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4282-29-5 Usage

Chemical Properties

yellow to beige-pinkish or light brown crystalline

Uses

Different sources of media describe the Uses of 4282-29-5 differently. You can refer to the following data:
1. Thiophene-3,4-dicarboxylic Acid is used in preparation of dibromo thienofuran dione.
2. Synthetic precursor for organic electronics materials.

Check Digit Verification of cas no

The CAS Registry Mumber 4282-29-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,8 and 2 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4282-29:
(6*4)+(5*2)+(4*8)+(3*2)+(2*2)+(1*9)=85
85 % 10 = 5
So 4282-29-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H4O4S/c7-5(8)3-1-11-2-4(3)6(9)10/h1-2H,(H,7,8)(H,9,10)

4282-29-5 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Aldrich

  • (795577)  3,4-Thiophenedicarboxylic acid  

  • 4282-29-5

  • 795577-5G

  • 2,570.49CNY

  • Detail
  • Aldrich

  • (CDS003540)  3,4-Thiophenedicarboxylic acid  AldrichCPR

  • 4282-29-5

  • CDS003540-250MG

  • 644.67CNY

  • Detail

4282-29-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Thiophene-3,4-Dicarboxylic Acid

1.2 Other means of identification

Product number -
Other names 3,4-Thiophenedicarboxylic Acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4282-29-5 SDS

4282-29-5Synthetic route

3,4-dicyanothiophene
18853-32-2

3,4-dicyanothiophene

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol for 4h; Heating;90%
Stage #1: 3,4-dicyanothiophene With potassium hydroxide In ethylene glycol
Stage #2: With hydrogenchloride; water In ethylene glycol
88%
With potassium hydroxide In water; ethylene glycol88%
dimethyl thiophene-3,4-dicarboxylate
4282-35-3

dimethyl thiophene-3,4-dicarboxylate

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 80℃;80%
C9H10O4S

C9H10O4S

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide at 80℃;66%
3,4-diiodothiophene
19259-08-6

3,4-diiodothiophene

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
With n-butyllithium; diethyl ether at -60℃; Behandeln des Reaktionsgemisches mit festem Kohlendioxid;
diethyl 2-formyl-3-(diethoxymethyl)succinate
73926-95-1

diethyl 2-formyl-3-(diethoxymethyl)succinate

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
With phosphorous (V) sulfide; toluene Erwaermen des Reaktionsprodukts mit wss.-aethanol. Natronlauge;
Multi-step reaction with 2 steps
1: P2S5 / toluene / 2 h / Heating
2: aq. NaOH / ethanol / Heating
View Scheme
3,4-thiophenedicarboxylic acid monomethyl ester
4282-30-8

3,4-thiophenedicarboxylic acid monomethyl ester

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 41.1℃; Kinetics; various solvents, various temperatures;
diethyl thiophene-3,4-dicarboxylate
53229-47-3

diethyl thiophene-3,4-dicarboxylate

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol Heating; Yield given;
diethyl 2-(diethoxymethyl)succinate
70145-29-8

diethyl 2-(diethoxymethyl)succinate

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium ethylate; diethyl ether
2: toluene; phosphorus (V)-sulfide / Erwaermen des Reaktionsprodukts mit wss.-aethanol. Natronlauge
View Scheme
diethyl 2-formylbutanedioate
5472-38-8

diethyl 2-formylbutanedioate

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethanol; sulfuric acid
2: sodium ethylate; diethyl ether
3: toluene; phosphorus (V)-sulfide / Erwaermen des Reaktionsprodukts mit wss.-aethanol. Natronlauge
View Scheme
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

carbon dioxide
124-38-9

carbon dioxide

A

4-bromo-3-thiophenecarboxylic acid
16694-17-0

4-bromo-3-thiophenecarboxylic acid

B

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
With n-butyllithium In diethyl ether
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

carbon dioxide
124-38-9

carbon dioxide

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: 3,4-dibromothiophene With n-butyllithium In diethyl ether at -70.16℃; for 0.5h;
Stage #2: carbon dioxide In diethyl ether for 3h; Cooling with ether-dry ice;
2,3-Dimethylmaleic anhydride
766-39-2

2,3-Dimethylmaleic anhydride

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: toluene-4-sulfonic acid / methanol / Reflux; Inert atmosphere
2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 6 h / Inert atmosphere; Reflux
3: sodiumsulfide nonahydrate / tetrahydrofuran / 1 h / 20 °C
4: 3-chloro-benzenecarboperoxoic acid / 6 h / 20 °C
5: acetic anhydride / Inert atmosphere; Reflux
6: sodium hydroxide / water / 80 °C
View Scheme
dimethyl (Z)-2,3-dimethyl-2-butenedioate
13314-92-6

dimethyl (Z)-2,3-dimethyl-2-butenedioate

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 6 h / Inert atmosphere; Reflux
2: sodiumsulfide nonahydrate / tetrahydrofuran / 1 h / 20 °C
3: 3-chloro-benzenecarboperoxoic acid / 6 h / 20 °C
4: acetic anhydride / Inert atmosphere; Reflux
5: sodium hydroxide / water / 80 °C
View Scheme
(E/Z)-Dimethyl 2,3-bis-butenedioate
80356-26-9, 80356-27-0

(E/Z)-Dimethyl 2,3-bis-butenedioate

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodiumsulfide nonahydrate / tetrahydrofuran / 1 h / 20 °C
2: 3-chloro-benzenecarboperoxoic acid / 6 h / 20 °C
3: acetic anhydride / Inert atmosphere; Reflux
4: sodium hydroxide / water / 80 °C
View Scheme
3,4-dimethyl 2,5-dihydrothiophene-3,4-dicarboxylate
20946-32-1

3,4-dimethyl 2,5-dihydrothiophene-3,4-dicarboxylate

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / 6 h / 20 °C
2: acetic anhydride / Inert atmosphere; Reflux
3: sodium hydroxide / water / 80 °C
View Scheme
C8H10O5S

C8H10O5S

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

thiophene-3,4-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic anhydride / Inert atmosphere; Reflux
2: sodium hydroxide / water / 80 °C
View Scheme
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

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

1H,3H-thieno[3,4-c]furan-1,3-dione

Conditions
ConditionsYield
With acetic anhydride at 110℃;100%
With acetic anhydride at 140℃; for 12h;95%
With acetic anhydride93%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

thiophene-3,4-dicarboxylic acid chloride
33527-26-3

thiophene-3,4-dicarboxylic acid chloride

Conditions
ConditionsYield
With oxalyl dichloride In N,N-dimethyl-formamide; toluene at 111℃; for 2h; Schlenk technique; Inert atmosphere;96%
With thionyl chloride for 1h; Heating;
With oxalyl dichloride; N,N-dimethyl-formamide In 1,2-dichloro-ethane at 20 - 60℃; for 1.33333h; Inert atmosphere;
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

octanol
111-87-5

octanol

dioctyl thiophene-3,4-dicarboxylate
1392422-45-5

dioctyl thiophene-3,4-dicarboxylate

Conditions
ConditionsYield
With chloro-trimethyl-silane at 65℃; for 24h; Inert atmosphere;90%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

2-butyloctan-1-amine

2-butyloctan-1-amine

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

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

Conditions
ConditionsYield
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 75℃; for 2h;
Stage #2: 2-butyloctan-1-amine With dmap In 1,4-dioxane at 55 - 80℃;
88.41%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

2,5-dibromo-3,4-dicarboxylic acid thiophene
190723-12-7

2,5-dibromo-3,4-dicarboxylic acid thiophene

Conditions
ConditionsYield
Stage #1: thiophene-3,4-dicarboxylic acid With acetic acid for 0.5h; Cooling with ice;
Stage #2: With bromine at 85℃; Cooling with ice;
87.2%
With bromine; acetic acid at 20℃; for 12h;85.6%
With bromine In acetic acid80%
methanol
67-56-1

methanol

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

thiophene-3,4-dicarboxylic acid

dimethyl thiophene-3,4-dicarboxylate
4282-35-3

dimethyl thiophene-3,4-dicarboxylate

Conditions
ConditionsYield
With sulfuric acid Reflux;84%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃;23%
With sulfuric acid
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

diphenyl acetylene
501-65-5

diphenyl acetylene

4-oxo-6,7-diphenyl-4H-thieno[3,2-c]pyran-3-carboxylic acid

4-oxo-6,7-diphenyl-4H-thieno[3,2-c]pyran-3-carboxylic acid

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; tetrabutylammomium bromide In N,N-dimethyl-formamide at 100℃; for 16h; Sealed tube;82%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

[4-(hydroxymethyl)-3-thienyl]methanol
18354-73-9

[4-(hydroxymethyl)-3-thienyl]methanol

Conditions
ConditionsYield
With diisobutylaluminium hydride In tetrahydrofuran; hexane at 0 - 20℃; for 16h;77%
With diisobutylaluminium hydride
Multi-step reaction with 2 steps
1: oxalyl dichloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 1.33 h / 20 - 60 °C / Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 20 °C
2: diisobutylaluminium hydride / dichloromethane; toluene / 0.08 h / 0 °C
View Scheme
With borane-THF In tetrahydrofuran at 0 - 26℃; for 24h; Inert atmosphere;
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

N-butylamine
109-73-9

N-butylamine

5-butyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione
1428567-53-6

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

Conditions
ConditionsYield
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃; for 24h; Inert atmosphere; Schlenk technique; Molecular sieve;
Stage #2: N-butylamine In toluene for 24h; Inert atmosphere; Schlenk technique; Reflux;
Stage #3: With thionyl chloride at 88℃; Inert atmosphere; Schlenk technique;
77%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

thieno[3,4-c]pyrrole-4,6-dione
6007-82-5

thieno[3,4-c]pyrrole-4,6-dione

Conditions
ConditionsYield
Stage #1: thiophene-3,4-dicarboxylic acid With ammonium hydroxide In water Heating;
Stage #2: at 260 - 280℃;
76%
4,4'-bipyridine
553-26-4

4,4'-bipyridine

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

thiophene-3,4-dicarboxylic acid

cadmium(II) acetate dihydrate
5743-04-4

cadmium(II) acetate dihydrate

2C6H3O4S(1-)*Cd(2+)*C10H8N2

2C6H3O4S(1-)*Cd(2+)*C10H8N2

Conditions
ConditionsYield
In water at 140℃; for 120h; Sealed tube;76%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

2-n-hexyldecan-1-amine
62281-05-4

2-n-hexyldecan-1-amine

5-(2-hexyldecyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione
1355961-59-9

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

Conditions
ConditionsYield
at 220 - 250℃; Inert atmosphere; Dean-Stark;74%
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 75℃; for 2h;
Stage #2: 2-n-hexyldecan-1-amine With dmap In 1,4-dioxane at 55℃; for 20h;
Stage #3: With acetic anhydride In 1,4-dioxane at 80℃; for 4h;
66%
2-Ethylhexylamine
104-75-6

2-Ethylhexylamine

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

thiophene-3,4-dicarboxylic acid

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

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

Conditions
ConditionsYield
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: 2-Ethylhexylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride for 4h; Reflux;
73.6%
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: 2-Ethylhexylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride In toluene Reflux;
65%
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: 2-Ethylhexylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride for 4h; Reflux;
48%
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: 2-Ethylhexylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride for 12h; Reflux;
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: 2-Ethylhexylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride for 12h; Reflux;
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

Mo2(O2C(t)Bu)4
55946-68-4

Mo2(O2C(t)Bu)4

toluene
108-88-3

toluene

Mo8(O2C(t)Bu)4(μ-SC4H2-3,4-(CO2)2)6*1.9toluene

Mo8(O2C(t)Bu)4(μ-SC4H2-3,4-(CO2)2)6*1.9toluene

Conditions
ConditionsYield
In toluene under inert atm. suspn. Mo2(O2C-t-Bu)4 and SC4H2-3,4-(COOH)2 in toluene was stirred for 21 days; ppt. was centrifuged, washed with toluene and hexane and dried in vacuo;elem. anal.;70%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

W2(O2C(t)Bu)4
86728-84-9

W2(O2C(t)Bu)4

W8(O2C(t)Bu)4(μ-SC4H2-3,4-(CO2)2)6
872603-00-4

W8(O2C(t)Bu)4(μ-SC4H2-3,4-(CO2)2)6

Conditions
ConditionsYield
In toluene under inert atm. suspn. W2(O2C-t-Bu)4 and SC4H2-3,4-(COOH)2 in toluene was stirred for 28 days; ppt. was centrifuged, washed with toluene and hexane and dried in vacuo;68%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

ethanol
64-17-5

ethanol

diethyl thiophene-3,4-dicarboxylate
53229-47-3

diethyl thiophene-3,4-dicarboxylate

Conditions
ConditionsYield
With sulfuric acid Fischer-Speier Esterification; Reflux;61%
With sulfuric acid
With sulfuric acid In water Inert atmosphere;
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

n-Octylamine
111-86-4

n-Octylamine

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

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

Conditions
ConditionsYield
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: n-Octylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride for 4h; Reflux;
57%
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: n-Octylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride In toluene for 12h; Reflux;
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: n-Octylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride for 12h; Reflux;
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: n-Octylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride for 12h; Reflux;
In neat (no solvent) at 200 - 280℃; for 0.166667h;
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

n-Dodecylamine
124-22-1

n-Dodecylamine

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

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

Conditions
ConditionsYield
Stage #1: thiophene-3,4-dicarboxylic acid With acetic anhydride at 140℃;
Stage #2: n-Dodecylamine In toluene for 24h; Reflux;
Stage #3: With thionyl chloride In toluene Reflux;
55%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

cadmium(II) acetate dihydrate
5743-04-4

cadmium(II) acetate dihydrate

trans-1,2-bis(4-pyridyl)ethylene
1135-32-6

trans-1,2-bis(4-pyridyl)ethylene

C6H2O4S(2-)*C12H10N2*Cd(2+)*3H2O

C6H2O4S(2-)*C12H10N2*Cd(2+)*3H2O

Conditions
ConditionsYield
In water at 140℃; for 120h; Sealed tube;53%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

1,3-di(4-pyridyl)propane
17252-51-6

1,3-di(4-pyridyl)propane

cadmium(II) acetate dihydrate
5743-04-4

cadmium(II) acetate dihydrate

2C6H2O4S(2-)*3C13H14N2*2Cd(2+)

2C6H2O4S(2-)*3C13H14N2*2Cd(2+)

Conditions
ConditionsYield
In water at 140℃; for 120h; Sealed tube;53%
picoline
108-89-4

picoline

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

thiophene-3,4-dicarboxylic acid

N3,N4-bis(pyridin-4-ylmethyl)thiophene-3,4-dicarboxamide

N3,N4-bis(pyridin-4-ylmethyl)thiophene-3,4-dicarboxamide

Conditions
ConditionsYield
Stage #1: picoline; thiophene-3,4-dicarboxylic acid With pyridine; ammonia at 20℃; under 750.075 Torr; for 0.5h;
Stage #2: With phosphoric acid triphenyl ester for 6h; Reflux;
46%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

lanthanum(III) nitrate hexahydrate

lanthanum(III) nitrate hexahydrate

water
7732-18-5

water

3C6H2O4S(2-)*2La(3+)*3H2O

3C6H2O4S(2-)*2La(3+)*3H2O

Conditions
ConditionsYield
With piperazine at 180℃; for 73h; Autoclave;43.2%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

3,5‐bis(1‐imidazolyl)pyridine
1374155-84-6

3,5‐bis(1‐imidazolyl)pyridine

cadmium(II) acetate dihydrate
5743-04-4

cadmium(II) acetate dihydrate

{[Cd(3,4-thiophenedicarboxylate)(3,5-bis(imidazol-1’-yl)pyridine)](H2O)}n
1603817-94-2

{[Cd(3,4-thiophenedicarboxylate)(3,5-bis(imidazol-1’-yl)pyridine)](H2O)}n

Conditions
ConditionsYield
In water at 140℃; for 120h; Autoclave;43%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

methyl iodide
74-88-4

methyl iodide

dimethyl thiophene-3,4-dicarboxylate
4282-35-3

dimethyl thiophene-3,4-dicarboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 18h;40%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

1,2-bis(4'-pyridyl)ethane
4916-57-8

1,2-bis(4'-pyridyl)ethane

cadmium(II) acetate dihydrate
5743-04-4

cadmium(II) acetate dihydrate

C6H2O4S(2-)*C12H12N2*Cd(2+)*3H2O

C6H2O4S(2-)*C12H12N2*Cd(2+)*3H2O

Conditions
ConditionsYield
In water at 140℃; for 120h; Autoclave;39%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

cerium(III) nitrate hexahydrate

cerium(III) nitrate hexahydrate

water
7732-18-5

water

3C6H2O4S(2-)*3H2O*2Ce(3+)

3C6H2O4S(2-)*3H2O*2Ce(3+)

Conditions
ConditionsYield
With piperazine at 180℃; for 73h; Autoclave;28.6%
thiophene-3,4-dicarboxylic acid
4282-29-5

thiophene-3,4-dicarboxylic acid

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

1-t-Butoxycarbonylthieno<3,4-d>imidazolone
108180-68-3

1-t-Butoxycarbonylthieno<3,4-d>imidazolone

B

5,10-Dihydroxydithieno<3,4-b:3',4'-f><1,5>diazocine
108180-69-4

5,10-Dihydroxydithieno<3,4-b:3',4'-f><1,5>diazocine

C

tert-butyl {4-[(tert-butoxycarbonyl)amino]thien-3-yl}carbamate
108180-66-1

tert-butyl {4-[(tert-butoxycarbonyl)amino]thien-3-yl}carbamate

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine for 20h; Heating;A 17%
B 28%
C 5%

4282-29-5Relevant articles and documents

Low-cost synthesis and physical characterization of thieno[3,4-c]pyrrole-4, 6-dione-based polymers

Berrouard, Philippe,Dufresne, Stephane,Pron, Agnieszka,Veilleux, Justine,Leclerc, Mario

, p. 8167 - 8173,7 (2012)

The improved synthesis of thieno[3,4-c]pyrrole-4,6-dione (TPD) monomers, including Gewald thiophene ring formation, a Sandmeyer-type reaction, and neat condensation with an amine, is presented. This protocol enables faster, cheaper, and more efficient preparation of TPD units in comparison to traditional methods. Furthermore, a series of TPD homo- and pseudohomopolymers bearing various alkyl chains was synthesized via a direct heteroarylation polymerization (DHAP) procedure. UV-visible absorption and powder X-ray diffraction measurements revealed the relationship between the ratio of branched to linear alkyl chains and the optoelectronic properties of the polymers as well as their packing in the solid state.

Preparation process 2-5 - thiophene dicarboxylic acid

-

Paragraph 0030-0031; 0036-0038; 0043-0045; 0050-0051, (2021/12/07)

The invention relates to 2-5 - thiophene dicarboxylic acid preparation process comprising the following steps: preparing intermediate product 2 - aminothiophene -3, 4 -dicarboxylic acid 3 - ethyl ester 4 - methyl ester; and obtaining the final product 2 - and -3 thiophene dicarboxylic acid through the obtained intermediate product thiophene 4 - and 3 - 3 - dicarboxylic acid 4 - ethyl ester 4 -3 methyl ester, and finally obtaining the intermediate product thienothiophene 5 - 2 4 - 4 -3 diethyl 4 - carboxylate and 3 - methyl ethyl ester. The method disclosed by the invention is low in price, mild in reaction and high in yield, does not need to be purified by a silica gel column, and is very suitable for amplification production.

From Red to Green Luminescence via Surface Functionalization. Effect of 2-(5-Mercaptothien-2-yl)-8-(thien-2-yl)-5-hexylthieno[3,4- c]pyrrole-4,6-dione Ligands on the Photoluminescence of Alloyed Ag-In-Zn-S Nanocrystals

Kowalik, Patrycja,Bujak, Piotr,Wróbel, Zbigniew,Penkala, Mateusz,Kotwica, Kamil,Maroń, Anna,Pron, Adam

supporting information, p. 14594 - 14604 (2020/10/09)

A semiconducting molecule containing a thiol anchor group, namely 2-(5-mercaptothien-2-yl)-8-(thien-2-yl)-5-hexylthieno[3,4-c]pyrrole-4,6-dione (abbreviated as D-A-D-SH), was designed, synthesized, and used as a ligand in nonstoichiometric quaternary nanocrystals of composition Ag1.0In3.1Zn1.0S4.0(S6.1) to give an inorganic/organic hybrid. Detailed NMR studies indicate that D-A-D-SH ligands are present in two coordination spheres in the organic part of the hybrid: (i) inner in which the ligand molecules form direct bonds with the nanocrystal surface and (ii) outer in which the ligand molecules do not form direct bonds with the inorganic core. Exchange of the initial ligands (stearic acid and 1-aminooctadecane) for D-A-D-SH induces a distinct change of the photoluminescence. Efficient red luminescence of nanocrystals capped with initial ligands (λmax = 720 nm, quantum yield = 67%) is totally quenched and green luminescence characteristic of the ligand appears (λmax = 508 nm, quantum yield = 10%). This change of the photoluminescence mechanism can be clarified by a combination of electrochemical and spectroscopic investigations. It can be demonstrated by cyclic voltammetry that new states appear in the hybrid as a consequence of D-A-D-SH binding to the nanocrystals surface. These states are located below the nanocrystal LUMO and above its HOMO, respectively. They are concurrent to deeper donor and acceptor states governing the red luminescence. As a result, energy transfer from the nanocrystal HOMO and LUMO levels to the ligand states takes place, leading to effective quenching of the red luminescence and appearance of the green one.

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