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Cas Database

Name	3-Thiophenecarboxaldehyde	EINECS	207-865-5
CAS No.	498-62-4	Density	1.238 g/cm³
PSA	45.31000	LogP	1.56060
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	N/A	Appearance	clear yellow to light brown liquid
Safety	37-24-36-26	Risk Codes	22-43-36/37/38
Molecular Structure		Hazard Symbols	Xn, Xi
Synonyms	3-Formylthiophene;3-Thienaldehyde;3-Thienylcarboxaldehyde;3-Thiophenealdehyde;NSC 172858;Thiophen-3-aldehyde;	Article Data	81

3-Thiophenecarboxaldehyde Synthetic route

: 71637-34-8
3-hydroxymethyl-thiophene

: 498-62-4
3-thiophene carboxaldehyde

Conditions

Conditions	Yield
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%

: 113772-16-0
2,5-dihydro-3-thiophenecarboxaldehyde

: 498-62-4
3-thiophene carboxaldehyde

Conditions

Conditions	Yield
With sulfuryl dichloride In dichloromethane at -36 - -30℃; for 0.5h;	92%
With sulfuryl dichloride In dichloromethane at -35℃;	58.9%

: 1244041-07-3
2-(thiophen-3-yl)-1,3-dithiane

: 498-62-4
3-thiophene carboxaldehyde

Conditions

Conditions	Yield
With eosin y In water; acetonitrile at 20℃; for 3h; Irradiation;	89%

: 872-31-1
3-Bromothiophene

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

: 498-62-4
3-thiophene carboxaldehyde

Conditions

Conditions	Yield
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%

: 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%

: C17H28OS2

: 498-62-4
3-thiophene carboxaldehyde

Conditions

Conditions	Yield
With triethylsilane In tetrahydrofuran for 1h; Reagent/catalyst; Fukuyama Reduction;	87%

: 10486-61-0
3-thienyl iodide

: 201230-82-2
carbon monoxide

: 498-62-4
3-thiophene carboxaldehyde

Conditions

Conditions	Yield
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.

: 10486-61-0
3-thienyl iodide

: 64-18-6
formic acid

: 498-62-4
3-thiophene carboxaldehyde

Conditions

Conditions	Yield
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%

: 872-31-1
3-Bromothiophene

: 201230-82-2
carbon monoxide

: 498-62-4
3-thiophene carboxaldehyde

Conditions

Conditions	Yield
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.

: 10486-61-0
3-thienyl iodide

: 124-38-9
carbon dioxide

: 498-62-4
3-thiophene carboxaldehyde

Conditions

Conditions	Yield
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%

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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