4-KETO-4,5,6,7-TETRAHYDROTHIANAPHTHENE Chemical Properties

Melting point:

38-40 °C(lit.)

Boiling point:

120 °C (10 mmHg)

Density 

1.245±0.06 g/cm3(Predicted)

refractive index 

1.5895-1.5915

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in chloroform.

form 

<38°C Solid,>40°C Liquid

color 

White to yellow

BRN 

112276

InChI

InChI=1S/C8H8OS/c9-7-2-1-3-8-6(7)4-5-10-8/h4-5H,1-3H2

InChIKey

GJEKNELSXNSYAQ-UHFFFAOYSA-N

SMILES

S1C2=C(C(=O)CCC2)C=C1

EPA Substance Registry System

Benzo[b]thiophen-4(5H)-one, 6,7-dihydro- (13414-95-4)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

22-24/25-36/37/39-26

WGK Germany 

3

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29349990

MSDS

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

4-KETO-4,5,6,7-TETRAHYDROTHIANAPHTHENE Usage And Synthesis

Chemical Properties

white to yellow low melting solid or liquid after

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs and is also used in medicine.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 17, p. 87, 1980 DOI: 10.1002/jhet.5570170118

Synthesis

General procedure: 4-(2-Thienyl)butyric acid (0.75 mmol, 1.0 eq.), trifluoroacetic anhydride (TFAA, 2.25 mmol, 3 eq.), and trifluoroacetic acid (TFA, 0.8 mL) were added to a 10 mL glass reaction vial equipped with a screw cap. The reaction mixture was stirred at room temperature for 12 h. The reaction process was monitored by thin layer chromatography (TLC) or gas chromatography-mass spectrometry (GC-MS). Upon completion of the reaction, the solvent was removed under reduced pressure and the resulting residue was purified by silica gel fast column chromatography (eluent: hexane/ethyl acetate mixed system) to finally obtain the target product 6,7-dihydro-4-keto-5-benzothiophene (6a).

References

[1] Tetrahedron Letters, 2018, vol. 59, # 10, p. 869 - 872
[2] Tetrahedron Letters, 2003, vol. 44, # 21, p. 4007 - 4010
[3] Heterocycles, 1996, vol. 43, # 1, p. 127 - 131
[4] Patent: WO2010/76188, 2010, A1. Location in patent: Page/Page column 17-19
[5] Patent: WO2005/77932, 2005, A2. Location in patent: Page/Page column 208

4-KETO-4,5,6,7-TETRAHYDROTHIANAPHTHENE(13414-95-4)Related Product Information

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