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

EC Number |

* 202-629-8

PubChem CID

* 7364

UNII |

* IW05BB9XBM

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]

## References

1. ↑ Jonathan Swanston (2006). "Ullmann's Encyclopedia of Industrial Chemistry". 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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*[CID]: Compound ID
*[H302]: Harmful if swallowed
*[H315]: Causes skin irritation
*[H317]: May cause an allergic skin reaction
*[H319]: Causes serious eye irritation
*[H335]: May cause respiratory irritation
*[P261]: Avoid breathing dust/fume/gas/mist/vapours/spray
*[P264]: Wash … thoroughly after handling
*[P270]: Do not eat, drink or smoke when using this product
*[P271]: Use only outdoors or in a well-ventilated area
*[P272]: Contaminated work clothing should not be allowed out of the workplace
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P301+312]: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell
*[P302+352]: IF ON SKIN: Wash with soap and water
*[P304+340]: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P312]: Call a POISON CENTER or doctor/physician if you feel unwell
*[P321]: Specific treatment (see … on this label)
*[P330]: Rinse mouth
*[P332+313]: If skin irritation occurs: Get medical advice/attention
*[P333+313]: If skin irritation or a rash occurs: Get medical advice/attention
*[P337+313]: Get medical advice/attention
*[P362]: Take off contaminated clothing and wash before reuse
*[P363]: Wash contaminated clothing before reuse
*[P403+233]: Store in a well ventilated place. Keep container tightly closed
*[P405]: Store locked up
*[P501]: Dispose of contents/container to …