2-Acetylthiophene Chemical Properties

Melting point:

10-11 °C (lit.)

Boiling point:

214 °C (lit.)

Density 

1.168 g/mL at 25 °C (lit.)

vapor pressure 

2.7 hPa (50 °C)

refractive index 

n20/D 1.565(lit.)

Flash point:

196 °F

storage temp. 

Store below +30°C.

solubility 

14g/l

form 

Liquid

color 

Clear pale yellow to light brown

Odor

at 100.00 %. sulfurous nutty hazelnut walnut

Odor Type

sulfurous

Water Solubility 

Insoluble in water.

Sensitive 

Light Sensitive

BRN 

107910

InChIKey

WYJOVVXUZNRJQY-UHFFFAOYSA-N

LogP

1.250

CAS DataBase Reference

88-15-3(CAS DataBase Reference)

NIST Chemistry Reference

Ethanone, 1-(2-thienyl)-(88-15-3)

EPA Substance Registry System

Ethanone, 1-(2-thienyl)- (88-15-3)

Safety Information

Hazard Codes 

T,Xi,Xn

Risk Statements 

25-23/24/25-20/21/22

Safety Statements 

45-38-36/37/39-28-36

RIDADR 

UN 2810 6.1/PG 2

WGK Germany 

3

RTECS 

OB6300000

F 

13

Autoignition Temperature

265 °C DIN 51794

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29349990

Toxicity

LD50 orally in Rabbit: 25 - 200 mg/kg LD50 dermal Rat 370 mg/kg

MSDS

• Language:English Provider:2-Acetylthiophene
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2-Acetylthiophene Usage And Synthesis

Description

2-Acetylthiophene occurs naturally in kohlrabi. It has a sulfurous nutty hazelnut odor. It can be used as a food additive. It is also used as an intermediate to produce drugs, such as Tiamonium Iodide, Suprofan, Stepronin, Tenonitrozole, Namirotene, etc.

Chemical Properties

clear colorless to slightly yellow liquid

Uses

2-Acetylthiophene(2AT) is used as an intermediate in the manufacturing of drugs like Tiamonium Iodide, Suprofan, Stepronin, Tenonitrozole, Namirotene, etc. 2AT is used as an important precursor to thiophene-2-acetic acid (T2AA) or its acid chloride (Cl) and thiophene-2-carboxylic acid (T2CA) (Cl). It is important that the process used to synthesize 2AT yields the lowest amount of 3- acetylthiophene isomer.

Definition

ChEBI: 2-Acetylthiophene is an aromatic ketone.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 8, 1943
The Journal of Organic Chemistry, 36, p. 540, 1971 DOI: 10.1021/jo00803a011
Tetrahedron Letters, 40, p. 3109, 1999 DOI: 10.1016/S0040-4039(99)00476-1

Safety Profile

Poison by intraperitoneal route. A flammable liquid. When heated to decomposition emits toxic fumes of SOx,.

Purification Methods

Fractionally distil the thiophene through a 12-plate column, and fraction b 77o/4mm is collected. Also wet the acetylthiophene in order to remove and free thiophene which forms an azeotrope with H2O, b 68o. Store it in a brown bottle, and the clear colourless liquid remains thus for extended periods. [Kosak & Hartough Org Synth Coll Vol III 14 1955, Hartough & Kosak J Am Chem Soc 69 3093 1947.] The red 4-nitrophenylhydrazone crystallises from EtOH with m 181-182o. [Beilstein 17/9 V 387.]

2-Acetylthiophene(88-15-3)Related Product Information

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