3-Acetylthiophene Chemical Properties

Melting point:

57-62 °C (lit.)

Boiling point:

208-210 °C/748 mmHg (lit.)

Density 

1.176 (estimate)

refractive index 

1.5667 (estimate)

Flash point:

208-210°C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform, Hexane (Slightly)

form 

Adhering Crystals

color 

Beige to light brown

Sensitive 

Light Sensitive

BRN 

107241

InChIKey

RNIDWJDZNNVFDY-UHFFFAOYSA-N

LogP

1.240

CAS DataBase Reference

1468-83-3(CAS DataBase Reference)

NIST Chemistry Reference

Ethanone, 1-(3-thienyl)-(1468-83-3)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

22-24/25-36/37-36-26

RIDADR 

UN2811

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29349990

MSDS

• Language:English Provider:3-Acetylthiophene
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Acetylthiophene Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

3-Acetylthiophene was used in the preparation of 1-(methylthiophenylidine)-8-naphthylamine(Schiff′s base) and 1-(thiophen-3-yl)ethanone.

Definition

ChEBI: 3-Acetylthiophene is an aromatic ketone.

General Description

3-Acetylthiophene modified glassy carbon electrode has been used in voltammetric determination of uric acid in urine samples.

Synthesis

The general procedure for the synthesis of 3-acetylthiophene from 3-ethynylthiophene was as follows: a mixture of 3-ethynylthiophene (232 mg, 2.0 mmol) and S-COPNA (NP) resin (59 mg, 0.2 mmol) in H2O (4 mL) was subjected to refluxing conditions (bath temperature of 120°C) and the reaction was stirred for 8 h at 600 rpm. After completion of the reaction, the catalyst was removed by filtration and washed sequentially with H2O and heptane. A drop of saturated NaHCO3 solution was added to the organic layer, followed by evaporation of the organic solvent under reduced pressure. The residue was purified by column chromatography using heptane-acetone (20:1) as eluent to give finally 3-acetylthiophene (225 mg, 84% yield).

Purification Methods

Recrystallise the thiophene from pet ether (b 30-60o) or EtOH. The 2,4-dinitrophenylhydrazone crystallises from CHCl3, m 265o, and the semicarbazone crystallises from EtOH, m 174-175o. [Campaigne & Le Suer J Am Chem Soc 70 1555 1948, Beilstein 17/9 V 399.]

References

[1] Applied Organometallic Chemistry, 2012, vol. 26, # 12, p. 722 - 726
[2] Tetrahedron Letters, 2017, vol. 58, # 10, p. 955 - 958
[3] Tetrahedron Letters, 2014, vol. 55, # 8, p. 1444 - 1447
[4] ChemSusChem, 2013, vol. 6, # 3, p. 430 - 432

3-Acetylthiophene(1468-83-3)Related Product Information

• Kresoxim-methyl
• Methyl salicylate
• METSULFURON METHYL
• 4,4'-Diacetylbiphenyl
• Methyl acetate
• Acetylferrocene
• Tribenuron methyl
• N-ACETYL-L-TYROSINE ETHYL ESTER
• Tetraacetylethylenediamine
• Thiophanate-methyl
• Methyl
• 3-Acetyl benz[b]thiophene
• 6,6-DIMETHYL-3-(METHYLTHIO)-4-OXO-4,5,6,7-TETRAHYDROBENZO[C]THIOPHENE-1-CARBONITRILE
• 4-KETO-4,5,6,7-TETRAHYDROTHIANAPHTHENE
• 3-Acetyl-2,5-dimethylthiophene
• 2,5-Dichloro-3-acetylthiophene
• Methyl bromide
• alpha-acetylthiophen