often referred to as ethyl 9-oxo-9H-thioxanthene-2-carboxylate, is an organic compound that belongs to the class of thioxanthene derivatives. This compound was first synthesized in the mid-20th century as part of a broader investigation into thioxanthene chemistry, which has been of interest due to the unique properties of thioxanthene and its derivatives.

The structural framework of 9-oxo-9H-thioxanthene-2-carboxylic acid ethyl ester includes a thioxanthene core, characterized by a fused ring system with sulfur and carbon atoms, which contributes to its distinctive reactivity and properties. The introduction of the ethyl ester group enhances its solubility and potential applicability in various chemical reactions.

One of the prominent applications of this compound lies in the field of organic synthesis, particularly in the development of photoinitiators for polymerization processes. Photoinitiators are crucial in the production of UV-cured coatings, adhesives, and inks, where they absorb UV light and initiate polymerization reactions. The unique structural characteristics of 9-oxo-9H-thioxanthene-2-carboxylic acid ethyl ester make it an effective photoinitiator, allowing for rapid curing of resins and enhanced performance of coatings.

In addition to its role as a photoinitiator, this compound has been investigated for its potential biological activities. Research has indicated that thioxanthene derivatives, including 9-oxo-9H-thioxanthene-2-carboxylic acid ethyl ester, exhibit various pharmacological properties, such as antimicrobial and anticancer activities. These findings have opened avenues for further exploration in medicinal chemistry, where modifications of the thioxanthene structure could lead to the development of new therapeutic agents.

Moreover, 9-oxo-9H-thioxanthene-2-carboxylic acid ethyl ester has applications in dye and pigment formulations due to its potential color properties. The ability to modify its structure allows for the tailoring of colorants used in a variety of industries, including textiles, plastics, and printing.

Despite its promising applications, research into the environmental and health impacts of 9-oxo-9H-thioxanthene-2-carboxylic acid ethyl ester is ongoing. Safety assessments are essential to ensure that its use in industrial and consumer products complies with regulatory standards.

In summary, 9-oxo-9H-thioxanthene-2-carboxylic acid ethyl ester is an important compound in organic chemistry, known for its role as a photoinitiator and its potential biological activities. Its unique structure allows for diverse applications in synthesis, coatings, and medicinal chemistry, making it a subject of interest for researchers and industrial applications alike.