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2,5-Thiophenedicarboxylic acid

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Name

2,5-Thiophenedicarboxylic acid

EINECS 224-284-2
CAS No. 4282-31-9 Density 1.655 g/cm3
PSA 102.84000 LogP 1.14450
Solubility Very soluble in water. Melting Point >300 °C(lit.)
Formula C6H4O4S Boiling Point 444.6 °C at 760 mmHg
Molecular Weight 172.161 Flash Point 222.7 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 4282-31-9 (2,5-Thiophenedicarboxylic acid) Hazard Symbols IrritantXi
Synonyms

2,5-Dicarboxythiophene;NSC 81789;Thiophene-2,5-dicarboxylic acid;

Article Data 42

2,5-Thiophenedicarboxylic acid Synthetic route

18853-40-2

2,5-thiophenedicarbonitrile

4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride for 6h; Heating;79%
124-04-9

Adipic acid

4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: Adipic acid With dmap; thionyl chloride at 78 - 81℃; for 3.5h; Large scale;
Stage #2: With sodium hydroxide In water at 70 - 72℃; for 2h; pH=9.3 - 10; Reagent/catalyst; Temperature; pH-value; Large scale;
75.58%
61755-85-9

2,5‐diethyl thiophene‐2,5‐dicarboxylate

4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 2h; Heating;70%
With potassium hydroxide
625-88-7

2,5-diiodothiophene

4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With n-butyllithium; carbon dioxide In tetrahydrofuran; water60%
With diethyl ether; phenyllithium Behandeln des Reaktionsgemisches mit festem Kohlendioxid;
67-56-1

methanol

3141-27-3

2,5-dibromothiophen

201230-82-2

carbon monoxide

A

4282-31-9

Thiophene-2,5-dicarboxylic acid

B

4282-34-2

Dimethyl thiophene-2,5-dicarboxylate

Conditions
ConditionsYield
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 54h; Irradiation;A 17%
B 55%
3141-27-3

2,5-dibromothiophen

201230-82-2

carbon monoxide

A

4282-31-9

Thiophene-2,5-dicarboxylic acid

B

4282-34-2

Dimethyl thiophene-2,5-dicarboxylate

Conditions
ConditionsYield
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 54h; Irradiation;A 17%
B 55%
3141-27-3

2,5-dibromothiophen

124-38-9

carbon dioxide

A

7311-63-9

5-bromothiophene-2-carboxylic acid

B

4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2,5-dibromothiophen; carbon dioxide With tert.-butyl lithium In pentane at -70℃; Inert atmosphere;
Stage #2: With sulfuric acid; water In pentane at 20℃; Inert atmosphere;
A 34%
B 5%
188290-36-0

thiophene

1822-71-5

n-pentylsodium

14593-46-5

sodium tert-pentoxide

15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
aufeinanderfolgender Umsetzung;
188290-36-0

thiophene

4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With n-heptane; n-pentylsodium; sodium tert-pentoxide anschliessend Behandeln mit festem Kohlendioxid;
638-02-8

2,5-DIMETHYLTHIOPHENE

4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With alkaline permanganate solution

2,5-Thiophenedicarboxylic acid Chemical Properties

Empirical Formula: C6H4O4S
Molecular Weight: 172.1586 
Index of Refraction: 1.662
Molar Refractivity: 38.49 cm3
Molar Volume: 103.9 cm3
Surface Tension: 83.9 dyne/cm
Density: 1.655 g/cm3
Flash Point: 222.7 °C
Enthalpy of Vaporization: 74.03 kJ/mol
Boiling Point: 444.6 °C at 760 mmHg
Vapour Pressure: 1.1E-08 mmHg at 25 °C
Melting point: >300 °C(lit.)
Appearance: White to light yellow crystal powder
Structure of 2,5-Thiophenedicarboxylic acid (CAS NO.4282-31-9):
                        
Product Category of 2,5-Thiophenedicarboxylic acid (CAS NO.4282-31-9): Thiophenes;Thiophens;Functional Materials;Reagents for Conducting Polymer Research;Thiophene Derivatives (for Conduting Polymer Research);Thiophen;Heterocyclic Building Blocks

2,5-Thiophenedicarboxylic acid Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.

2,5-Thiophenedicarboxylic acid Specification

 2,5-Thiophenedicarboxylic acid , its cas register number is 4282-31-9. It also can be called Thiophene-2,5-dicarboxylic acid ; and NSC 81789 . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately. Notes to physician: Treat supportively and symptomatically.
In addition, 2,5-Thiophenedicarboxylic acid (CAS NO.4282-31-9) is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: Carbon monoxide, carbon dioxide, sulfur oxides (SOx), including sulfur oxide and sulfur dioxide.

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