| Identification | More | [Name]
2-Acetylthiophene | [CAS]
88-15-3 | [Synonyms]
1-(2-THIENYL)ETHAN-1-ONE
2-ACETOTHIOPHENE
2-ACETYLTHIOLE
2-ACETYLTHIOPHENE
AKOS 91936
AKOS BBS-00000940
LABOTEST-BB LT01593557
METHYL 2-THIENYL KETONE
1-(2-thienyl)-ethanon
1-(2-Thienyl)ethanone
1-(2-thienyl)-Ethanone
1-thiophen-2-yl-ethanone
2-acethylthiophene
2-Acetothienone
2-Acetylthiophen
2-Thienyl methyl ketone
2-thienylmethylketone
alpha-acetylthiophene
Ketone, methyl 2-thienyl
ketone,methyl2-thienyl | [EINECS(EC#)]
201-804-6 | [Molecular Formula]
C6H6OS | [MDL Number]
MFCD00005442 | [Molecular Weight]
126.18 | [MOL File]
88-15-3.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to slightly yellow liquid | [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) | [FEMA ]
5035 | [refractive index ]
n20/D 1.565(lit.)
| [Fp ]
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 | [biological source]
synthetic | [Odor Type]
sulfurous | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Light Sensitive | [BRN ]
107910 | [Major Application]
flavors and fragrances | [InChI]
1S/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3 | [InChIKey]
WYJOVVXUZNRJQY-UHFFFAOYSA-N | [SMILES]
CC(=O)c1cccs1 | [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]
88-15-3(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H300+H330-H311 | [Precautionary statements ]
P260-P264-P270-P280-P302+P352+P312-P304+P340+P310 | [Hazard Codes ]
T,Xi,Xn | [Risk Statements ]
R25:Toxic if swallowed.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S38:In case of insufficient ventilation, wear suitable respiratory equipment .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36:Wear suitable protective clothing . | [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 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 2 Inhalation
Acute Tox. 2 Oral
Acute Tox. 3 Dermal | [Safety Profile]
Poison by intraperitoneal route. A flammable liquid. When heated to decomposition emits toxic fumes of SOx,. | [Toxicity]
LD50 orally in Rabbit: 25 - 200 mg/kg LD50 dermal Rat 370 mg/kg |
| Questions And Answer | Back Directory | [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.
|
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to slightly yellow liquid | [Uses]
2-Acetylthiophene is used as an intermediate in the manufacturing of drugs like Tiamonium Iodide, Suprofan, Stepronin, Tenonitrozole, Namirotene, etc. | [Definition]
ChEBI: 2-Acetylthiophene is an aromatic ketone. | [Reactions]
Although the condensation product of TeCl4 with 2-acetylthiophene, the bis(2-thiophenoylmethyl)tellurium dichloride has been obtained in poor yields, the reaction product of TeCl4 with 2-acetylpyridine still remains uncharacterized. These observations highlight the substantial role heteroaromatic moiety electronic factors play in the electrophilic reactions of their acetyl derivatives.[1] | [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 | [Solubility in organics]
2-Acetylthiophene is miscible at 25°C with triethylene glycol, methanol, ethanol, n-butanol, diethyl ether, dioxane, cellulose butyl ester, ethyl acetate, acetone, acetonitrile, carbon disulphide, carbon tetrachloride, nitromethane, acetic acid, thiophene, tetranaphthalene, aminobenzene, and benzene . It is immiscible with water, glycerol, ethylene glycol, decahydronaphthalene, cyclohexane, diisobutylene, 1-hexadecene, and n-heptane. When equal volumes are mixed, 2-acetylthiophene is miscible with n-heptane above 60.8°C and with ethylene glycol above 31.1°C.
[1] JOHNSON G C. Physical Properties of 2-Acetylthiophene[J]. Journal of the American Chemical Society, 1947, 69 1: 150-152. DOI:10.1021/ja01193a040.
| [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.] | [References]
[1] Chauhan, A. K. S., Singh, P., Srivastava, R. C., Butcher, R. J., & Duthie, A. (2010). α-Telluration of 2-acetylthiophene: Electronic influence of the heteroaromatic moiety on solid state structures. Journal of Organometallic Chemistry, 695 23, Pages 2532-2539. https://doi.org/10.1016/j.jorganchem.2010.07.025 |
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Alfa Aesar
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Energy Chemical
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Jia Xing Isenchem Co.,Ltd
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