1H,3H-Thieno[3,4-c]furan-1,3-dione supplier

Name
THIOPHENE-3,4-DICARBOXYLIC ACID
EINECS
CAS No. 6007-85-8
Article Data37
CAS DataBase
Density 1.674 g/cm³
Solubility
Melting Point 144.5-146.5℃ (toluene )
Formula C₆H₂O₃S
Boiling Point 306.4 °C at 760 mmHg
Molecular Weight 154.146
Flash Point 139.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3,4-Thiophenedicarboxylicanhydride (6CI,7CI,8CI);3,4-Thiophenedicarboxylic acid anhydride;NSC 241105;
PSA 71.61000
LogP 1.05870

Synthetic route

: 4282-29-5
thiophene-3,4-dicarboxylic acid

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

Conditions

Conditions	Yield
With acetic anhydride at 110℃;	100%
With acetic anhydride at 140℃; for 12h;	95%
With acetic anhydride	93%

: 4506-94-9
thiophene-2,3,4,5-tetracarboxylic acid

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

Conditions

Conditions	Yield
at 220℃;

: 4-oxa-10-thia-tricyclo[5.2.1.02,6]deca-2(6),8-diene-3,5-dione

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

Conditions

Conditions	Yield
under 0.00375 Torr; Pyrolysis;

: C12H8O4S

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 370 °C / 0 Torr / Pyrolysis 2: 0 Torr / Pyrolysis View Scheme

: 18853-32-2
3,4-dicyanothiophene

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 74 percent / KOH / ethane-1,2-diol / Heating 2: 86 percent / Ac2O / 140 °C View Scheme
Multi-step reaction with 2 steps 1.1: potassium hydroxide / ethylene glycol / 4 h 1.2: Cooling with ice 2.1: acetic anhydride / 3 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide / ethylene glycol / 4 h / Heating / reflux 2: acetic anhydride / 3 h / Heating / reflux View Scheme

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 33788-00-0
6-aminoundecane

: 1332524-83-0
4-[[1-pentylhexylamino]carbonyl]-3-thiophenecarboxylic acid

Conditions

Conditions	Yield
In toluene for 24h; Reflux;	98%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 124-22-1
n-Dodecylamine

: 847053-25-2
4-dodecylcarbamoylthiophene-3-carboxylic acid

Conditions

Conditions	Yield
In toluene	97%
In toluene	97%
In toluene for 24h; Heating;	93%
In toluene Reflux; Inert atmosphere;
In toluene at 110℃; for 12h; Inert atmosphere;

: 104-75-6
2-Ethylhexylamine

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 1231160-82-9
5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 2-Ethylhexylamine; 1H,3H-thieno[3,4-c]furan-1,3-dione In toluene at 140℃; for 24h; Inert atmosphere; Stage #2: With thionyl chloride at 140℃; for 3h; Inert atmosphere;	96%
In acetic acid Inert atmosphere; Reflux; Schlenk technique;
Stage #1: 2-Ethylhexylamine; 1H,3H-thieno[3,4-c]furan-1,3-dione In toluene at 140℃; for 24h; Stage #2: With thionyl chloride for 3h; Reflux;	6.20 g
Stage #1: 2-Ethylhexylamine; 1H,3H-thieno[3,4-c]furan-1,3-dione In toluene Reflux; Stage #2: With thionyl chloride for 4h; Reflux;

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 62281-06-5
2-octyldodecylamine

: 1287306-18-6
C26H45NO3S

Conditions

Conditions	Yield
In toluene for 24h; Reflux;	95.3%
In toluene Reflux; Inert atmosphere;

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 22513-16-2
1-hexylheptylamine

: 1332524-74-9
4-[[1-hexylheptylamino]carbonyl]-3-thiophenecarboxylic acid

Conditions

Conditions	Yield
In toluene for 24h; Reflux;	94%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 124-30-1
1-aminooctadecane

: 1332524-59-0
4-(octadecylaminocarbonyl)-3-thiophenecarboxylic acid

Conditions

Conditions	Yield
In toluene for 24h; Reflux;	94%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 62281-06-5
2-octyldodecylamine

: 1234271-13-6
5-(2-octyl-1-dodecyl)-4H-thieno[3,4-c]pyrrol-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; 2-octyldodecylamine In toluene for 24h; Reflux; Stage #2: With thionyl chloride for 3h; Reflux;	92%
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; 2-octyldodecylamine With dmap In 1,4-dioxane at 55℃; for 20h; Inert atmosphere; Schlenk technique; Stage #2: With acetic anhydride In 1,4-dioxane at 80℃; for 4h; Inert atmosphere; Schlenk technique;	85%
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; 2-octyldodecylamine In toluene for 24h; Reflux; Stage #2: With thionyl chloride at 75℃; for 3h;	74%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 111-26-2
hexan-1-amine

: 566939-56-8
1,3-dibromo-5-(n-hexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; hexan-1-amine In toluene at 120℃; for 24h; Inert atmosphere; Stage #2: With pyridine; sulfurous dibromide In toluene at 0 - 120℃; for 29h; Inert atmosphere;	90.23%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 124-22-1
n-Dodecylamine

: 773881-47-3
1,3-dibromo-5-dodecyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; n-Dodecylamine In toluene at 90℃; for 15h; Inert atmosphere; Stage #2: With pyridine; sulfurous dibromide In toluene at 0 - 110℃; for 17h; Inert atmosphere;	90.18%

: 104-75-6
2-Ethylhexylamine

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 1231160-83-0
1,3-dibromo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 2-Ethylhexylamine; 1H,3H-thieno[3,4-c]furan-1,3-dione In toluene at 130℃; for 20h; Inert atmosphere; Stage #2: With pyridine; sulfurous dibromide In toluene at 0 - 130℃; for 23h; Reagent/catalyst; Temperature; Inert atmosphere;	90%

: 62281-07-6
2-decyl-1-tetradecylamine

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 1,3-dibromo-5-(2-decyltetradecyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 2-decyl-1-tetradecylamine; 1H,3H-thieno[3,4-c]furan-1,3-dione In toluene at 120℃; for 24h; Inert atmosphere; Stage #2: With pyridine; sulfurous dibromide In toluene at 0 - 120℃; for 29h; Inert atmosphere;	89.98%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 75-04-7
ethylamine

: C8H5Br2NO2S

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; ethylamine In toluene at 120℃; for 24h; Inert atmosphere; Stage #2: With pyridine; sulfurous dibromide In toluene at 0 - 120℃; for 29h; Inert atmosphere;	89%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: (3S)-3-aminoazepan-2-one hydrochloride

: (S)-5-(2-oxoazepan-3-yl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; (3S)-3-aminoazepan-2-one hydrochloride With trimethylamine In tetrahydrofuran at 20℃; for 18h; Stage #2: With 1,1'-carbonyldiimidazole In tetrahydrofuran at 64℃; for 2h;	89%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 111-86-4
n-Octylamine

: 847052-87-3
4-octylcarbamoylthiophene-3-carboxylic acid

Conditions

Conditions	Yield
In toluene for 24h; Heating;	85%
In toluene at 180℃; for 24h; Inert atmosphere;	73%
In N,N-dimethyl-formamide Inert atmosphere; Heating;
In toluene for 24h; Reflux;
In toluene for 24h; Reflux;

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 111-26-2
hexan-1-amine

: 566939-54-6
5-hexyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; hexan-1-amine In toluene at 140℃; for 24h; Inert atmosphere; Stage #2: With thionyl chloride at 140℃; for 3h; Inert atmosphere;	85%
In acetic acid Inert atmosphere; Reflux; Schlenk technique;
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; hexan-1-amine In toluene at 140℃; for 24h; Stage #2: With thionyl chloride for 3h; Reflux;	5.90 g

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 111-86-4
n-Octylamine

: 773881-43-9
5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; n-Octylamine In toluene at 140℃; for 24h; Inert atmosphere; Stage #2: With thionyl chloride at 140℃; for 3h; Inert atmosphere;	84%
With thionyl chloride
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; n-Octylamine In toluene at 24℃; Reflux; Stage #2: With thionyl chloride at 4℃; Reflux;	4.12 g

: 62281-07-6
2-decyl-1-tetradecylamine

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 5-(2-decyltetradecyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 2-decyl-1-tetradecylamine; 1H,3H-thieno[3,4-c]furan-1,3-dione In toluene at 100℃; for 24h; Stage #2: With thionyl chloride at 80℃; for 4h;	74%
With thionyl chloride In toluene

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 1370523-47-9
5-decylheptadecan-1-amine

: 5-(5-decylheptadecyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
With thionyl chloride In toluene at 100℃; for 24h; Gabriel Amine Synthesis;	73%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 5-hexyltridecan-1-amine

: 5-(5-hexyltridecyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
In toluene at 100℃; for 24h;	73%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 141-97-9
ethyl acetoacetate

: 246232-39-3
4H-cyclopenta[c]thiophene-4,6(5H)dione

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; ethyl acetoacetate With acetic anhydride; triethylamine at 65℃; Claisen Condensation; Stage #2: With hydrogenchloride In water for 0.166667h; Claisen Condensation; Reflux;	71%
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; ethyl acetoacetate With triethylamine In acetic anhydride at 65℃; Inert atmosphere; Stage #2: With hydrogenchloride In water at 70℃; for 0.166667h;	906.6 mg

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 71-43-2
benzene

: 30011-77-9
3-benzoylthiophene-4-carboxylic acid

Conditions

Conditions	Yield
With aluminum (III) chloride at 20℃; for 5h;	70%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 932032-15-0
2-nitrothiophene-3,4-dicarboxylic acid

Conditions

Conditions	Yield
With nitric acid at 0 - 20℃; for 2h;	66%
With nitric acid at 0 - 5℃; for 0.5h;
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione With nitric acid at 0 - 5℃; for 0.5h; Stage #2: With water

: 462-06-6
fluorobenzene

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 168542-28-7
4-(4-fluorobenzoyl)thiophene-3-carboxylic acid

Conditions

Conditions	Yield
With aluminium trichloride for 3.5h; Heating;	65%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 108-91-8
cyclohexylamine

: 5-cyclohexyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; cyclohexylamine In toluene at 140℃; for 24h; Inert atmosphere; Stage #2: With thionyl chloride at 140℃; for 3h; Inert atmosphere;	65%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 3,3'-(dimethylsilanediyl)bis(4-bromo-N,N-dimethylaniline)

: C24H26N2O2SSi

Conditions

Conditions	Yield
Stage #1: 3,3'-(dimethylsilanediyl)bis(4-bromo-N,N-dimethylaniline) With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 1h; Stage #2: With lanthanium (III) chloride bis(lithium chloride) complex In tetrahydrofuran; pentane at -78℃; for 0.5h; Stage #3: 1H,3H-thieno[3,4-c]furan-1,3-dione In tetrahydrofuran; pentane at -78 - 20℃;	57%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 124-22-1
n-Dodecylamine

: 773881-44-0
5-dodecyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Conditions

Conditions	Yield
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; n-Dodecylamine In toluene for 24h; Reflux; Stage #2: With thionyl chloride for 6h; Reflux;	55%
Stage #1: 1H,3H-thieno[3,4-c]furan-1,3-dione; n-Dodecylamine In toluene for 24h; Reflux; Stage #2: With thionyl chloride for 5h; Reflux;	50.5%

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

: 120-12-7
anthracene

A: 78076-69-4
2-Thia-cyclopenta[b]naphthacene-4,13-dione

B: 78076-70-7
2-Thia-indeno[5,6-a]anthracene-4,13-dione

Conditions

Conditions	Yield
at 315℃; for 0.2h;	A 1.8% B 1.6%

...Expand

: 6007-85-8
1H,3H-thieno[3,4-c]furan-1,3-dione

A: 32281-36-0
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione

B: 33527-22-9
4,8-Dihydrobenzo<1,2-b:4,5-c'>dithiophen-4,8-dion

Conditions

Conditions	Yield
at 470℃; for 0.00833333h;	A 0.12% B 0.36%

1H,3H-Thieno[3,4-c]furan-1,3-dione Specification

The 1H,3H-Thieno[3,4-c]furan-1,3-dione has CAS registry number 6007-85-8. This chemical's molecular formula is C₆H₂O₃S and molecular weight is 154.14. What's more, its IUPAC name is Thieno[3,4-c]furan-1,3-dione.

Physical properties of 1H,3H-Thieno[3,4-c]furan-1,3-dione are: (1)ACD/LogP: 1.28; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 0; (6)Polar Surface Area: 71.61 Å²; (7)Index of Refraction: 1.662; (8)Molar Refractivity: 34.06 cm³; (9)Molar Volume: 92 cm³; (10)Polarizability: 13.5×10^-24cm³; (11)Surface Tension: 71.8 dyne/cm; (12)Density: 1.674 g/cm³; (13)Flash Point: 139.1 °C; (14)Enthalpy of Vaporization: 54.69 kJ/mol; (15)Boiling Point: 306.4 °C at 760 mmHg; (16)Vapour Pressure: 0.000772 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2OC(=O)c1cscc12
(2)Std. InChI: InChI=1S/C6H2O3S/c7-5-3-1-10-2-4(3)6(8)9-5/h1-2H
(3)Std. InChIKey: XQTUSPVIMZCNPC-UHFFFAOYSA-N

Product Name

THIOPHENE-3,4-DICARBOXYLIC ACID

Synthetic route

1H,3H-Thieno[3,4-c]furan-1,3-dione Specification

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