Product Name

  • Name

    3-Thiophenecarboxaldehyde

  • EINECS 207-865-5
  • CAS No. 498-62-4
  • Article Data81
  • CAS DataBase
  • Density 1.238 g/cm3
  • Solubility Not miscible in water.
  • Melting Point -30 °C
  • Formula C5H4OS
  • Boiling Point 190.6 °C at 760 mmHg
  • Molecular Weight 112.152
  • Flash Point 73.9 °C
  • Transport Information
  • Appearance clear yellow to light brown liquid
  • Safety 37-24-36-26
  • Risk Codes 22-43-36/37/38
  • Molecular Structure Molecular Structure of 498-62-4 (3-Thiophenecarboxaldehyde)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 3-Formylthiophene;3-Thienaldehyde;3-Thienylcarboxaldehyde;3-Thiophenealdehyde;NSC 172858;Thiophen-3-aldehyde;
  • PSA 45.31000
  • LogP 1.56060

Synthetic route

3-hydroxymethyl-thiophene
71637-34-8

3-hydroxymethyl-thiophene

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane Ambient temperature;96%
With oxygen In 1,3,5-trimethyl-benzene at 60℃; under 760.051 Torr; for 3h; Solvent; Reagent/catalyst;95%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium nitrate; europium(III) nitrate hexahydrate; acetic acid In toluene at 40℃; for 9h;95%
2,5-dihydro-3-thiophenecarboxaldehyde
113772-16-0

2,5-dihydro-3-thiophenecarboxaldehyde

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With sulfuryl dichloride In dichloromethane at -36 - -30℃; for 0.5h;92%
With sulfuryl dichloride In dichloromethane at -35℃;58.9%
2-(thiophen-3-yl)-1,3-dithiane
1244041-07-3

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

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With eosin y In water; acetonitrile at 20℃; for 3h; Irradiation;89%
3-Bromothiophene
872-31-1

3-Bromothiophene

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

N,N-dimethyl-formamide

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
Stage #1: 3-Bromothiophene With n-butyllithium In diethyl ether; hexane at -78℃; for 1h;
Stage #2: N,N-dimethyl-formamide In diethyl ether; hexane at -78 - 20℃; for 1.5h;
87.8%
Stage #1: 3-Bromothiophene With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In diethyl ether; hexane at 20℃; for 12h; Inert atmosphere;
70%
3-hydroxymethyl-thiophene
71637-34-8

3-hydroxymethyl-thiophene

A

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

B

3-Thiophene carboxylic acid
88-13-1

3-Thiophene carboxylic acid

Conditions
ConditionsYield
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%
C17H28OS2

C17H28OS2

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With triethylsilane In tetrahydrofuran for 1h; Reagent/catalyst; Fukuyama Reduction;87%
3-thienyl iodide
10486-61-0

3-thienyl iodide

carbon monoxide
201230-82-2

carbon monoxide

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With triethylsilane; palladium diacetate; sodium hydrogencarbonate; sodium carbonate at 20℃; under 760.051 Torr; for 48h;84%
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave;68%
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; formic acid In N,N-dimethyl-formamide at 50℃; under 760 Torr; for 5h; Electrolysis;82 % Chromat.
3-thienyl iodide
10486-61-0

3-thienyl iodide

formic acid
64-18-6

formic acid

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; tricyclohexylphosphine In N,N-dimethyl-formamide at 60℃; for 10h; Inert atmosphere; Sealed tube;84%
Stage #1: 3-thienyl iodide; formic acid With palladium diacetate; acetic anhydride; tricyclohexylphosphine In N,N-dimethyl-formamide at 30℃; for 1h; Inert atmosphere; Green chemistry;
Stage #2: With triethylamine In N,N-dimethyl-formamide at 80℃; for 6h; Inert atmosphere; Green chemistry;
65%
3-Bromothiophene
872-31-1

3-Bromothiophene

carbon monoxide
201230-82-2

carbon monoxide

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium diacetate; propyl di-tert-butylphosphinite In toluene at 100℃; under 3750.38 Torr; for 20h; Inert atmosphere;82%
With 4-methoxy-N'-tetramethylethylenediamine; hydrogen; catacxium A; palladium diacetate In toluene at 100℃; under 3750.3 Torr; for 16h;82 % Chromat.
With N,N,N,N,-tetramethylethylenediamine; hydrogen; catacxium A; palladium diacetate In toluene at 100℃; under 3750.38 Torr; for 16h;82 % Chromat.
With N,N,N,N,-tetramethylethylenediamine; C6H6*C48H78O2P2Pd; hydrogen In toluene at 20 - 100℃; under 3750.38 Torr; Inert atmosphere; Autoclave;87 %Chromat.
3-thienyl iodide
10486-61-0

3-thienyl iodide

carbon dioxide
124-38-9

carbon dioxide

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 80℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;82%
With rhodium(III) iodide; hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;60%
(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3S)

(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3S)

A

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

B

3-hydroxymethyl-thiophene
71637-34-8

3-hydroxymethyl-thiophene

Conditions
ConditionsYield
In methanol decomposition of the complex by refluxing in methanol under N2 for 6-8 h; evapn. of the solvent, extn. of the organic compounds with ether, gas chromatography;A 19%
B 81%
3-Bromothiophene
872-31-1

3-Bromothiophene

carbon dioxide
124-38-9

carbon dioxide

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 100℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;80%
3-Bromothiophene
872-31-1

3-Bromothiophene

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 60℃; for 16h; Schlenk technique; Inert atmosphere;77%
3-Thiophene carboxylic acid
88-13-1

3-Thiophene carboxylic acid

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With palladium(II) acetylacetonate; hydrogen; 2,2-dimethylpropanoic anhydride; dicyclohexylphenylphosphine In tetrahydrofuran at 80℃; under 3750.38 Torr; for 20h; Inert atmosphere;70%
With hydrogen; 2,2-dimethylpropanoic anhydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; under 22501.8 Torr; for 48h;73 % Spectr.
Multi-step reaction with 2 steps
1: 88 percent / LiAlH4 / diethyl ether
2: 7.3 g / PCD / CH2Cl2 / 1.5 h
View Scheme
Multi-step reaction with 3 steps
1: thionyl chloride
2: pyridine
3: phosphorus (V)-chloride; benzene / anschliessend in Aether mit Zinn(II)-chlorid und Chlorwasserstoff behandeln und Erhitzen des vom Aether befreiten Reaktionsgemisches mit Wasser
View Scheme
3-Bromothiophene
872-31-1

3-Bromothiophene

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide
50978-45-5

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With triethylsilane; palladium diacetate; sodium carbonate; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 80℃; Inert atmosphere; Sealed tube;70%
3-styryl-thiophene
35022-11-8

3-styryl-thiophene

A

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

B

naphtho[1,2-b]thiophene
234-41-3

naphtho[1,2-b]thiophene

C

benzaldehyde
100-52-7

benzaldehyde

D

[2,2']Bi[naphtho[1,2-b]thiophenyl]
78604-61-2

[2,2']Bi[naphtho[1,2-b]thiophenyl]

Conditions
ConditionsYield
With oxygen In hexane Cyclization; oxidation; Irradiation;A 8%
B 69%
C 8%
D 15%
With oxygen In hexane at 25℃; Cyclization; oxidation; Irradiation;A 8%
B 69%
C 8%
D 15%
1,4-dithiane-2,5-diol
40018-26-6

1,4-dithiane-2,5-diol

Malondialdehyde
542-78-9

Malondialdehyde

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With diethylamine at 70℃; for 6h; Temperature; Reagent/catalyst;65%
1-(thiophen-3-yl)-ethanone
1468-83-3

1-(thiophen-3-yl)-ethanone

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With copper(l) iodide; oxygen In dimethyl sulfoxide at 120℃; for 19h; chemoselective reaction;64%
3-thienyl iodide
10486-61-0

3-thienyl iodide

carbon dioxide
124-38-9

carbon dioxide

A

thiophene
188290-36-0

thiophene

B

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With palladium on activated charcoal; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 80℃; for 20h; Autoclave;A 27%
B 64%
3-Bromothiophene
872-31-1

3-Bromothiophene

formaldehyd
50-00-0

formaldehyd

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro bis(acetonitrile) palladium(II); sodium carbonate; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 20 - 100℃; under 15001.5 Torr; for 20h; Inert atmosphere; Autoclave;63%
C10H8OS2

C10H8OS2

A

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

B

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With sodium azide; copper(II) choride dihydrate; oxygen In N,N-dimethyl-formamide at 100℃; for 10h; Schlenk technique; Sealed tube;A 47%
B 53%
3-Bromomethylthiophene
34846-44-1

3-Bromomethylthiophene

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
28%
With chloroform; hexamethylenetetramine Erhitzen des Reaktionsprodukts mit Wasserdampf oder mit wss. Aethanol;
Multi-step reaction with 2 steps
1: chloroform
2: water / Heating
View Scheme
With 4-methylmorpholine N-oxide In ethyl acetate at 50℃; for 6h; Solvent;
1,4-dithiane-2,5-diol
40018-26-6

1,4-dithiane-2,5-diol

3-methoxyacrolein
4652-35-1

3-methoxyacrolein

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 10℃; for 2h;23%
3-formylthiophene diethyl acetal
3199-44-8

3-formylthiophene diethyl acetal

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

N-phenyl-3-thiophene-carboxamide
55797-29-0

N-phenyl-3-thiophene-carboxamide

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With phosphorus pentachloride; benzene anschliessend in Aether mit Zinn(II)-chlorid und Chlorwasserstoff behandeln und Erhitzen des vom Aether befreiten Reaktionsgemisches mit Wasser;
methyllithium
917-54-4

methyllithium

thieno(3,2-d) isoselenazole
76835-01-3

thieno(3,2-d) isoselenazole

A

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

B

2-Methylselanyl-thiophene-3-carbonitrile

2-Methylselanyl-thiophene-3-carbonitrile

C

C10H4N2S2Se

C10H4N2S2Se

D

2-Methylselanyl-thiophene-3-carbaldehyde
76834-96-3

2-Methylselanyl-thiophene-3-carbaldehyde

Conditions
ConditionsYield
With water In tetrahydrofuran; diethyl ether at -80℃; for 5h; Product distribution;A 16 % Chromat.
B 18 % Chromat.
C 26 % Chromat.
D 100 % Chromat.
(3-thienyl)diazomethane
120361-26-4

(3-thienyl)diazomethane

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Conditions
ConditionsYield
With oxygen In solid matrix at -233.2℃;
3-styryl-thiophene
35022-11-8

3-styryl-thiophene

A

3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With oxygen; 9,10-Dicyanoanthracene In acetonitrile at 25℃; for 3h; Oxidation; Irradiation;A 100 % Turnov.
B 100 % Turnov.
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

(E)-3-thiophen-3-yl-acrylic acid ethyl ester
50266-60-9

(E)-3-thiophen-3-yl-acrylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran; mineral oil at 20℃; for 1h;
100%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h;
Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran; mineral oil at 0 - 20℃; for 3.25h;
100%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With potassium tert-butylate In tetrahydrofuran at 20℃;
Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran at 90℃; for 0.5h;
90%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

O,O-diethyl benzylphosphonate
1080-32-6

O,O-diethyl benzylphosphonate

(E)-3-styrylthiophene
78347-97-4

(E)-3-styrylthiophene

Conditions
ConditionsYield
With sodium methylate In N,N-dimethyl-formamide at 0 - 20℃; for 1.75h;100%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

(R)-Phenylglycinol
56613-80-0

(R)-Phenylglycinol

(R)-2-Phenyl-2-{[1-thiophen-3-yl-meth-(E)-ylidene]-amino}-ethanol
139437-49-3

(R)-2-Phenyl-2-{[1-thiophen-3-yl-meth-(E)-ylidene]-amino}-ethanol

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
In benzene Heating;92%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

benzylamine
100-46-9

benzylamine

N-benzylthiophene-3-carbaldehyde imine

N-benzylthiophene-3-carbaldehyde imine

Conditions
ConditionsYield
With aluminum oxide for 12h;100%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

trimethyl phosphonoacetate
5927-18-4

trimethyl phosphonoacetate

3-Thiophen-3-yl-acrylic Acid Methyl Ester
75754-85-7

3-Thiophen-3-yl-acrylic Acid Methyl Ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃;100%
Stage #1: trimethyl phosphonoacetate With sodium hydride In tetrahydrofuran for 1h;
Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran at 20℃; for 18h;
94%
Stage #1: trimethyl phosphonoacetate With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 2h; Inert atmosphere;
Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;
81%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

(α-chloro-benzyl)-phosphonic acid diphenyl ester
58263-67-5

(α-chloro-benzyl)-phosphonic acid diphenyl ester

1-phenyl-2-(3-thienyl)ethyne
131423-29-5

1-phenyl-2-(3-thienyl)ethyne

Conditions
ConditionsYield
Stage #1: 3-thiophene carboxaldehyde; (α-chloro-benzyl)-phosphonic acid diphenyl ester With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h; Horner-Emmons reaction;
Stage #2: With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Horner-Emmons reaction; Further stages.;
100%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

diphenyl chloro(4-methoxycarbonylphenyl)methylphosphonate
189099-53-4

diphenyl chloro(4-methoxycarbonylphenyl)methylphosphonate

1-(4-methoxyphenyl)-2-(3-thienyl)ethyne

1-(4-methoxyphenyl)-2-(3-thienyl)ethyne

Conditions
ConditionsYield
Stage #1: 3-thiophene carboxaldehyde; diphenyl chloro(4-methoxycarbonylphenyl)methylphosphonate With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h; Horner-Emmons reaction;
Stage #2: With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Horner-Emmons reaction; Further stages.;
100%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

diphenyl phosphonate
54335-03-4

diphenyl phosphonate

C12H7NO3S

C12H7NO3S

Conditions
ConditionsYield
Stage #1: 3-thiophene carboxaldehyde; diphenyl phosphonate With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h; Horner-Emmons reaction;
Stage #2: With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Horner-Emmons reaction; Further stages.;
100%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

Diphenyl 1-Chloro-1-(4-pyridyl)methanephosphonate
138517-18-7

Diphenyl 1-Chloro-1-(4-pyridyl)methanephosphonate

4-(thien-3-ylethynyl)pyridine

4-(thien-3-ylethynyl)pyridine

Conditions
ConditionsYield
Stage #1: 3-thiophene carboxaldehyde; diphenyl 1-chloro-1-(4-pirydyl)methanephosphonate With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h; Horner-Emmons reaction;
Stage #2: With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Horner-Emmons reaction; Further stages.;
100%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

3-thiophenecarbaldoxime hydrochloride

3-thiophenecarbaldoxime hydrochloride

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 20℃; for 18h;100%
With pyridine; hydroxylamine hydrochloride In ethanol at 20℃; for 2h;90%
With pyridine; hydroxylamine hydrochloride In ethanol at 20℃; for 2h;90%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl [(3-thienyl)methylene]malonate
1300690-47-4

dimethyl [(3-thienyl)methylene]malonate

Conditions
ConditionsYield
With piperidine; benzoic acid for 12h; Heating / reflux;100%
With piperidine; acetic acid In benzene for 4h; Reflux;96%
With piperidine; acetic acid In benzene Dean-Stark; Reflux;
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

4-phenyl-1-piperazine
92-54-6

4-phenyl-1-piperazine

1-phenyl-4-(thiophen-3-ylmethyl)piperazine
414887-78-8

1-phenyl-4-(thiophen-3-ylmethyl)piperazine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 18℃; for 2h; Solvent; Green chemistry;100%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

(E)-2-(buta-1,3-dien-1-yl)aniline
138386-62-6

(E)-2-(buta-1,3-dien-1-yl)aniline

C15H13NS

C15H13NS

Conditions
ConditionsYield
In ethanol at 80℃; Inert atmosphere;100%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

3-thiophenecarboxaldehyde oxime
148134-23-0

3-thiophenecarboxaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride In pyridine; water; ethyl acetate99%
With hydroxylamine
With hydroxylamine hydrochloride; copper(II) sulfate at 90℃; for 2h;85 % Spectr.
With hydroxylamine In methanol
With sodium chloride; hydroxylamine hydrochloride; sodium carbonate In ethanol; water
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

1-(benzo[d][1,3]dioxol-6-yl)ethanone
3162-29-6

1-(benzo[d][1,3]dioxol-6-yl)ethanone

(E)-1-benzo[1,3]dioxol-5-yl-3-thiophen-3-ylpropenone

(E)-1-benzo[1,3]dioxol-5-yl-3-thiophen-3-ylpropenone

Conditions
ConditionsYield
Stage #1: 1-(benzo[d][1,3]dioxol-6-yl)ethanone With lithium hydroxide In ethanol at 20℃; for 0.166667h; Large scale;
Stage #2: 3-thiophene carboxaldehyde In ethanol at 20℃; Large scale;
99%
With sodium hydroxide In ethanol; water
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

1-(thiophen-3-yl)-3-(trimethylsilyl)prop-2-yn-1-ol
849769-14-8

1-(thiophen-3-yl)-3-(trimethylsilyl)prop-2-yn-1-ol

Conditions
ConditionsYield
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran at 0℃; for 1h;
99%
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at 0℃; for 1h;
Stage #2: 3-thiophene carboxaldehyde In tetrahydrofuran at 0℃; for 1h;
95%
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1h;
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

5-methyl-1H-indole
614-96-0

5-methyl-1H-indole

3,3'-bis-(5-methyl)-indolyl-3-thienylmethane

3,3'-bis-(5-methyl)-indolyl-3-thienylmethane

Conditions
ConditionsYield
With 1-hexyl-3-methylimidazolium hydrogen sulphate In ethanol at 20℃; for 1h;99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

ethylene glycol
107-21-1

ethylene glycol

2-(thiophen-3-yl)-1,3-dioxolane
13250-82-3

2-(thiophen-3-yl)-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 165℃; for 6h;99%
With toluene-4-sulfonic acid In benzene Heating;97%
toluene-4-sulfonic acid In toluene for 4h; Heating / reflux;95.9%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

1-Heptylamine
111-68-2

1-Heptylamine

N-(3-thienylmethylene)-n-heptylamine

N-(3-thienylmethylene)-n-heptylamine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 3h; Heating;99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

methylmagnesium bromide
75-16-1

methylmagnesium bromide

1-(thiophen-3-yl)ethan-1-ol
14861-60-0

1-(thiophen-3-yl)ethan-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 2h;99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

(Z)-N-phenyl-1-(thiophen-3-yl)methanimine oxide

(Z)-N-phenyl-1-(thiophen-3-yl)methanimine oxide

Conditions
ConditionsYield
In ethanol at 21℃; Inert atmosphere;99%
In ethanol Heating; sonication;79%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

nitromethane
75-52-5

nitromethane

(S)-(+)-2-nitro-1-(thiophen-3-yl)ethanol
1040923-87-2

(S)-(+)-2-nitro-1-(thiophen-3-yl)ethanol

Conditions
ConditionsYield
With copper(II) acetate monohydrate; N-ethyl-N,N-diisopropylamine; N-<(1S,2R,4R)-1,7,7-trimethylbicyclo<2.2.1>hept-2-yl>-1-(2-pirydyl)methanamine In ethanol at -50℃; Henry reaction; optical yield given as %ee; enantioselective reaction;99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

D,L-histidine
71-00-1

D,L-histidine

C11H11N3O2S
1135901-64-2

C11H11N3O2S

Conditions
ConditionsYield
With potassium carbonate In ethanol at 80℃; for 24h; Molecular sieve;99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

5-hydroxy-4,6-dimethyl-3-heptanone
71699-33-7

5-hydroxy-4,6-dimethyl-3-heptanone

thiophene-3-carboxylic acid (1SR,2SR,3SR)-3-hydroxy-1-isopropyl-2-methylpentyl ester

thiophene-3-carboxylic acid (1SR,2SR,3SR)-3-hydroxy-1-isopropyl-2-methylpentyl ester

Conditions
ConditionsYield
With samarium diiodide; benzaldehyde In tetrahydrofuran at -15℃; for 1h; Evans-Tishchenko coupling reaction; Inert atmosphere; optical yield given as %de; diastereoselective reaction;99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

2-bromo-5-methoxy-benzaldehyde
7507-86-0

2-bromo-5-methoxy-benzaldehyde

2-bromo-5-methoxybenzyl thiophene-3-carboxylate
1431656-04-0

2-bromo-5-methoxybenzyl thiophene-3-carboxylate

Conditions
ConditionsYield
With 4-tert-butylbenzyl mercaptan; dibutylmagnesium In tetrahydrofuran at 65℃; for 24h; Tishchenko-Claisen Dismutation; Inert atmosphere; chemoselective reaction;99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

2-bromoaniline
615-36-1

2-bromoaniline

C11H10BrNS

C11H10BrNS

Conditions
ConditionsYield
In toluene at 130℃; Solvent; Temperature; Inert atmosphere; Molecular sieve;99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

1,1,3‐tribromo‐2,2‐dimethylcyclopropane
23534-97-6

1,1,3‐tribromo‐2,2‐dimethylcyclopropane

(3,3-dimethylcycloprop-1-en-1-yl)(thiophen-3-yl)methanol

(3,3-dimethylcycloprop-1-en-1-yl)(thiophen-3-yl)methanol

Conditions
ConditionsYield
Stage #1: 1,1,3‐tribromo‐2,2‐dimethylcyclopropane With n-butyllithium In diethyl ether; hexane at -78 - -10℃; for 1h; Inert atmosphere;
Stage #2: 3-thiophene carboxaldehyde In diethyl ether; hexane at -50 - -10℃; for 0.25h; Inert atmosphere;
99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

tryptamine
61-54-1

tryptamine

1-(thiophen-3-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride

1-(thiophen-3-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride

Conditions
ConditionsYield
Stage #1: 3-thiophene carboxaldehyde; tryptamine With trifluoroacetic acid In 1,2-dichloro-ethane at 110℃; for 0.0333333h; Pictet-Spengler Synthesis; Sealed tube; Microwave irradiation;
Stage #2: With hydrogenchloride In ethyl acetate at 20℃;
99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

C11H17BO3S

C11H17BO3S

Conditions
ConditionsYield
With FeBr2*2THF; C30H46N4Si2(2+) In acetonitrile at 20℃; for 12h; Glovebox; Inert atmosphere; Sealed tube;99%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

2,2,4,4-tetramethyl-1,3-cyclobutanedione
933-52-8

2,2,4,4-tetramethyl-1,3-cyclobutanedione

6-(3’-thienyl)-3,3,5,5-tetramethyloxane-2,4-dione

6-(3’-thienyl)-3,3,5,5-tetramethyloxane-2,4-dione

Conditions
ConditionsYield
With potassium ethoxide In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;99%

3-Thiophenecarboxaldehyde Chemical Properties

MF: C5H4OS
MW: 112.15
EINECS: 207-865-5
mp  -30 °C 
bp  194-196 °C(lit.)
Fp  165 °F
storage temp.  2-8°C
density  1.28 g/mL at 25 °C(lit.)
vapor pressure  0.31 mm Hg ( 20 °C)
refractive index  n20/D 1.583(lit.)
Sensitive  Air Sensitive
BRN  105889
NIST Chemistry Reference 498-62-4_NIST
EPA Substance Registry System 498-62-4_EPA Substance

3-Thiophenecarboxaldehyde Uses

3-Thiophenecarboxaldehyde is used as pharmaceutical intermediates.

3-Thiophenecarboxaldehyde Toxicity Data With Reference

TSCA  T

3-Thiophenecarboxaldehyde Safety Profile

Hazard Codes  Xn,Xi
Risk Statements  22-43-36/37/38
Safety Statements  37-24-36-26
WGK Germany  3
Hazard Note  Irritant
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