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

Chemical compound

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.

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
*[H302]: H302: Harmful if swallowed
*[H315]: H315: Causes skin irritation
*[H317]: H317: May cause an allergic skin reaction
*[H319]: H319: Causes serious eye irritation
*[H335]: H335: May cause respiratory irritation
*[P261]: P261: Avoid breathing dust/fume/gas/mist/vapours/spray.
*[P264]: P264: Wash ... thoroughly after handling.
*[P270]: P270: Do not eat, drink or smoke when using this product.
*[P271]: P271: Use only outdoors or in a well-ventilated area.
*[P272]: P272: Contaminated work clothing should not be allowed out of the workplace.
*[P280]: P280: Wear protective gloves/protective clothing/eye protection/face protection.
*[P301+P312]: P301+P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
*[P302+P352]: P302+P352: IF ON SKIN: Wash with soap and water.
*[P304+P340]: P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
*[P305+P351+P338]: P305+P351+P338: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.
*[P312]: P312: Call a POISON CENTER or doctor/physician if you feel unwell.
*[P321]: P321: Specific treatment (see ... on this label).
*[P330]: P330: Rinse mouth.
*[P332+P313]: P332+P313: If skin irritation occurs: Get medical advice/attention.
*[P333+P313]: P333+P313: If skin irritation or a rash occurs: Get medical advice/attention.
*[P337+P313]: P337+P313: If eye irritation persists: Get medical advice/attention.
*[P362]: P362: Take off contaminated clothing.
*[P363]: P363: Wash contaminated clothing before reuse.
*[P403+P233]: P403+P233: Store in a well ventilated place. Keep container tightly closed.
*[P405]: P405: Store locked up.
*[P501]: P501: Dispose of contents/container to ...