Thiophene-2-carboxaldehyde

Thiophene-2-carboxaldehyde
Names
	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 pictograms
GHS Signal word	Warning
GHS hazard statements	H302, H315, H317, H319, H335
GHS precautionary statements	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

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]

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References

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

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[Ullmann-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.