2-Thenaldehyde
[CAS# 98-03-3]

Identification

• Classification: Organic raw materials >> Aldehyde
• Name: 2-Thenaldehyde
• Synonyms: 2-Formylthiophene; 2-Thiophenecarboxaldehyde; 2-Thiophene carboxaldehyde; Thiophene-2-carbaldehyde
• Molecular Formula: C₅H₄OS
• Molecular Weight: 112.15
• CAS Registry Number: 98-03-3
• EC Number: 202-629-8
• SMILES: C1=CSC(=C1)C=O

Properties

• Density: 1.2
• Boiling point: 198 °C
• Refractive index: 1.589-1.592
• Flash point: 77 °C
• Water solubility: insoluble

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H317-H319-H335
• Safety Statements: P261-P264-P264+P265-P270-P271-P272-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P333+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Skin sensitization	Skin Sens.	1	H317
Specific target organ toxicity - single exposure	STOT SE	3	H335
Flammable liquids	Flam. Liq.	4	H227
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312
Eye irritation	Eye Irrit.	2A	H319

• Transport Information: UN 2810

Discovery and Applications

2-Thenaldehyde, also known as 2-thiophenecarboxaldehyde, is a versatile organic compound with the chemical formula C₇H₆OS. This compound is a derivative of thiophene, where a formyl group is substituted at the 2-position of the thiophene ring. Its discovery and applications span several fields, including organic synthesis, pharmaceuticals, and material science.

The discovery of 2-Thenaldehyde is rooted in the study of thiophene derivatives, which began in the late 19th and early 20th centuries. Thiophene itself was first isolated in 1885 by the chemist Victor Meyer, and subsequent research led to the development of various functionalized thiophene derivatives, including 2-Thenaldehyde. The introduction of the formyl group at the 2-position of the thiophene ring imparts distinct reactivity and properties to the compound, making it valuable in various chemical processes.

In organic synthesis, 2-Thenaldehyde is utilized as an intermediate in the preparation of various thiophene-based compounds. Its formyl group provides a reactive site for further chemical modifications, allowing chemists to create a range of derivatives with tailored properties. These derivatives find applications in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.

One notable application of 2-Thenaldehyde is in the pharmaceutical industry, where it serves as a precursor in the synthesis of various therapeutic agents. Its unique thiophene structure contributes to the biological activity of the resulting compounds, making them useful in drug discovery and development. For example, 2-Thenaldehyde has been used in the synthesis of anti-inflammatory agents and antimicrobial compounds.

In material science, 2-Thenaldehyde is employed in the development of organic semiconductors and materials for electronic applications. Its ability to form stable conjugated systems with other organic molecules makes it suitable for use in organic light-emitting diodes (OLEDs), organic solar cells, and other electronic devices. The compound's stability and electronic properties are key factors in its suitability for these applications.

Overall, 2-Thenaldehyde is an important compound with diverse applications in organic synthesis, pharmaceuticals, and material science. Its discovery and subsequent use highlight its significance in advancing both chemical research and industrial applications.

References

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DOI: 10.1002/asia.201300440

2009. Synthesis and pharmacological evaluation of schiff bases of 4-(2-aminophenyl)-morpholines. Indian Journal of Pharmaceutical Sciences, 71(4).
DOI: 10.4103/0250-474x.57292

2008. Novel 3-aroylpyrazolo[5,1-c][1,2,4]benzotriazine 5-oxides 8-substituted, ligands at GABAA/benzodiazepine receptor complex: Synthesis, pharmacological and molecular modeling studies. Bioorganic & Medicinal Chemistry, 16(7).
DOI: 10.1016/j.bmc.2008.02.058