2-ACETYL-5-CHLOROTHIOPHENE Chemical Properties

Melting point:

46-49 °C (lit.)

Boiling point:

117-118 °C/17 mmHg (lit.)

Density 

1.3240 (estimate)

Flash point:

227 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Crystals or Crystalline Powder

color 

White to light yellow

Sensitive 

Light Sensitive

BRN 

113936

InChI

InChI=1S/C6H5ClOS/c1-4(8)5-2-3-6(7)9-5/h2-3H,1H3

InChIKey

HTZGPEHWQCRXGZ-UHFFFAOYSA-N

SMILES

C(=O)(C1SC(Cl)=CC=1)C

CAS DataBase Reference

6310-09-4(CAS DataBase Reference)

Safety Information

Risk Statements 

20/21/22

Safety Statements 

24/25-36/37

RIDADR 

UN2811

WGK Germany 

3

RTECS 

OB1745000

HazardClass 

6.1

PackingGroup 

III

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-ACETYL-5-CHLOROTHIOPHENE Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Synthesis

Example 8: In a 100 mL four-necked flask equipped with a stirrer, a condenser, a thermometer, and a dropping funnel, 5.9 g of activated white clay (a product of Nacalai Tesque, Inc.) and 25.5 g (0.25 mol) of acetic anhydride were added sequentially. The temperature of the reaction system was maintained at 45 °C to 55 °C and 29.6 g (0.25 mol) of 2-chlorothiophene was slowly added dropwise over 1 h in this temperature range. After the dropwise addition was completed, the reaction was continued with stirring at 50 °C for 72 hours. Upon completion of the reaction, the activated white clay was removed by filtration to give a dark brown filtrate. Subsequently, unreacted 2-chlorothiophene, acetic anhydride and the by-product acetic acid were removed from the filtrate by distillation, resulting in 20.9 g (0.13 mol) of 2-acetyl-5-chlorothiophene.

References

[1] Patent: EP1695972, 2006, A1. Location in patent: Page/Page column 7
[2] Journal of the American Chemical Society, 1947, vol. 69, p. 3093,3095
[3] Journal of Organic Chemistry, 1948, vol. 13, p. 729,732
[4] Org. Synth. Coll. Vol. IV, <1963> 980,
[5] Journal of the American Chemical Society, 1947, vol. 69, p. 1014

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