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88-15-3

Basic Information
CAS No.: 88-15-3
Name: 2-Acetylthiophene
Article Data: 247
Cas Database
Molecular Structure:
Molecular Structure of 88-15-3 (2-Acetylthiophene)
Formula: C6H6OS
Molecular Weight: 126.179
Synonyms: Ethanone, 1- (2-thienyl)-;2-Acetothienone;ethanone, 1-(2-thienyl)-;1-thiophen-2-ylethanone;1-(2-thienyl)ethanone;alpha-Acetylthiophene;5-17-09-00387 (Beilstein Handbook Reference);2-Acetothiophene;Ketone, methyl 2-thienyl;2-Thienyl methyl ketone;Methyl 2-thienyl ketone;
EINECS: 201-804-6
Density: 1.142 g/cm3
Melting Point: 10-11 °C(lit.)
Boiling Point: 212.6 °C at 760 mmHg
Flash Point: 82.4 °C
Solubility: Insoluble in water.
Appearance: clear colorless to slightly yellow liquid
Hazard Symbols: ToxicT, IrritantXi, HarmfulXn
Risk Codes: 25-23/24/25-20/21/22
Safety: 45-38-36/37/39-28-36
Transport Information: UN 2810 6.1/PG 2
PSA: 45.31000
LogP: 1.95070
Synthetic route
188290-36-0

thiophene

64-19-7

acetic acid

88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
Stage #1: thiophene; acetic acid With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h;
Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h;
100%
With pyridin-2-yl trifluoromethanesulfonate; trifluoroacetic acid for 4h; Heating;99%
With trifluoromethylsulfonic anhydride at 20℃; for 0.0333333h; Friedel-Crafts acylation;98%
115510-91-3

1-(thien-2-yl)ethanol

88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With methanol; tetrachloromethane; bis(acetylacetonate)oxovanadium at 175℃; for 6h; Inert atmosphere; Autoclave;100%
With basolite C300; 9-azabicyclo<3.3.1>nonane-N-oxyl; oxygen In 1,2-dichloro-ethane at 20℃; for 15h; Green chemistry;98%
With sulfuric acid; dihydrogen peroxide; sodium bromide In 1,4-dioxane; water at 70℃; Flow reactor; Green chemistry;96%
188290-36-0

thiophene

108-24-7

acetic anhydride

88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In acetonitrile for 0.25h; Friedel-Crafts Acylation; Inert atmosphere; Microwave irradiation; Heating; Green chemistry;99%
With phosphorus pentoxide; acetic acid In 1,2-dichloro-ethane at 85℃; for 8.5h; Reagent/catalyst; Solvent; Temperature;99.4%
With nano-sulfated titania at 50℃; for 30h; Friedel Crafts acylation; neat (no solvent);95%
188290-36-0

thiophene

75-36-5

acetyl chloride

88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With aluminum (III) chloride In ethyl acetate at 20℃; for 2.66667h; Cooling with ice;98%
With ytterbium(III) triflate In nitromethane at 20℃; for 4h; Friedel-Crafts acylation;92%
With benzyltributylammonium tetrachloroferrate at 50℃; for 0.0333333h; Friedel-Crafts reaction;90%
188290-36-0

thiophene

2040-01-9

2',3',4',5',6'-pentamethylacetophenone

A

88-15-3

2-Acetylthiophene

B

700-12-9

pentamethylbenzene,

Conditions
ConditionsYield
trifluoroacetic acid for 10h; Heating;A 29%
B 98%

4-methyl-N'-(1-(thiophen-2-yl)ethylidene)benzenesulfonohydrazide

88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With silica-supported selenamide; dihydrogen peroxide In tert-butyl alcohol at 55℃; for 20h;98%

2-methyl-2-(thiophen-2-yl)-1,3-dithiane

88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; dihydrogen peroxide In water; acetonitrile at 20℃; for 1h;98%
With eosin y In water; acetonitrile at 20℃; for 4h; Irradiation;95%
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 0.5h; micellar medium;
3771-70-8

2-acetylthiophene semicarbazone

88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With tribromo-isocyanuric acid In acetonitrile at 20℃; for 4.5h;98%
188549-18-0

2-phenoxy-1-(thiophen-2-yl)ethan-1-one

88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With 2,6-bis[1-(2,6-dimethylphenylimino)ethyl]pyridine cobalt(II)dichloride; bis(pinacol)diborane; sodium t-butanolate In tetrahydrofuran; methanol at 65℃; for 3h; Schlenk technique; Inert atmosphere;98%
872-55-9

2-ethylthiophene

88-15-3

2-Acetylthiophene

Conditions
ConditionsYield
With pyridine; tert.-butylhydroperoxide In decane; acetonitrile at 80℃; for 24h;96%
With tert.-butylhydroperoxide; 1-n-butyl-3-methylimidazolim bromide In water at 20℃; for 12h;95%
With potassium permanganate; copper(II) sulfate at 20℃; for 6h;90%
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    Name 2-Acetylthiophene Synonyms 2-Acetyl thiophene; Methyl 2-thienyl ketone CAS NO. 88-15-3 Molecular Formula C6H6OS Mol

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    Product Name: 2-Acetylthiophene MF: C6H6OS MW: 126.18 EINECS: 201-804-6 Mol File: 88-15-3.mol 2-Acetylthiophene Structure 2-Acetylthiophene Chemical Properties Melting point 10-11 °C (lit.) Boiling point 214 °C (lit.

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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Specification

The 2-Acetothienone is an organic compound with the formula C6H6OS. The IUPAC name of this chemical is 1-thiophen-2-ylethanone. With the CAS registry number 88-15-3, it is also named as 1-(2-thienyl)ethan-1-one. The product's categories are Thiophenes; Sulphur Derivatives; Thiophene & Benzothiophene; Thiophene Flavor. Besides, it is a clear colorless to slightly yellow liquid, which should be stored in a closed cool and dark place. It is used as solvent, extracting agent and pharmaceutical intermediates.

Physical properties about 2-Acetothienone are: (1)ACD/LogP: 1.25; (2)ACD/LogD (pH 5.5): 1.25; (3)ACD/LogD (pH 7.4): 1.25; (4)ACD/BCF (pH 5.5): 5.28; (5)ACD/BCF (pH 7.4): 5.28; (6)ACD/KOC (pH 5.5): 114.45; (7)ACD/KOC (pH 7.4): 114.45; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 45.31 Å2; (11)Index of Refraction: 1.54; (12)Molar Refractivity: 34.66 cm3; (13)Molar Volume: 110.4 cm3; (14)Polarizability: 13.74×10-24cm3; (15)Surface Tension: 38.7 dyne/cm; (16)Density: 1.142 g/cm3; (17)Flash Point: 82.4 °C; (18)Enthalpy of Vaporization: 44.89 kJ/mol; (19)Boiling Point: 212.6 °C at 760 mmHg; (20)Vapour Pressure: 0.172 mmHg at 25°C.

Preparation: this chemical can be prepared by acetic acid anhydride. The reaction temperature is 140 °C.



Uses of 2-Acetothienone: it can be used to produce 6-methyl-2-thiophen-2-yl-quinoline-4-carboxylic acid. It will need reagent aq.-ethanolic KOH.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer). Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1sccc1)C
(2)InChI: InChI=1/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3
(3)InChIKey: WYJOVVXUZNRJQY-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3
(5)Std. InChIKey: WYJOVVXUZNRJQY-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 40mg/kg (40mg/kg)   National Technical Information Service. Vol. AD691-490,