2-Acetylthiophene

Last updated
2-Acetylthiophene
2-Acetylthiophene.svg
Names
Preferred IUPAC name
1-(Thiophen-2-yl)ethan-1-one
Other names
2-acetothienone, methyl thienyl ketone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.640 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 201-804-6
PubChem CID
UNII
  • InChI=1S/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3
    Key: WYJOVVXUZNRJQY-UHFFFAOYSA-N
  • CC(=O)C1=CC=CS1
Properties
C6H6OS
Molar mass 126.17 g·mol−1
AppearanceYellow liquid
Melting point 9 °C (48 °F; 282 K)
Boiling point 214 °C (417 °F; 487 K)
Hazards
GHS labelling: [1]
GHS-pictogram-exclam.svg
Warning
H302, H312, H332
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P361, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Acetylthiophene is an organosulfur compound with the formula CH3C(O)C4H3S. A yellow liquid, it is the more useful of the two isomers of acetylthiophene. It is of commercial interest as a precursor to both thiophene-2-carboxylic acid and thiophene-2-acetic acid. [2] It is prepared by the reaction of thiophene with acetyl chloride in the presence of stannic chloride. [3]

References

  1. "2-Acetylthiophene". pubchem.ncbi.nlm.nih.gov. Retrieved 9 January 2022.
  2. Swanston, Jonathan (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_793.pub2. ISBN   3527306730.
  3. John R. Johnson, G. E. May (1938). "2-Acetothienone". Organic Syntheses. 18: 1. doi:10.15227/orgsyn.018.0001.