Thiophene-2-carboxaldehyde
Names
Preferred IUPAC name
Thiophene-2-carbaldehyde
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
  • InChI=1S/C5H4OS/c6-4-5-2-1-3-7-5/h1-4H
    Key: CNUDBTRUORMMPA-UHFFFAOYSA-N
  • C1=CSC(=C1)C=O
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:
GHS07: Exclamation mark
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).
Infobox references

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

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. ISBN 978-3527306732.
  2. Kenneth B. Wiberg. "2-Thiophenealdehyde". Org. Synth. 3: 811. doi:10.15227/orgsyn.000.0005.
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