Thiophene-2-carboxaldehyde
Appearance
Names | |
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Preferred IUPAC name
Thiophene-2-carbaldehyde | |
Other names
2-formylthiophene, thiophene-2-aldehyde, T2A, 2-thiophenecarboxaldehyde
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.002.391 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C5H4OS | |
Molar mass | 112.15 g·mol−1 |
Appearance | colorless liquid |
Density | 1.2 g/mL |
Boiling point | 198 °C (388 °F; 471 K) |
Hazards | |
GHS labelling: | |
Warning | |
H302, H315, H317, H319, H335 | |
P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Thiophene-2-carboxaldehyde is an organosulfur compound with the formula C4H3SCHO. It is one of two isomeric thiophenecarboxaldehydes. It is a colorless liquid that often appears amber after storage. It is versatile precursor to many drugs including eprosartan, Azosemide, and Teniposide.
Preparation
[edit]It can be prepared from thiophene by the Vilsmeier reaction.[1] Alternatively, it is prepared from chloromethylation of thiophene.[2]
References
[edit]- ^ Jonathan Swanston (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_793.pub2. ISBN 978-3527306732.
- ^ Kenneth B. Wiberg. "2-Thiophenealdehyde". Org. Synth. 3: 811. doi:10.15227/orgsyn.000.0005.