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4066-41-5

Basic Information
CAS No.: 4066-41-5
Name: 5-Acetylthiophene-2-carboxylic acid
Article Data: 14
Molecular Structure:
Molecular Structure of 4066-41-5 (5-Acetylthiophene-2-carboxylic acid)
Formula: C7H6O3S
Molecular Weight: 170.189
Synonyms: 5-Acetyl-2-thiophenecarboxylicacid;5-Carboxy-2-acetylthiophene;Labotest-bb lt00454683;Buttpark 121\06-15;Akos msc-0226;Rarechem al bo 0535;
EINECS: 609-857-0
Density: 1.383 g/cm3
Melting Point: 210-212 °C
Boiling Point: 385.2 °C at 760 mmHg
Flash Point: 186.8 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 82.61000
LogP: 1.64890
Synthetic route
7311-63-9

5-bromothiophene-2-carboxylic acid

75-36-5

acetyl chloride

4066-41-5

5-acetylthiophene-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: 5-bromothiophene-2-carboxylic acid; acetyl chloride With isopropylmagnesium bromide In tetrahydrofuran at -40 - -10℃; for 12h; Solid phase reaction;
Stage #2: In dichloromethane at 20℃; for 0.25h; Hydrolysis; Further stages.;
90%
13679-74-8

2-Acetyl-5-methylthiophen

4066-41-5

5-acetylthiophene-2-carboxylic acid

Conditions
ConditionsYield
With cerium(III) chloride; 1,1,1-trichloroethanol; oxygen In acetonitrile at 60℃; Irradiation;81%
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 95℃; for 1.5h; Kinetics; Rate constant;
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 100℃; for 1.5h;
88-15-3

2-Acetylthiophene

124-38-9

carbon dioxide

4066-41-5

5-acetylthiophene-2-carboxylic acid

Conditions
ConditionsYield
With 2,3,6,7-tetramethoxy-9(10H)-anthracenone; caesium carbonate In dimethyl sulfoxide at 25℃; under 2280.15 Torr; for 18h; Irradiation; Sealed tube; regioselective reaction;39%
527-72-0

2-thiophenylcarboxylic acid

141-82-2

malonic acid

4066-41-5

5-acetylthiophene-2-carboxylic acid

Conditions
ConditionsYield
With PPA at 60 - 80℃; for 2h; Acylation; Friedel-Crafts acylation;10%
98954-61-1

1-(5-ethanesulfonylmethyl-[2]thienyl)-ethanone

4066-41-5

5-acetylthiophene-2-carboxylic acid

Conditions
ConditionsYield
With potassium permanganate
N'-tetramethylethylenediamine

N'-tetramethylethylenediamine

5916-12-1

2-methyl-2-(thiophen-2-yl)-[1,3]dioxolane

4066-41-5

5-acetylthiophene-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium; carbon dioxide In tetrahydrofuran; hexane
88-15-3

2-Acetylthiophene

1379398-60-3

5-(α-methoxyimino)ethyl-2-thiophenecarboxylic acid

4066-41-5

5-acetylthiophene-2-carboxylic acid

88-15-3

2-Acetylthiophene

4066-41-5

5-acetylthiophene-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium carbonate; acetic acid / methanol; water / 86 °C / pH 4 - 5
2: polyphosphoric acid / 100 °C
3: sodium hypochlorite / methanol / 10 - 70 °C
4: hydrogenchloride / water / 55 - 60 °C
View Scheme
Multi-step reaction with 4 steps
1: acetic acid; sodium carbonate / water; methanol / 3 h / pH 5 / Heating
2: zinc(II) chloride; hydrogenchloride / water; chloroform / 12 h / 100 °C
3: sodium hypochlorite; hydrogenchloride / water; methanol / 4 h / 70 °C
4: hydrogenchloride / water / 12 h / 65 °C
View Scheme
114773-97-6

2-(α-methoxyimino)ethylthiophene

4066-41-5

5-acetylthiophene-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: polyphosphoric acid / 100 °C
2: sodium hypochlorite / methanol / 10 - 70 °C
3: hydrogenchloride / water / 55 - 60 °C
View Scheme
Multi-step reaction with 3 steps
1: zinc(II) chloride; hydrogenchloride / water; chloroform / 12 h / 100 °C
2: sodium hypochlorite; hydrogenchloride / water; methanol / 4 h / 70 °C
3: hydrogenchloride / water / 12 h / 65 °C
View Scheme
114774-08-2

2-acetyl-5-(α-methoxyimino)ethylthiophene

4066-41-5

5-acetylthiophene-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hypochlorite / methanol / 10 - 70 °C
2: hydrogenchloride / water / 55 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hypochlorite; hydrogenchloride / water; methanol / 4 h / 70 °C
2: hydrogenchloride / water / 12 h / 65 °C
View Scheme
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Chemistry

IUPAC Name: 5-Acetylthiophene-2-carboxylate
Synonyms of 5-Acetylthiophene-2-carboxylic acid (CAS NO.5452-37-9): Labotest-bb lt00454683 ; Buttpark 121\06-15 ; Akos msc-0226 ; 5-Acetyl-2-thiophenecarboxylic acid ; Rarechem al bo 0535 ; 5-Acetylthiophene-2-CarboxylicAcid98% ; 5-Acetylthiophene-2-Carboxylic Acid 98%
CAS NO: 5452-37-9
Molecular Formula of 5-Acetylthiophene-2-carboxylic acid (CAS NO.5452-37-9): C7H6O3S
Molecular Weight: 170.1857
Molecular Structure:

Melting Point: 210-212°C 
Polar Surface Area: 71.61 Å2
Index of Refraction: 1.591
Molar Refractivity: 41.59 cm3
Molar Volume: 122.9 cm3
Surface Tension: 56.8 dyne/cm
Density of 5-Acetylthiophene-2-carboxylic acid (CAS NO.5452-37-9): 1.383 g/cm3
Flash Point: 186.8 °C
Enthalpy of Vaporization: 66.87 kJ/mol
Boiling Point: 385.2 °C at 760 mmHg
Vapour Pressure: 1.27E-06 mmHg at 25°C

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Irritant