Product Name

  • Name

    2,5-Thiophenedicarboxylic acid

  • EINECS 224-284-2
  • CAS No. 4282-31-9
  • Article Data42
  • CAS DataBase
  • Density 1.655 g/cm3
  • 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
  • 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;
  • PSA 102.84000
  • LogP 1.14450

Synthetic route

2,5-thiophenedicarbonitrile
18853-40-2

2,5-thiophenedicarbonitrile

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

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

Adipic acid

Thiophene-2,5-dicarboxylic 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%
2,5‐diethyl thiophene‐2,5‐dicarboxylate
61755-85-9

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

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 2h; Heating;70%
With potassium hydroxide
2,5-diiodothiophene
625-88-7

2,5-diiodothiophene

Thiophene-2,5-dicarboxylic acid
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;
methanol
67-56-1

methanol

2,5-dibromothiophen
3141-27-3

2,5-dibromothiophen

carbon monoxide
201230-82-2

carbon monoxide

A

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

B

Dimethyl thiophene-2,5-dicarboxylate
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%
2,5-dibromothiophen
3141-27-3

2,5-dibromothiophen

carbon monoxide
201230-82-2

carbon monoxide

A

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

B

Dimethyl thiophene-2,5-dicarboxylate
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%
2,5-dibromothiophen
3141-27-3

2,5-dibromothiophen

carbon dioxide
124-38-9

carbon dioxide

A

5-bromothiophene-2-carboxylic acid
7311-63-9

5-bromothiophene-2-carboxylic acid

B

Thiophene-2,5-dicarboxylic acid
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%
thiophene
188290-36-0

thiophene

n-pentylsodium
1822-71-5

n-pentylsodium

sodium tert-pentoxide
14593-46-5

sodium tert-pentoxide

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

methylammonium carbonate

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
aufeinanderfolgender Umsetzung;
thiophene
188290-36-0

thiophene

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With n-heptane; n-pentylsodium; sodium tert-pentoxide anschliessend Behandeln mit festem Kohlendioxid;
2,5-DIMETHYLTHIOPHENE
638-02-8

2,5-DIMETHYLTHIOPHENE

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With alkaline permanganate solution
2-Acetyl-5-methylthiophen
13679-74-8

2-Acetyl-5-methylthiophen

A

2-methylthiophene-5-carboxylic acid
1918-79-2

2-methylthiophene-5-carboxylic acid

B

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide; potassium permanganate Behandeln des Reaktionsprodukts mit wss. Wasserstoffperoxid;
2-Acetyl-5-methylthiophen
13679-74-8

2-Acetyl-5-methylthiophen

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With alkaline permanganate solution
With sodium hydroxide; potassium permanganate Oxidation;
2,5-bis-chloromethyl-thiophene
28569-48-4

2,5-bis-chloromethyl-thiophene

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide; potassium permanganate
With potassium permanganate; acetone
Glyoxal
131543-46-9

Glyoxal

diethyl thioglycolate
925-47-3

diethyl thioglycolate

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With sodium ethanolate Abdampfen der mit Wasser versetzten Mischung und Ansaeuern mit Salzsaeure;
1-(5-ethyl-thiophen-2-yl)-ethanone
18761-46-1

1-(5-ethyl-thiophen-2-yl)-ethanone

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With alkaline permanganate solution
thiophene
188290-36-0

thiophene

carbon dioxide
124-38-9

carbon dioxide

A

2-thiophenylcarboxylic acid
527-72-0

2-thiophenylcarboxylic acid

B

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With n-butyllithium 1.) methylcyclohexane, THF, from 0 deg C to 25 deg C, 20 h, 2.) methylcyclohexane, THF, ether; Yield given. Multistep reaction. Yields of byproduct given;
2,5-dibromothiophen
3141-27-3

2,5-dibromothiophen

carbon dioxide
124-38-9

carbon dioxide

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With n-butyllithium 1. THF/-50 - -55 deg C; Yield given. Multistep reaction;
Stage #1: 2,5-dibromothiophen With iodine; magnesium In tetrahydrofuran; 1,4-dioxane at 60℃; for 4h; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran; 1,4-dioxane Solvent; Temperature;
2-thiophenylcarboxylic acid
527-72-0

2-thiophenylcarboxylic acid

carbon dioxide
124-38-9

carbon dioxide

A

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

B

thiophene-2,3-dicarboxylic acid
1451-95-2

thiophene-2,3-dicarboxylic acid

Conditions
ConditionsYield
With n-butyllithium 1.) THF/hexane, -78 deg C, 30 min, 2.) THF/hexane, -78 -> -10 deg C; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
5-chloromethyl-thiophene-2-carboxylic acid ethyl ester

5-chloromethyl-thiophene-2-carboxylic acid ethyl ester

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With nitric acid
5-ethyl-thiophene-carboxylic acid-(2)

5-ethyl-thiophene-carboxylic acid-(2)

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With alkaline permanganate solution
5-methyl-thiophene-carboxylic acid-(2)

5-methyl-thiophene-carboxylic acid-(2)

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With alkaline permanganate solution
potassium salt of/the/ thiophene-disulfonic acid-(2.4)

potassium salt of/the/ thiophene-disulfonic acid-(2.4)

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With potassium cyanide Verseifen durch Kochen mit alkoh. Kali;
potassium-salt of/the/ thiophene-2-carboxylic acid

potassium-salt of/the/ thiophene-2-carboxylic acid

A

thiophene
188290-36-0

thiophene

B

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With cadmium catalyst unter Kohlendioxid;
2-ethylthiophene
872-55-9

2-ethylthiophene

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: petroleum ether; aluminium chloride
2: alkaline permanganate solution
View Scheme
Dimethyl thiophene-2,5-dicarboxylate
4282-34-2

Dimethyl thiophene-2,5-dicarboxylate

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Conditions
ConditionsYield
With sulfuric acid In water at 60℃; for 2h; Large scale;1679 g
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

ethanol
64-17-5

ethanol

2,5‐diethyl thiophene‐2,5‐dicarboxylate
61755-85-9

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

Conditions
ConditionsYield
With sulfuric acid Reflux;100%
With sulfuric acid for 120h; Reflux;90%
With graphene oxide at 100℃; for 24h;67%
With sulfuric acid at 85℃; for 72h; Inert atmosphere;3.2 g
for 6h; Reflux;
methanol
67-56-1

methanol

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

Dimethyl thiophene-2,5-dicarboxylate
4282-34-2

Dimethyl thiophene-2,5-dicarboxylate

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 3h; Heating / reflux;99.9%
With thionyl chloride Reflux;99%
With thionyl chloride Reflux;99%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

[Zn12(thiophene-2,5-dicarboxylic acid)6(1,2-butanediol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

[Zn12(thiophene-2,5-dicarboxylic acid)6(1,2-butanediol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

Conditions
ConditionsYield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; Thiophene-2,5-dicarboxylic acid; zinc(II) nitrate hexahydrate In N,N-dimethyl-formamide for 1h;
Stage #2: 1,2-dihydroxybutane In N,N-dimethyl-formamide at 130℃; for 48h; Sealed tube;
99%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

2-amino-4-tert-butylphenol
1199-46-8

2-amino-4-tert-butylphenol

Uvitex OB
7128-64-5

Uvitex OB

Conditions
ConditionsYield
With boric acid In toluene at 170 - 240℃; Solvent; Temperature; Inert atmosphere;98.7%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

ethylene glycol
107-21-1

ethylene glycol

[Zn12(thiophene-2,5-dicarboxylic acid)6(ethylene glycol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

[Zn12(thiophene-2,5-dicarboxylic acid)6(ethylene glycol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

Conditions
ConditionsYield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; Thiophene-2,5-dicarboxylic acid; zinc(II) nitrate hexahydrate In N,N-dimethyl-formamide for 1h;
Stage #2: ethylene glycol In N,N-dimethyl-formamide at 130℃; for 48h; Sealed tube;
98%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

benzoguanamine
91-76-9

benzoguanamine

C15H11N5O3S

C15H11N5O3S

Conditions
ConditionsYield
In ethanol for 2h; Reflux;97.9%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

(S)-2-aminobutan-1-ol
5856-62-2

(S)-2-aminobutan-1-ol

(-)-2,5-bis[4'-(S)-ethyloxazolin-2'-yl]thiophene

(-)-2,5-bis[4'-(S)-ethyloxazolin-2'-yl]thiophene

Conditions
ConditionsYield
In toluene for 24h; Reflux; water segregator;96%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

propylene glycol
57-55-6

propylene glycol

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

[Zn12(thiophene-2,5-dicarboxylic acid)6(1,2-propanediol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

[Zn12(thiophene-2,5-dicarboxylic acid)6(1,2-propanediol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

Conditions
ConditionsYield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; Thiophene-2,5-dicarboxylic acid; zinc(II) nitrate hexahydrate In N,N-dimethyl-formamide for 1h;
Stage #2: propylene glycol In N,N-dimethyl-formamide at 130℃; for 48h; Sealed tube;
96%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

1,2-pentanediol
5343-92-0

1,2-pentanediol

[Zn12(thiophene-2,5-dicarboxylic acid)6(1,2-pentanediol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

[Zn12(thiophene-2,5-dicarboxylic acid)6(1,2-pentanediol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

Conditions
ConditionsYield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; Thiophene-2,5-dicarboxylic acid; zinc(II) nitrate hexahydrate In N,N-dimethyl-formamide for 1h;
Stage #2: 1,2-pentanediol In N,N-dimethyl-formamide at 130℃; for 48h; Sealed tube;
96%
N,N’,N’’,N’’’-tetrakis(2-pyridylmethyl)-1,6-diaminohexane
190773-57-0

N,N’,N’’,N’’’-tetrakis(2-pyridylmethyl)-1,6-diaminohexane

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

cobalt(II) diacetate tetrahydrate
6147-53-1

cobalt(II) diacetate tetrahydrate

poly{[Co2(thiophene-2,5-dicarboxylato)2(N,N’,N’’,N’’’-tetrakis(2-pyridylmethyl)-1,6-diaminohexane)]·H2O}

poly{[Co2(thiophene-2,5-dicarboxylato)2(N,N’,N’’,N’’’-tetrakis(2-pyridylmethyl)-1,6-diaminohexane)]·H2O}

Conditions
ConditionsYield
Stage #1: N,N’,N’’,N’’’-tetrakis(2-pyridylmethyl)-1,6-diaminohexane; cobalt(II) diacetate tetrahydrate In methanol at 20℃;
Stage #2: Thiophene-2,5-dicarboxylic acid In methanol at 20℃;
96%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

tungsten 2,2-dimethylpropionate

tungsten 2,2-dimethylpropionate

[((pivalate)3W2)2(2,5-thienyldicarboxylate)]

[((pivalate)3W2)2(2,5-thienyldicarboxylate)]

Conditions
ConditionsYield
In toluene C4H2S(COOH)2 added to soln. of W2((CH3)3CCOO)4 in toluene; soln. stirredfor 7-10 d at rt; precipitate filtered off; detd. by elem. anal.;95%
In toluene under Ar atm. to soln. (W2(O2C(t)Bu)4) in toluene 2,5-Th(COOH)2 was added and stirred at room temp. for 5-10 days; ppt. was filtered, washed with toluene and hexane, and dried in vacuo; elem. anal.;95%
pyridine
110-86-1

pyridine

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

bismuth (III) nitrate pentahydrate

bismuth (III) nitrate pentahydrate

2C6H2O4S(2-)*2.5H2O*Bi(3+)*C5H5N*H(1+)

2C6H2O4S(2-)*2.5H2O*Bi(3+)*C5H5N*H(1+)

Conditions
ConditionsYield
With acetic acid In ethanol at 20℃; for 120 - 168h; pH=4 - 5;94%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

glycerol
56-81-5

glycerol

[Zn12(thiophene-2,5-dicarboxylic acid)6(glycerol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

[Zn12(thiophene-2,5-dicarboxylic acid)6(glycerol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

Conditions
ConditionsYield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; Thiophene-2,5-dicarboxylic acid; zinc(II) nitrate hexahydrate In N,N-dimethyl-formamide for 1h;
Stage #2: glycerol In N,N-dimethyl-formamide at 130℃; for 48h; Sealed tube;
94%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

5,5'-dimethyl-2,2'-thiophene-2,5-diyl-bis-benzooxazole
3723-19-1

5,5'-dimethyl-2,2'-thiophene-2,5-diyl-bis-benzooxazole

Conditions
ConditionsYield
With boric acid; tin(ll) chloride In 1,2-dichloro-benzene at 220℃; for 24h; Inert atmosphere; Dean-Stark;94%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(+)-2,5-bis[4'-(S)-benzyloxazolin-2'-yl]thiophene

(+)-2,5-bis[4'-(S)-benzyloxazolin-2'-yl]thiophene

Conditions
ConditionsYield
In toluene for 24h; Reflux; water segregator;93%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

(2S)-2-phenylglycinol
20989-17-7

(2S)-2-phenylglycinol

(+)-2,5-bis[4'-(S)-phenyloxazolin-2'-yl]thiophene
1259933-47-5

(+)-2,5-bis[4'-(S)-phenyloxazolin-2'-yl]thiophene

Conditions
ConditionsYield
In toluene for 24h; Reflux; water segregator;93%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

N,0-dimethylhydroxylamine
1117-97-1

N,0-dimethylhydroxylamine

N2,N5-dimethoxy-N2,N5-dimethylthiophene-2,5-dicarboxamide
821797-87-9

N2,N5-dimethoxy-N2,N5-dimethylthiophene-2,5-dicarboxamide

Conditions
ConditionsYield
Stage #1: Thiophene-2,5-dicarboxylic acid; N,0-dimethylhydroxylamine In toluene at 0℃; for 0.166667h;
Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h;
92%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

2-(5-{6-[5-(pyrazin-2-yl)-1H-1,2,4-triazol-3-yl]-pyridin-2-yl}-1H-1,2,4-triazol-3-yl)pyrazine
1349082-74-1

2-(5-{6-[5-(pyrazin-2-yl)-1H-1,2,4-triazol-3-yl]-pyridin-2-yl}-1H-1,2,4-triazol-3-yl)pyrazine

water
7732-18-5

water

{[Mn2(ptptp)(Hbtc)(H2O)2]·2H2O}n

{[Mn2(ptptp)(Hbtc)(H2O)2]·2H2O}n

Conditions
ConditionsYield
With 3-ethyl-1-methyl-1H-imidazol-3-ium bromide In acetonitrile at 160℃; for 72h; Reagent/catalyst; Autoclave;92%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

(S)-valinol
2026-48-4

(S)-valinol

(-)-2,5-bis[4'-(S)-isopropyloxazolin-2'-yl]thiophene

(-)-2,5-bis[4'-(S)-isopropyloxazolin-2'-yl]thiophene

Conditions
ConditionsYield
In toluene for 24h; Reflux; water segregator;91%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

dimolybdenum tetrapivalate

dimolybdenum tetrapivalate

[((pivalate)3Mo2)2(2,5-thienyldicarboxylate)]

[((pivalate)3Mo2)2(2,5-thienyldicarboxylate)]

Conditions
ConditionsYield
In toluene C4H2S(COOH)2 added to soln. of Mo2((CH3)3CCOO)4 in toluene; soln. stirred for 7-10 d at rt; precipitate filtered off; detd. by elem. anal., MALDI;90%
In toluene under Ar atm. to soln. (Mo2(O2C(t)Bu)4) in toluene 2,5-Th(COOH)2 was added and stirred at room temp. for 5-10 days; ppt. was filtered; elem. anal.;90%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

water
7732-18-5

water

Mn2(thiophene-2,5-dicarboxylate)2(H2O)3

Mn2(thiophene-2,5-dicarboxylate)2(H2O)3

Conditions
ConditionsYield
With NH3*H2O In water High Pressure; mixt. of MnCl2*4H2O, thiohene-2,5-dicarboxylic acid, H2O adjusted to pH 7.4 by aq. soln. of NH3*H2O, placed in autoclave, heated at 110°Cfor 3 d, slow cooled to room temp.; ppt. filtered, washed with H2O; elem. anal.;90%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

water
7732-18-5

water

Co2(thiophene-2,5-dicarboxylate)2(H2O)3

Co2(thiophene-2,5-dicarboxylate)2(H2O)3

Conditions
ConditionsYield
With NH3*H2O In water High Pressure; mixt. of CoCl2*6H2O, thiohene-2,5-dicarboxylic acid, H2O adjusted to pH 7.4 by aq. soln. of NH3*H2O, placed in autoclave, heated at 110°Cfor 3 d, slow cooled to room temp.; ppt. filtered, washed with H2O; elem. anal.;90%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

2,5-bis(4-(pyridine-4-yl)phenyl)thiazolo[5,4-d]thiazole

2,5-bis(4-(pyridine-4-yl)phenyl)thiazolo[5,4-d]thiazole

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

N,N-dimethyl-formamide

[Zn2(2,5-bis(4-(pyridine-4-yl)phenyl)thiazolo[5,4-d]thiazole)2(2,5-thiophene dicarboxylate)2]n*2DMF

[Zn2(2,5-bis(4-(pyridine-4-yl)phenyl)thiazolo[5,4-d]thiazole)2(2,5-thiophene dicarboxylate)2]n*2DMF

Conditions
ConditionsYield
at 120℃; for 72h;90%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

aluminum(III) sulphate octadecahydrate

aluminum(III) sulphate octadecahydrate

water
7732-18-5

water

[Al(μ-OH)(2,5-thiophenedicarboxylate)]

[Al(μ-OH)(2,5-thiophenedicarboxylate)]

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 135℃; for 24h;90%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

cobalt(II) diacetate tetrahydrate
6147-53-1

cobalt(II) diacetate tetrahydrate

N,N’-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)methanamine)
263713-26-4

N,N’-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)methanamine)

poly{[Co2(thiophene-2,5-dicarboxylato)2(N,N’-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)methanamine))]·6H2O}

poly{[Co2(thiophene-2,5-dicarboxylato)2(N,N’-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)methanamine))]·6H2O}

Conditions
ConditionsYield
Stage #1: cobalt(II) diacetate tetrahydrate; N,N’-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)methanamine) In methanol at 20℃;
Stage #2: Thiophene-2,5-dicarboxylic acid In methanol at 20℃;
90%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

2-amino-phenol
95-55-6

2-amino-phenol

2,2'-thiophene-2,5-diylbis(benzoxazole)
2866-43-5

2,2'-thiophene-2,5-diylbis(benzoxazole)

Conditions
ConditionsYield
With boric acid; tin(ll) chloride In 1,2-dichloro-benzene at 220℃; for 24h; Inert atmosphere; Dean-Stark;89.23%
Stage #1: Thiophene-2,5-dicarboxylic acid; 2-amino-phenol at 150℃; for 2h; Inert atmosphere;
Stage #2: With ammonia In water at 20℃; pH=~ 10 - 11; Cooling with cold water;
5.5%
With boric acid In 1-methyl-pyrrolidin-2-one; toluene at 20 - 185℃; for 13h;
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

(S)-tert-leucinol
112245-13-3

(S)-tert-leucinol

(+)-2,5-bis[4'-(S)-tert-butyloxazolin-2'-yl]thiophene

(+)-2,5-bis[4'-(S)-tert-butyloxazolin-2'-yl]thiophene

Conditions
ConditionsYield
In toluene for 24h; Reflux; water segregator;89%
Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

ISOPROPYLAMIDE
563-83-7

ISOPROPYLAMIDE

A

Mn2(2,5-thiophenedicarboxylate)2(N,N-dimethylacetamide)2

Mn2(2,5-thiophenedicarboxylate)2(N,N-dimethylacetamide)2

B

Mn2(2,5-thiophenedicarboxylate)2(acetate)*(dimethylammonium)

Mn2(2,5-thiophenedicarboxylate)2(acetate)*(dimethylammonium)

Conditions
ConditionsYield
at 120℃; for 120h; High pressure;A 89%
B n/a
formic acid
64-18-6

formic acid

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

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

N,N-dimethyl-formamide

[Zr6O6(OH)2(2,5-thiophenedicarboxylate)4(formate)2(N,Ndimethylformamide)*(H2O)5]

[Zr6O6(OH)2(2,5-thiophenedicarboxylate)4(formate)2(N,Ndimethylformamide)*(H2O)5]

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 120℃; for 48h; Sonication;89%
formic acid
64-18-6

formic acid

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

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

N,N-dimethyl-formamide

Zr6O6(OH)2(2,5-thiophenedicarboxylate)4(HCOO)2(DMF)2

Zr6O6(OH)2(2,5-thiophenedicarboxylate)4(HCOO)2(DMF)2

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 80℃; for 48h;89%

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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