3-Thiophenezoic acid supplier

Name
3-Thiophenezoic acid
EINECS 201-802-5
CAS No. 88-13-1
Article Data69
CAS DataBase
Density 1.401 g/cm³
Solubility 4.3 g/L (25 °C) in water
Melting Point 136-141 °C(lit.)
Formula C₅H₄O₂S
Boiling Point 271.112 °C at 760 mmHg
Molecular Weight 128.152
Flash Point 117.765 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 22-24/25-37/39-26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Carboxythiophene;3-Thenoic acid;3-Thienylcarboxylic acid;NSC 66314;b-Thiophenic acid;b-Thiophenecarboxylic acid;
PSA 65.54000
LogP 1.44630

Synthetic route

: 872-31-1
3-Bromothiophene

: 124-38-9
carbon dioxide

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique; Stage #2: 3-Bromothiophene With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 7h; Schlenk technique; Sealed tube;	94%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 60℃; for 0.416667h; Schlenk technique; Stage #2: 3-Bromothiophene With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 7h; Schlenk technique;	94%
With manganese; 2.9-dimethyl-1,10-phenanthroline; lithium acetate; cobalt(II) bromide In N,N-dimethyl acetamide at 20℃; under 760.051 Torr; for 12h; Inert atmosphere; Schlenk technique;	65%

: 10486-61-0
3-thienyl iodide

: 64-18-6
formic acid

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere; Sealed tube;	90%
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere; Sealed tube;	46%

: 905966-46-3
2-(thiophen-3-yl)-5,5-dimethyl-1,3,2-dioxaborinane

: 124-38-9
carbon dioxide

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
Stage #1: 5,5-dimethyl-2-(thiophen-3-yl)-1,3,2-dioxaborinane; carbon dioxide With [Ni(N,N'-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene)(allyl)Cl]; potassium tert-butylate In toluene at 100℃; under 760.051 Torr; for 15h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In water; ethyl acetate; toluene at 20℃;	88%
Stage #1: 5,5-dimethyl-2-(thiophen-3-yl)-1,3,2-dioxaborinane; carbon dioxide With potassium tert-butylate; silver(I) acetate; triphenylphosphine In 1,4-dioxane at 100℃; under 15201 Torr; for 8h; Inert atmosphere; Autoclave; Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere;	83%
With 1,3-bis-(diphenylphosphino)propane; cesium fluoride; [Rh(OH)(cod)]2 In 1,4-dioxane at 60℃;	64%

: 71637-34-8
3-hydroxymethyl-thiophene

A: 498-62-4
3-thiophene carboxaldehyde

B: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With sodium hypochlorite; C8H18NPol; sodium hydrogencarbonate In water; toluene at 15 - 20℃; for 4.5h; Product distribution / selectivity;	A 87.5% B 0.1%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 25℃; for 48h; Schlenk technique;	A 18 %Spectr. B 65%
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate In water; toluene at 15 - 20℃; for 4.5h; Product distribution / selectivity;	A 52.3% B 2.3%

: 67237-53-0
3-ethynylthiophene

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With oxone; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 8h;	86%
With carbon tetrabromide; water; oxygen In ethyl acetate for 20h; Irradiation;	16%

: 10486-61-0
3-thienyl iodide

: 124-38-9
carbon dioxide

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With 3,4-benzo-1,1,2,2-tetraethyl-1,2-disilacyclobut-3-ene; cesium fluoride In N,N-dimethyl-formamide at 0 - 20℃; under 760.051 Torr; for 2h;	85%

: 10486-61-0
3-thienyl iodide

: 201230-82-2
carbon monoxide

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With water; palladium diacetate; potassium carbonate at 20℃; under 760.051 Torr; for 12h;	84%

: 71637-34-8
3-hydroxymethyl-thiophene

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With hydrogen bromide; oxygen In acetonitrile for 10h; Irradiation;	83%
With carbon tetrabromide; oxygen; triphenylphosphine In acetonitrile for 10h; fluorescent irradiation;	80%
With dichloro(1,5-cyclooctadiene)ruthenium(II); C30H30N3P2(1+)*Cl(1-); potassium hydroxide In toluene at 120℃; for 24h; Inert atmosphere; Schlenk technique;	76%

: 498-62-4
3-thiophene carboxaldehyde

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With water; chromium(VI) oxide In diethyl ether	80%
With chromic acid In diethyl ether at 0℃; for 3h;	80%
With sodium hydroxide; silver(l) oxide

: 872-31-1
3-Bromothiophene

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

A: 22913-26-4
methyl thiophene-3-carboxylate

B: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With CoCRACO; sodium tert-pentoxide; sodium hydride In tetrahydrofuran for 14h; Irradiation;	A 80% B 12.5%
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 14h; Irradiation;	A 80% B 12.5%

...Expand

: 872-31-1
3-Bromothiophene

: 201230-82-2
carbon monoxide

A: 22913-26-4
methyl thiophene-3-carboxylate

B: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 14h; Irradiation;	A 80% B 12.5%

...Expand

: 17249-80-8
3-chlorothiophene

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

A: 22913-26-4
methyl thiophene-3-carboxylate

B: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 17h; Irradiation;	A 77.5% B 8.5%

...Expand

: 17249-80-8
3-chlorothiophene

: 201230-82-2
carbon monoxide

A: 22913-26-4
methyl thiophene-3-carboxylate

B: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 17h; Irradiation;	A 77.5% B 8.5%

...Expand

: 616-44-4
3-Methylthiophene

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
at 30℃; for 16h; Pseudomonas putida ATCC 33015;	70%
With sodium dichromate In water at 250℃; for 16h;	60%
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 100℃; for 1.5h; Kinetics; Rate constant;

: 1-(thiophen-3-yl)butane-1,3-dione

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With 2-chloroanthracene-9,10-dione; oxygen; caesium carbonate In acetone for 48h; Irradiation;	70%
With iodine; oxygen In ethyl acetate for 10h; Mercury lamp irradiation;	57%

: C21H22O2SSi

A: 88-13-1
3-Thiophene carboxylic acid

B: 2-(tert-Butyl-diphenyl-silanyl)-thiophene-3-carboxylic acid

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -78℃; for 0.25h;	A n/a B 64%

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

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With iodine; dimethyl sulfoxide at 120℃; for 26h; Sealed tube; Green chemistry;	62%

: C14H24O2SSi

A: 88-13-1
3-Thiophene carboxylic acid

B: 2-Triisopropylsilanyl-thiophene-3-carboxylic acid

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -78℃; for 0.25h;	A n/a B 57%

: 17249-80-8
3-chlorothiophene

: 124-38-9
carbon dioxide

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With manganese; 2,9-dibutyl-4,7-dimethyl-1,10-phenanthroline; tetraethylammonium iodide; lithium acetate; cobalt(II) bromide In N,N-dimethyl acetamide at 100℃; under 760.051 Torr; for 12h; Inert atmosphere; Schlenk technique;	51%

: C11H18O2SSi

A: 88-13-1
3-Thiophene carboxylic acid

B: 2-(tert-Butyl-dimethyl-silanyl)-thiophene-3-carboxylic acid

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -78℃; for 0.25h;	A n/a B 47%

: 188290-36-0
thiophene

: 201230-82-2
carbon monoxide

A: 13191-43-0
β-thiophen carboxylic anhydride

B: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With palladium diacetate; ethylene dibromide at 100℃; under 11400 Torr; for 20h;	A 35% B 42%

...Expand

: 10486-61-0
3-thienyl iodide

: 109-77-3
malononitrile

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
Stage #1: 3-thienyl iodide; malononitrile With copper(l) iodide; caesium carbonate; L-proline In dimethyl sulfoxide at 130℃; for 24h; Ullmann type reaction; Inert atmosphere; Stage #2: In dimethyl sulfoxide at 140℃; for 12h; Stage #3: With hydrogenchloride In water pH=2 - 3;	37%

: 6165-69-1
Thien-3-ylboronic acid

: 141-97-9
ethyl acetoacetate

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere;	27%

: 872-31-1
3-Bromothiophene

: 109-72-8, 29786-93-4
n-butyllithium

: 60-29-7
diethyl ether

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
at -70℃; anschliessend mit festem Kohlendioxid;

...Expand

: 872-31-1
3-Bromothiophene

: 925-90-6
ethylmagnesium bromide

: 71-43-2
benzene

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
anschliessenden Behandeln mit Kohlendioxid;

...Expand

: 872-31-1
3-Bromothiophene

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With ethyl bromide; diethyl ether; magnesium Behandeln des Reaktionsgemisches mit festem Kohlendioxid;
With n-butyllithium; diethyl ether at -70℃; Behandeln des Reaktionsgemisches mit festem Kohlendioxid;

: 10486-61-0
3-thienyl iodide

: 151-50-8
potassium cyanide

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With ethanol; copper(l) cyanide at 180℃;

: 10486-61-0
3-thienyl iodide

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With ethyl bromide; diethyl ether; magnesium anschliessend Behandeln mit Kohlendioxid;

: 1641-09-4
3-thiophenecarbonitrile

: 88-13-1
3-Thiophene carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 186581-53-3, 908094-01-9
diazomethane

: 88-13-1
3-Thiophene carboxylic acid

: 22913-26-4
methyl thiophene-3-carboxylate

Conditions

Conditions	Yield
In diethyl ether	100%

: 88-13-1
3-Thiophene carboxylic acid

: 75-07-0
acetaldehyde

: 329351-95-3
2-(1-hydroxy-ethyl)-thiophene-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 3-Thiophene carboxylic acid With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; Stage #2: acetaldehyde In tetrahydrofuran; pentane at -78 - 20℃;	100%
Stage #1: 3-Thiophene carboxylic acid With lithium hexamethyldisilazane In tetrahydrofuran at -80 - -50℃; for 1h; Stage #2: acetaldehyde In tetrahydrofuran at -80 - -20℃; for 0.5h; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 20℃;

: 88-13-1
3-Thiophene carboxylic acid

: 2-(piperidin-1-ylmethyl)-1H-benzo[d]imidazol-5-amine

: N-(2-(piperidin-1-ylmethyl)-1H-benzo[d]imidazol-5-yl)thiophene-3-carboxamide

Conditions

Conditions	Yield
With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane for 16h;	100%

: 88-13-1
3-Thiophene carboxylic acid

: 13191-43-0
β-thiophen carboxylic anhydride

Conditions

Conditions	Yield
Stage #1: 3-Thiophene carboxylic acid With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; Stage #2: With bis(trichloromethyl) carbonate In tetrahydrofuran at 0 - 20℃;	99%
With acetic anhydride; toluene
With 2,4,6-trimethyl-pyridine; bis(trichloromethyl) carbonate In tetrahydrofuran for 0.0166667h;
Multi-step reaction with 2 steps 1.1: potassium hydroxide / water / 0.5 h / 20 °C 2.1: trichloroisocyanuric acid; triphenylphosphine / dichloromethane / 0 - 20 °C 2.2: 2 h / 20 °C View Scheme

: 75-09-2
dichloromethane

: 88-13-1
3-Thiophene carboxylic acid

: C11H8O4S2

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 130℃; for 5h;	99%

: 88-13-1
3-Thiophene carboxylic acid

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 19991-69-6
2-formylthiophene-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 3-Thiophene carboxylic acid With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -78℃; for 0.166667h; Stage #2: With n-butyllithium In tetrahydrofuran for 1h; Stage #3: N,N-dimethyl-formamide In tetrahydrofuran for 0.5h;	98.3%
Stage #1: 3-Thiophene carboxylic acid With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #2: With n-butyllithium In tetrahydrofuran for 1h; Stage #3: N,N-dimethyl-formamide In tetrahydrofuran for 0.5h;	98.3%

: 88-13-1
3-Thiophene carboxylic acid

: 100523-84-0
2-bromothiophene-4-carboxylic acid

Conditions

Conditions	Yield
With bromine; acetic acid at 20℃;	98%
With bromine In acetic acid	74%
With bromine In acetic acid	70%

: 88-13-1
3-Thiophene carboxylic acid

: 329318-51-6
7,13-O,O-diacetyl-2-O-debenzoylbaccatin III

: 1215640-85-9
7,13-O,O-diacetyl-2-O-debenzoyl-2-O-(3-thiophenecarbonyl)baccatin III

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran; toluene at 80℃; for 36h; Inert atmosphere;	98%

: 88-13-1
3-Thiophene carboxylic acid

: (S)-allyl 2-(allyloxy)-4-(2-(allyloxy)-4-(4-(2-(4-aminobenzamido)-3-cyanopropanamido)benzamido)-3-methoxybenzamido)-3-methoxybenzoate

: C48H44N6O11S

Conditions

Conditions	Yield
Stage #1: 3-Thiophene carboxylic acid With 2,4,6-trimethyl-pyridine; bis(trichloromethyl) carbonate In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: (S)-allyl 2-(allyloxy)-4-(2-(allyloxy)-4-(4-(2-(4-aminobenzamido)-3-cyanopropanamido)benzamido)-3-methoxybenzamido)-3-methoxybenzoate With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 12h;	98%

: 88-13-1
3-Thiophene carboxylic acid

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

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane for 1.91667h; Inert atmosphere; Reflux;	97%
With oxalyl dichloride In dichloromethane at 0 - 20℃;	91%
With oxalyl dichloride In dichloromethane at 0℃; for 12h;	78%

: 88-13-1
3-Thiophene carboxylic acid

: 2133-40-6
L-proline methyl ester monohydrochloride

: 849795-61-5
methyl (2S)-N-(3-thiophenecarbonyl)pyrrolidin-2-carboxylate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃;	97%

: potassium thiophene-3-carboxylate

: 88-13-1
3-Thiophene carboxylic acid

: 13191-43-0
β-thiophen carboxylic anhydride

Conditions

Conditions	Yield
Stage #1: 3-Thiophene carboxylic acid With trichloroisocyanuric acid; triphenylphosphine In dichloromethane at 0 - 20℃; Stage #2: potassium thiophene-3-carboxylate In dichloromethane at 20℃; for 2h;	97%

: 273-53-0
benzoxazole

: 88-13-1
3-Thiophene carboxylic acid

: 638213-72-6
2-(thiophen-3-yl)benzo[d]oxazole

Conditions

Conditions	Yield
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction;	97%

: 88-13-1
3-Thiophene carboxylic acid

: 7311-70-8
2,5-dibromothiophene-3-carboxylic acid

Conditions

Conditions	Yield
With N-Bromosuccinimide In N,N-dimethyl-formamide Inert atmosphere; Darkness;	95%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 50℃; for 28h; Darkness; Inert atmosphere;	92%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 50℃; for 18h; Darkness;	88%

: 88-13-1
3-Thiophene carboxylic acid

: 95-54-5
1,2-diamino-benzene

: 3878-21-5
2-(thiophen-3-yl)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With PPA at 180℃; for 1.5h;	95%

: 88-13-1
3-Thiophene carboxylic acid

: 4525-33-1
dimethyl dicarbonate

: 22913-26-4
methyl thiophene-3-carboxylate

Conditions

Conditions	Yield
magnesium(II) perchlorate In nitromethane at 40℃; for 16h;	95%

: 123-91-1
1,4-dioxane

: 88-13-1
3-Thiophene carboxylic acid

: 1597710-78-5
1,4-dioxan-2-yl thiophene-3-carboxylate

Conditions

Conditions	Yield
With iron(III)-acetylacetonate; di-tert-butyl peroxide at 120℃; for 24h; Schlenk technique;	95%

: 622-76-4
1-phenyl-1-butyne

: 88-13-1
3-Thiophene carboxylic acid

A: 7-ethyl-6-phenyl-4H-thieno[3,2-c]pyran-4-one

B: 6-ethyl-7-phenyl-4H-thieno[3,2-c]pyran-4-one

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; oxygen; sodium acetate In methanol at 45℃; under 760.051 Torr; for 18h; Schlenk technique; regioselective reaction;	A 95% B 2%

...Expand

: 88-13-1
3-Thiophene carboxylic acid

: 2582-30-1
aminoguanidine bicarbonate

: amino(hydrazinyl)methaniminium thiophene-3-carboxylate

Conditions

Conditions	Yield
In methanol at 50℃;	94%

: 88-13-1
3-Thiophene carboxylic acid

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

: 745060-12-2
thiophene-3-carboxylic acid (5,6-dimethoxy-indan-2-yl)-propyl-amide

Conditions

Conditions	Yield
With diethyl cyanophosphonate; triethylamine In dichloromethane at 20℃; for 24h;	93%

: 24424-99-5
di-tert-butyl dicarbonate

: 88-13-1
3-Thiophene carboxylic acid

: 125294-45-3
tert-butyl thiophene-3-carboxylate

Conditions

Conditions	Yield
magnesium(II) perchlorate In nitromethane at 40℃; for 16h;	93%

: 88-13-1
3-Thiophene carboxylic acid

: 31139-36-3
dibenzyl dicarbonate

: 14597-48-9
benzyl thiophene-3-carboxylate

Conditions

Conditions	Yield
magnesium(II) perchlorate In nitromethane at 40℃; for 16h;	93%

: 88-13-1
3-Thiophene carboxylic acid

: 21198-18-5
4-cyclohexyl-thiosemicarbazide

: cyclohexyl-(5-thiophen-3-yl-[1,3,4]thiadiazol-2-yl)-amine

Conditions

Conditions	Yield
With trichlorophosphate In 1,4-dioxane at 60 - 95℃; for 5h;	93%

: 88-13-1
3-Thiophene carboxylic acid

: 79-19-6
thiosemicarbazide

: cyclohexyl-(5-thiophen-3-yl-[1,3,4]thiadiazol-2-yl)-amine

Conditions

Conditions	Yield
With sodium hydrogencarbonate; trichlorophosphate In 1,4-dioxane	93%

: 88-13-1
3-Thiophene carboxylic acid

: 501-65-5
diphenyl acetylene

: 1147304-41-3
6,7-diphenyl-4H-thieno[3,2-c]pyran-4-one

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; oxygen; sodium acetate In methanol at 45℃; under 760.051 Torr; for 18h; Schlenk technique; regioselective reaction;	93%
With dichloro[1,3-di(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) dimer; copper(II) acetate monohydrate; silver(I) triflimide In dichloromethane at 20℃; for 24h; Sealed tube;	74%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In N,N-dimethyl-formamide at 120℃; for 2h;	60%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate In water at 120℃; for 0.5h; Microwave irradiation; Green chemistry;	45%

: 88-13-1
3-Thiophene carboxylic acid

: 3058-39-7
4-iodobenzonitrile

: 4-cyanophenyl thiophene-3-carboxylate

Conditions

Conditions	Yield
With potassium phosphate; 1-(2,2-diphenyl-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ij]quinolin-1(2H)-yl)-3-phenylpropan-1-one; 4,4'-di-tert-butyl-2,2'-bipyridine; nickel dibromide In dimethyl sulfoxide at 25℃; for 22h; Irradiation;	93%

: 88-13-1
3-Thiophene carboxylic acid

: 615-43-0
2-iodophenylamine

: 136341-16-7
N-(2-iodophenyl)thiophene-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 3-Thiophene carboxylic acid With thionyl chloride In toluene at 70℃; for 2.5h; Stage #2: 2-iodophenylamine With TEA In dichloromethane at 20℃; for 5h;	92%

1-(3-dimethylaminopropyl)-3-ethylcabodiimide hydrochloride: 1-(3-dimethylaminopropyl)-3-ethylcabodiimide hydrochloride

: 88-13-1
3-Thiophene carboxylic acid

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

: 357405-56-2
thiophene-3-(N-methoxy-N-methyl)carboxamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; dmap In dichloromethane	92%

...Expand

: 88-13-1
3-Thiophene carboxylic acid

: 4-[(2S',6S')-6'-(4-((6-aminohexyl)oxy)butyl)tetrahydropyran-2-yl]-1-[(2S'',6S'')-6''-(4-hydroxybutyltetrahydropyran-2-yl)methyl]-1H-1,2,3-triazole

: N-(6-(4-((2S,6S)-6-((4-((2S,6S)-6-(4-(benzyloxy)butyl)tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-1-yl)methyl)tetrahydro-2H-pyran-2-yl)butoxy)hexyl)thiophene-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 3-Thiophene carboxylic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.166667h; Stage #2: 4-[(2S',6S')-6'-(4-((6-aminohexyl)oxy)butyl)tetrahydropyran-2-yl]-1-[(2S'',6S'')-6''-(4-hydroxybutyltetrahydropyran-2-yl)methyl]-1H-1,2,3-triazole In dichloromethane at 20℃;	92%

3-Thiophenezoic acid Chemical Properties

IUPAC Name: thiophene-3-carboxylic acid
Empirical Formula: C₅H₄O₂S
Molecular Weight: 128.1491g/mol
Structure of 3-Thiophenezoic acid (CAS NO.88-13-1):

Index of Refraction: 1.606
Molar Refractivity: 31.56 cm³
Molar Volume: 91.4 cm³
Polarizability: 12.51×10^-24cm³
Surface Tension: 58.1 dyne/cm
Density: 1.401 g/cm³
Flash Point: 117.8 °C
Enthalpy of Vaporization: 53.8 kJ/mol
Melting Point: 137-141 ºC
Boiling Point: 271.1 °C at 760 mmHg
Vapour Pressure: 0.00323 mmHg at 25°C
Water Solubility: 4.3 g/L (25 ºC)
Canonical SMILES: C1=CSC=C1C(=O)O
InChI: InChI=1S/C5H4O2S/c6-5(7)4-1-2-8-3-4/h1-3H,(H,6,7)
InChIKey: YNVOMSDITJMNET-UHFFFAOYSA-N

3-Thiophenezoic acid Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	6gm/kg (6000mg/kg)		Therapie. Vol. 26, Pg. 831, 1971.

3-Thiophenezoic acid Safety Profile

Safety Description: S24/25
S24/25:Avoid contact with skin and eyes.

3-Thiophenezoic acid Specification

3-Thiophenezoic acid , its cas register number is 88-13-1. It also can be called 3-Thenoic acid ; 3-Thienylcarboxylic acid ;
5-18-06-00199 (Beilstein Handbook Reference) ; BRN 0001994 ; EINECS 201-802-5 ; NSC 66314 ; beta-Thiophenecarboxylic acid ; beta-Thiophenic acid .

Product Name

3-Thiophenezoic acid

Synthetic route

3-Thiophenezoic acid Chemical Properties

3-Thiophenezoic acid Toxicity Data With Reference

3-Thiophenezoic acid Safety Profile

3-Thiophenezoic acid Specification

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