Thiophene-2-carboxaldehyde

Thiophene-2-carboxaldehyde
Names
	Preferred IUPAC name Thiophene-2-carbaldehyde
	Other names 2-formylthiophene, thiophene-2-aldehyde, T2A, 2-thiophenecarboxaldehyde
Identifiers
CAS Number	98-03-3;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:87301;
ChEMBL	ChEMBL328441;
ChemSpider	7086;
ECHA InfoCard	100.002.391
EC Number	202-629-8;
PubChem CID	7364;
UNII	IW05BB9XBM;
CompTox Dashboard (EPA)	DTXSID7052656 ;
	InChI InChI=1S/C5H4OS/c6-4-5-2-1-3-7-5/h1-4H Key: CNUDBTRUORMMPA-UHFFFAOYSA-N;
	SMILES C1=CSC(=C1)C=O;
Properties
Chemical formula	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:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H317, H319, H335
Precautionary statements	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[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.

[Ullmann-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.

[1]

[2]