Thiophene-2-carboxaldehyde

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Thiophene-2-carboxaldehyde
Thiophen-2-carbaldehyd Struktur.svg
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 Edit this at Wikidata
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).

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]

  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.