3-Thiopheneacetic acid supplier

Name
3-Thiopheneacetic acid
EINECS 230-166-1
CAS No. 6964-21-2
Article Data18
CAS DataBase
Density 1.336 g/cm³
Solubility Very soluble in water.
Melting Point 73-76 °C(lit.)
Formula C₆H₆O₂S
Boiling Point 274.3 °C at 760 mmHg
Molecular Weight 142.178
Flash Point 119.7 °C
Transport Information 1759
Appearance white to light yellow crystal powder
Safety 26-24/25-45-36/37/39-27
Risk Codes 36/37/38-34
Molecular Structure
Hazard Symbols Xi,C
Synonyms Thien-3-ylacetic acid;Thiophen-3-ylacetic acid;2-(3-Thienyl)acetic acid;
PSA 65.54000
LogP 1.37520

Synthetic route

: 34846-44-1
3-Bromomethylthiophene

: 201230-82-2
carbon monoxide

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
Stage #1: 3-Bromomethylthiophene; carbon monoxide With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium iodide at 80℃; under 760 Torr; for 18h; Carbonylation; Hydrolysis; Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 1h;	85%

: 124-38-9
carbon dioxide

: [1-Thiophen-3-yl-meth-(E)-ylidene]-hydrazine

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; caesium carbonate; cesium fluoride In N,N-dimethyl-formamide at 80℃; under 760.051 Torr; for 24h; chemoselective reaction;	47%

: 71637-34-8
3-hydroxymethyl-thiophene

: 201230-82-2
carbon monoxide

A: 6964-21-2
thiophen-3-yl-acetic acid

B: 616-44-4
3-Methylthiophene

Conditions

Conditions	Yield
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In acetone at 90℃; under 68400 Torr; for 42h; Carbonylation; reduction;	A 34% B 11%
With tetrakis(triphenylphosphine) palladium(0); hydrogen iodide In acetone at 90℃; under 68400 Torr; for 42h;	A 34 % Spectr. B 11 % Spectr.

...Expand

: 34846-44-1
3-Bromomethylthiophene

: 143-33-9
sodium cyanide

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With ethanol Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge;

: 13781-66-3
2-(thiophene-3-yl) acetamide

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 37784-63-7
ethyl-3 thiophene acetate

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 10486-61-0
3-thienyl iodide

: tert-butyl sodioacetate

A: 6964-21-2
thiophen-3-yl-acetic acid

B: 541-50-4
2-acetoacetic acid

C: Di-thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; iron(II) sulfate 1.) NH3 (liquid), 45 min, 2.) H2O, reflux, 4 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 53064-74-7
thiophen-3-yl-acetic acid i-propyl ester

A: 6964-21-2
thiophen-3-yl-acetic acid

B: 187737-37-7
propene

Conditions

Conditions	Yield
In gaseous matrix at 326.9℃; gas-phase Hammett replacement ς0 substituent constant was investigated;

: 58416-26-5
Thiophen-3-yl-acetic acid tert-butyl ester

A: 6964-21-2
thiophen-3-yl-acetic acid

B: 115-11-7
isobutene

Conditions

Conditions	Yield
In gaseous matrix at 326.9℃; gas-phase Hammett replacement ς0 substituent constant was investigated;

: 124687-94-1
1-diazo-2-(thiophen-3-yl)ethanone

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With silver(l) oxide In 1,4-dioxane Rearrangement;

: 41507-35-1
3-thiophene carboxylic acid chloride

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether / 0 °C 2: aq. Ag2O / dioxane View Scheme
Multi-step reaction with 2 steps 1: diethyl ether / Erwaermen des Reaktionsprodukts mit Silberoxid und Aethanol 2: ethanolic NaOH-solution View Scheme

: 88-13-1
3-Thiophene carboxylic acid

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (COCl)2; DMF / CH2Cl2 2: diethyl ether / 0 °C 3: aq. Ag2O / dioxane View Scheme

: 67-56-1
methanol

: 6964-21-2
thiophen-3-yl-acetic acid

: 58414-52-1
thiophen-3-yl-acetic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride for 3h; Heating;	100%
With sulfuric acid for 24h; Reflux;	100%
With acetyl chloride at 0 - 20℃;	100%

: 6964-21-2
thiophen-3-yl-acetic acid

: 188718-23-2
2-(2-chlorothiophen-3-yl)acetic acid

Conditions

Conditions	Yield
With N-chloro-succinimide; acetic acid In benzene at 80℃; for 1h; Inert atmosphere;	100%
With N-chloro-succinimide; acetic acid

: 6964-21-2
thiophen-3-yl-acetic acid

: 13781-67-4
3-(2-hydroxyethyl)thiophene

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 2h; Stage #2: With water In tetrahydrofuran; ethyl acetate	99%
With lithium aluminium tetrahydride	98%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3h; Schlenk technique; Inert atmosphere;	98%

: 6964-21-2
thiophen-3-yl-acetic acid

: 162751-96-4
5,6-dimethoxy-2-(N-propylamino)indan

: 745060-23-5
N-(5,6-dimethoxy-indan-2-yl)-N-propyl-2-thiophen-3-yl-acetamide

Conditions

Conditions	Yield
With diethyl cyanophosphonate; triethylamine In dichloromethane at 20℃; for 24h;	99%

: 6964-21-2
thiophen-3-yl-acetic acid

: 100-46-9
benzylamine

: 940741-63-9
N-benzyl-2-(thiophen-3-yl)acetamide

Conditions

Conditions	Yield
With zirconium(IV) chloride In tetrahydrofuran at 70℃; for 24h; Molecular sieve; Inert atmosphere;	99%
With tris(2,2,2-trifluoroethyl) borate In acetonitrile at 80℃; for 5h;	91%
Stage #1: thiophen-3-yl-acetic acid With titanium(IV) isopropylate In tetrahydrofuran at 40 - 70℃; Molecular sieve; Inert atmosphere; Stage #2: benzylamine In tetrahydrofuran at 70℃; Molecular sieve; Inert atmosphere;	88%

: 6964-21-2
thiophen-3-yl-acetic acid

: 64-17-5
ethanol

: 37784-63-7
ethyl-3 thiophene acetate

Conditions

Conditions	Yield
With hydrogenchloride for 0.166667h;	98%
With sulfuric acid for 24h; Reflux;	97%
With sulfuric acid for 24h; Reflux;	97%

: 6964-21-2
thiophen-3-yl-acetic acid

: 786704-01-6
2-diazo-3-(3-ethyl-2-oxo-piperidin-3-yl)-3-oxo-propionic acid ethyl ester

: 786704-15-2
2-diazo-3-[3-ethyl-2-oxo-1-(2-thiophen-3-yl-acetyl)-piperidin-3-yl]-3-oxo-propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 1h; Stage #2: 2-diazo-3-(3-ethyl-2-oxo-piperidin-3-yl)-3-oxo-propionic acid ethyl ester In tetrahydrofuran for 8h;	97%
Stage #1: thiophen-3-yl-acetic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide for 1h; Stage #2: 2-diazo-3-(3-ethyl-2-oxo-piperidin-3-yl)-3-oxo-propionic acid ethyl ester With 4 A molecular sieve In tetrahydrofuran for 9h;	97%

: 6964-21-2
thiophen-3-yl-acetic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 654682-77-6
N-methoxy-N-methyl-2-(thiophen-3-yl)acetamide

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 20℃; for 60h; Inert atmosphere;	96%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;	95%
Stage #1: thiophen-3-yl-acetic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 20℃; for 5h;	89%

: 6964-21-2
thiophen-3-yl-acetic acid

: 71-36-3
butan-1-ol

: thiophen-3-yl-acetic acid n-butyl ester

Conditions

Conditions	Yield
With sulfuric acid In benzene for 24h; Reflux;	96%
sulfuric acid for 6h; Heating;	60%

: 6964-21-2
thiophen-3-yl-acetic acid

: 1013424-78-6
N-hydroxy-2-(thiophen-3-yl)acetamide

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid With 4-(Methylamino)pyridine; diisopropyl-carbodiimide In dichloromethane at 20℃; Stage #2: With hydroxylamine In dichloromethane; water at 20℃; Further stages.;	96%

: 6964-21-2
thiophen-3-yl-acetic acid

: 13781-65-2
2-(thiophen-3-yl)acetyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 60℃; for 2h;	95%
With sulfuryl dichloride at 60℃; for 3h;
With thionyl chloride for 3h; Heating;

: 6964-21-2
thiophen-3-yl-acetic acid

: 19227-14-6
(Z)-4-bromo-N′-hydroxybenzimidamide

: O- p-bromobenzamidoxime

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;	95%

: 6964-21-2
thiophen-3-yl-acetic acid

: 79-22-1
methyl chloroformate

: 58414-52-1
thiophen-3-yl-acetic acid methyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h;	94%

: 6964-21-2
thiophen-3-yl-acetic acid

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 214832-32-3
Pentafluorophenyl (thiophen-3-yl)ethanoate

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In 1,4-dioxane	92%

: 6964-21-2
thiophen-3-yl-acetic acid

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 70474-53-2
N-(3',4'-dimethoxy-β-phenethyl)-3-thienylacetamide

Conditions

Conditions	Yield
at 170℃; Heating;	92%
for 2h; Heating;	92%
With triethylamine; HATU In dichloromethane at 20℃;

: 6964-21-2
thiophen-3-yl-acetic acid

: 107-07-3
2-chloro-ethanol

: 477282-74-9
thiophen-3-yl-acetic acid 2-chloro-ethyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane	92%

: 6964-21-2
thiophen-3-yl-acetic acid

: 5798-75-4
Ethyl 4-bromobenzoate

: 74-88-4
methyl iodide

: 1350637-88-5
C16H16O4S

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid; Ethyl 4-bromobenzoate With palladium diacetate; potassium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 120℃; for 8h; Inert atmosphere; Stage #2: methyl iodide With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; regioselective reaction;	92%

...Expand

: 6964-21-2
thiophen-3-yl-acetic acid

: 623-00-7
4-bromobenzenecarbonitrile

: 74-88-4
methyl iodide

: 1350637-89-6
C14H11NO2S

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid; 4-bromobenzenecarbonitrile With palladium diacetate; potassium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 120℃; for 8h; Inert atmosphere; Stage #2: methyl iodide With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; regioselective reaction;	92%

...Expand

: 6964-21-2
thiophen-3-yl-acetic acid

: 2564-83-2, 45842-10-2
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

: 18107-18-1
diazomethyl-trimethyl-silane

: methyl 2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)-2-(thiophen-3-yl)acetate

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical With N4,N4,N7,N7-tetramethyl-1,10-phenanthroline-4,7-diamine; iron(II) acetate In tetrahydrofuran at 60℃; for 24h; Molecular sieve; Inert atmosphere; Schlenk technique; Stage #2: diazomethyl-trimethyl-silane With methanol In tetrahydrofuran; hexane for 1h; Inert atmosphere; Stage #3: With acetic acid In tetrahydrofuran; hexane; ethyl acetate chemoselective reaction;	92%

Yield

Stage #1: thiophen-3-yl-acetic acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical With N4,N4,N7,N7-tetramethyl-1,10-phenanthroline-4,7-diamine; iron(II) acetate In tetrahydrofuran at 60℃; for 24h; Molecular sieve; Inert atmosphere; Schlenk technique;
Stage #2: diazomethyl-trimethyl-silane With methanol In tetrahydrofuran; hexane for 1h; Inert atmosphere;
Stage #3: With acetic acid In tetrahydrofuran; hexane; ethyl acetate chemoselective reaction;

92%

...Expand

: 6964-21-2
thiophen-3-yl-acetic acid

: 75-03-6
ethyl iodide

: 6630-33-7
ortho-bromobenzaldehyde

: C15H12O2S

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid; ortho-bromobenzaldehyde With palladium diacetate; potassium carbonate; triphenylphosphine In N,N-dimethyl acetamide at 110℃; for 12h; Stage #2: ethyl iodide In N,N-dimethyl-formamide at 20℃; Reagent/catalyst; Temperature;	91%

...Expand

: 6964-21-2
thiophen-3-yl-acetic acid

: 74-96-4
ethyl bromide

: 6630-33-7
ortho-bromobenzaldehyde

: C15H12O2S

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid; ortho-bromobenzaldehyde With palladium diacetate; potassium carbonate; triphenylphosphine In N,N-dimethyl acetamide at 110℃; for 12h; Stage #2: ethyl bromide In N,N-dimethyl-formamide at 20℃;	91%

...Expand

: 124-38-9
carbon dioxide

: 129759-54-2
3-[(phenylsulfonyl)methyl]thiophene

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 30℃; for 6h; Electrolysis;	99%

: 34846-44-1
3-Bromomethylthiophene

: 201230-82-2
carbon monoxide

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
Stage #1: 3-Bromomethylthiophene; carbon monoxide With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium iodide at 80℃; under 760 Torr; for 18h; Carbonylation; Hydrolysis; Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 1h;	85%

: 124-38-9
carbon dioxide

: [1-Thiophen-3-yl-meth-(E)-ylidene]-hydrazine

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; caesium carbonate; cesium fluoride In N,N-dimethyl-formamide at 80℃; under 760.051 Torr; for 24h; chemoselective reaction;	47%

: 71637-34-8
3-hydroxymethyl-thiophene

: 201230-82-2
carbon monoxide

A: 6964-21-2
thiophen-3-yl-acetic acid

B: 616-44-4
3-Methylthiophene

Conditions

Conditions	Yield
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In acetone at 90℃; under 68400 Torr; for 42h; Carbonylation; reduction;	A 34% B 11%
With tetrakis(triphenylphosphine) palladium(0); hydrogen iodide In acetone at 90℃; under 68400 Torr; for 42h;	A 34 % Spectr. B 11 % Spectr.

...Expand

: 34846-44-1
3-Bromomethylthiophene

: 143-33-9
sodium cyanide

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With ethanol Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge;

: 13781-66-3
2-(thiophene-3-yl) acetamide

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 37784-63-7
ethyl-3 thiophene acetate

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 10486-61-0
3-thienyl iodide

: tert-butyl sodioacetate

A: 6964-21-2
thiophen-3-yl-acetic acid

B: 541-50-4
2-acetoacetic acid

C: Di-thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; iron(II) sulfate 1.) NH3 (liquid), 45 min, 2.) H2O, reflux, 4 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 53064-74-7
thiophen-3-yl-acetic acid i-propyl ester

A: 6964-21-2
thiophen-3-yl-acetic acid

B: 187737-37-7
propene

Conditions

Conditions	Yield
In gaseous matrix at 326.9℃; gas-phase Hammett replacement ς0 substituent constant was investigated;

: 58416-26-5
Thiophen-3-yl-acetic acid tert-butyl ester

A: 6964-21-2
thiophen-3-yl-acetic acid

B: 115-11-7
isobutene

Conditions

Conditions	Yield
In gaseous matrix at 326.9℃; gas-phase Hammett replacement ς0 substituent constant was investigated;

: 124687-94-1
1-diazo-2-(thiophen-3-yl)ethanone

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
With silver(l) oxide In 1,4-dioxane Rearrangement;

: 41507-35-1
3-thiophene carboxylic acid chloride

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether / 0 °C 2: aq. Ag2O / dioxane View Scheme
Multi-step reaction with 2 steps 1: diethyl ether / Erwaermen des Reaktionsprodukts mit Silberoxid und Aethanol 2: ethanolic NaOH-solution View Scheme

: 88-13-1
3-Thiophene carboxylic acid

: 6964-21-2
thiophen-3-yl-acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (COCl)2; DMF / CH2Cl2 2: diethyl ether / 0 °C 3: aq. Ag2O / dioxane View Scheme

: 67-56-1
methanol

: 6964-21-2
thiophen-3-yl-acetic acid

: 58414-52-1
thiophen-3-yl-acetic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride for 3h; Heating;	100%
With sulfuric acid for 24h; Reflux;	100%
With acetyl chloride at 0 - 20℃;	100%

: 6964-21-2
thiophen-3-yl-acetic acid

: 188718-23-2
2-(2-chlorothiophen-3-yl)acetic acid

Conditions

Conditions	Yield
With N-chloro-succinimide; acetic acid In benzene at 80℃; for 1h; Inert atmosphere;	100%
With N-chloro-succinimide; acetic acid

: 6964-21-2
thiophen-3-yl-acetic acid

: 13781-67-4
3-(2-hydroxyethyl)thiophene

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 2h; Stage #2: With water In tetrahydrofuran; ethyl acetate	99%
With lithium aluminium tetrahydride	98%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3h; Schlenk technique; Inert atmosphere;	98%

: 6964-21-2
thiophen-3-yl-acetic acid

: 162751-96-4
5,6-dimethoxy-2-(N-propylamino)indan

: 745060-23-5
N-(5,6-dimethoxy-indan-2-yl)-N-propyl-2-thiophen-3-yl-acetamide

Conditions

Conditions	Yield
With diethyl cyanophosphonate; triethylamine In dichloromethane at 20℃; for 24h;	99%

: 6964-21-2
thiophen-3-yl-acetic acid

: 100-46-9
benzylamine

: 940741-63-9
N-benzyl-2-(thiophen-3-yl)acetamide

Conditions

Conditions	Yield
With zirconium(IV) chloride In tetrahydrofuran at 70℃; for 24h; Molecular sieve; Inert atmosphere;	99%
With tris(2,2,2-trifluoroethyl) borate In acetonitrile at 80℃; for 5h;	91%
Stage #1: thiophen-3-yl-acetic acid With titanium(IV) isopropylate In tetrahydrofuran at 40 - 70℃; Molecular sieve; Inert atmosphere; Stage #2: benzylamine In tetrahydrofuran at 70℃; Molecular sieve; Inert atmosphere;	88%

: 6964-21-2
thiophen-3-yl-acetic acid

: 64-17-5
ethanol

: 37784-63-7
ethyl-3 thiophene acetate

Conditions

Conditions	Yield
With hydrogenchloride for 0.166667h;	98%
With sulfuric acid for 24h; Reflux;	97%
With sulfuric acid for 24h; Reflux;	97%

: 6964-21-2
thiophen-3-yl-acetic acid

: 786704-01-6
2-diazo-3-(3-ethyl-2-oxo-piperidin-3-yl)-3-oxo-propionic acid ethyl ester

: 786704-15-2
2-diazo-3-[3-ethyl-2-oxo-1-(2-thiophen-3-yl-acetyl)-piperidin-3-yl]-3-oxo-propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 1h; Stage #2: 2-diazo-3-(3-ethyl-2-oxo-piperidin-3-yl)-3-oxo-propionic acid ethyl ester In tetrahydrofuran for 8h;	97%
Stage #1: thiophen-3-yl-acetic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide for 1h; Stage #2: 2-diazo-3-(3-ethyl-2-oxo-piperidin-3-yl)-3-oxo-propionic acid ethyl ester With 4 A molecular sieve In tetrahydrofuran for 9h;	97%

: 6964-21-2
thiophen-3-yl-acetic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 654682-77-6
N-methoxy-N-methyl-2-(thiophen-3-yl)acetamide

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 20℃; for 60h; Inert atmosphere;	96%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;	95%
Stage #1: thiophen-3-yl-acetic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 20℃; for 5h;	89%

: 6964-21-2
thiophen-3-yl-acetic acid

: 71-36-3
butan-1-ol

: thiophen-3-yl-acetic acid n-butyl ester

Conditions

Conditions	Yield
With sulfuric acid In benzene for 24h; Reflux;	96%
sulfuric acid for 6h; Heating;	60%

: 6964-21-2
thiophen-3-yl-acetic acid

: 1013424-78-6
N-hydroxy-2-(thiophen-3-yl)acetamide

Conditions

Conditions	Yield
Stage #1: thiophen-3-yl-acetic acid With 4-(Methylamino)pyridine; diisopropyl-carbodiimide In dichloromethane at 20℃; Stage #2: With hydroxylamine In dichloromethane; water at 20℃; Further stages.;	96%

: 6964-21-2
thiophen-3-yl-acetic acid

: 13781-65-2
2-(thiophen-3-yl)acetyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 60℃; for 2h;	95%
With sulfuryl dichloride at 60℃; for 3h;
With thionyl chloride for 3h; Heating;

: 6964-21-2
thiophen-3-yl-acetic acid

: 19227-14-6
(Z)-4-bromo-N′-hydroxybenzimidamide

: O- p-bromobenzamidoxime

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;	95%

: 6964-21-2
thiophen-3-yl-acetic acid

: 6630-33-7
ortho-bromobenzaldehyde

: 50920-15-5
naphtho[1,2-b]thiophene-4-carboxylic acid

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine In N,N-dimethyl acetamide at 110℃; for 12h;	95%
With palladium diacetate; potassium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 110℃; for 12h; Inert atmosphere; regiospecific reaction;	95%

: 6964-21-2
thiophen-3-yl-acetic acid

: 108-00-9
N,N-dimethylethylenediamine

: N-(2-(dimethylamino)ethyl)-2-(thiophene-3-yl)acetamide

Conditions

Conditions	Yield
With boric acid In toluene for 24h; Reflux;	94.92%
Stage #1: thiophen-3-yl-acetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 0℃; for 0.333333h; Inert atmosphere; Stage #2: N,N-dimethylethylenediamine In tetrahydrofuran at 20℃;	67%

3-Thiopheneacetic acid Specification

The CAS register number of 3-Thiopheneacetic acid is 6964-21-2. It also can be called as Thien-3-ylacetic acid and the systematic name about this chemical is thiophen-3-ylacetic acid. The molecular formula about this chemical is C₆H₆O₂S and the molecular weight is 142.17. It belongs to the following product categories which include Acids and Derivatives; Heterocycles; Thiophene&Benzothiophene; Heterocyclic Compounds; Thiophens; Functional Materials; Reagents for Conducting Polymer Research; Thiophene Derivatives (for Conduting Polymer Research) and so on.

Physical properties about 3-Thiopheneacetic acid are: (1)ACD/LogP: 1.18; (2)ACD/LogD (pH 5.5): -0.09; (3)ACD/LogD (pH 7.4): -1.87; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 5.61; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 54.54Å²; (12)Index of Refraction: 1.587; (13)Molar Refractivity: 35.75 cm³; (14)Molar Volume: 106.3 cm³; (15)Polarizability: 14.17x10^-24cm³; (16)Surface Tension: 54.3 dyne/cm; (17)Enthalpy of Vaporization: 54.15 kJ/mol; (18)Boiling Point: 274.3 °C at 760 mmHg; (19)Vapour Pressure: 0.00265 mmHg at 25°C.

Uses of 3-Thiopheneacetic acid: it can be used to produce N-(3-thienyl-b-ethyl)-3-thienylacηmide with 2-thiophen-3-yl-ethylamine at heating. This reaction time needs 2 hours. The yield is about 72%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin, it can cause burns. When you are using it, please avoid contact with skin and eyes and take off immediately all contaminated clothing, and also you need to wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)Cc1ccsc1
(2)InChI: InChI=1/C6H6O2S/c7-6(8)3-5-1-2-9-4-5/h1-2,4H,3H2,(H,7,8)
(3)InChIKey: RCNOGGGBSSVMAS-UHFFFAOYAJ
(4)Std. InChI: InChI=1S/C6H6O2S/c7-6(8)3-5-1-2-9-4-5/h1-2,4H,3H2,(H,7,8)
(5)Std. InChIKey: RCNOGGGBSSVMAS-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	985mg/kg (985mg/kg)		Therapie. Vol. 26, Pg. 831, 1971.

Product Name

3-Thiopheneacetic acid

Synthetic route

3-Thiopheneacetic acid Specification

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