Thiophene-2-carboxaldehyde

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.

Thiophene-2-carboxaldehyde
Names
Other names
2-formylthiophene, thiophene-2-aldehyde, T2A, 2-thiophenecarboxaldehyde
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.391
EC Number
  • 202-629-8
UNII
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 pictograms
GHS Signal word Warning
H302, H315, H317, H319, H335
P261, P264, P270, P271, P272, P280, P301+312, P302+352, P304+340, P305+351+338, P312, P321, P330, P332+313, P333+313, P337+313, P362, P363, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Preparation

It can be prepared from thiophene by the Vilsmeier reaction.[1] Alternatively, it is prepared from chloromethylation of thiophene.[2]

References

  1. Jonathan Swanston (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_793.pub2.
  2. Kenneth B. Wiberg. "2-Thiophenealdehyde". Org. Synth. 3: 811. doi:10.15227/orgsyn.000.0005.
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