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inquiry2,5-Thiophenedicarboxylic acid Basic information Product Name: 2,5-Thiophenedicarboxylic acid Synonyms: 2,5-DICARBOXYTHIOPHENE;2,5-THIOPHENEDICARBOXYLIC ACID;RARECHEM AL BE 0623;OTAVA-BB
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inquiryAbout Product Details
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inquiryProduct Name 2,5-Thiophenedicarboxylic acid Synonyms Thiophene-2,5-dicarboxylic acid CAS No. 4282-31-9 EINECS 224-284-2 Molecular Formula C6
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inquiryProduct Name: 2,5-Thiophenedicarboxylic acid Synonyms: 2,5-Thiophenedicarbo;Thiophene -2,5- twocarboxylic acid;2,5-Thiophenedicarboxylic Acid, 97+%;2,5-Thiophenedicarboxylic acid 99%;2,5-Thiophenedicarboxylic acid,96%;TH-2COOH;2,5-DICARBOXYTHIO
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inquirySpecification Appearance: white to light yellow crystal powder Purity:≥99% Melting point:328-330°C Fineness: Through 100 meshes. Application :. Used for the synthesis of fluorescent whitening agent. Packing 20kgs/bag Appearance:wh
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inquiryProduct name: Thiophene-2,5-Dicarboxyl Acid CAS No.:4282-31-9 Molecule Formula:C6H4O4S Molecule Weight:172.15 Purity: 97% Package: 25kg/drum Description:White or off-white powder Manufacture Standards:Enterprise Standard TESTING
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2,5-thiophenedicarbonitrile
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride for 6h; Heating; | 79% |
Conditions | Yield |
---|---|
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
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol for 2h; Heating; | 70% |
With potassium hydroxide |
Conditions | Yield |
---|---|
With n-butyllithium; carbon dioxide In tetrahydrofuran; water | 60% |
With diethyl ether; phenyllithium Behandeln des Reaktionsgemisches mit festem Kohlendioxid; |
methanol
2,5-dibromothiophen
carbon monoxide
A
Thiophene-2,5-dicarboxylic acid
B
Dimethyl thiophene-2,5-dicarboxylate
Conditions | Yield |
---|---|
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
carbon monoxide
A
Thiophene-2,5-dicarboxylic acid
B
Dimethyl thiophene-2,5-dicarboxylate
Conditions | Yield |
---|---|
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
carbon dioxide
A
5-bromothiophene-2-carboxylic acid
B
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
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
n-pentylsodium
sodium tert-pentoxide
methylammonium carbonate
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
aufeinanderfolgender Umsetzung; |
thiophene
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With n-heptane; n-pentylsodium; sodium tert-pentoxide anschliessend Behandeln mit festem Kohlendioxid; |
Conditions | Yield |
---|---|
With alkaline permanganate solution |
2-Acetyl-5-methylthiophen
A
2-methylthiophene-5-carboxylic acid
B
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide; potassium permanganate Behandeln des Reaktionsprodukts mit wss. Wasserstoffperoxid; |
2-Acetyl-5-methylthiophen
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With alkaline permanganate solution | |
With sodium hydroxide; potassium permanganate Oxidation; |
2,5-bis-chloromethyl-thiophene
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide; potassium permanganate | |
With potassium permanganate; acetone |
Conditions | Yield |
---|---|
With sodium ethanolate Abdampfen der mit Wasser versetzten Mischung und Ansaeuern mit Salzsaeure; |
1-(5-ethyl-thiophen-2-yl)-ethanone
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With alkaline permanganate solution |
thiophene
carbon dioxide
A
2-thiophenylcarboxylic acid
B
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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
carbon dioxide
A
Thiophene-2,5-dicarboxylic acid
B
thiophene-2,3-dicarboxylic acid
Conditions | Yield |
---|---|
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; |
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With nitric acid |
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With alkaline permanganate solution |
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With alkaline permanganate solution |
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
With potassium cyanide Verseifen durch Kochen mit alkoh. Kali; |
Conditions | Yield |
---|---|
With cadmium catalyst unter Kohlendioxid; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: petroleum ether; aluminium chloride 2: alkaline permanganate solution View Scheme |
Conditions | Yield |
---|---|
With sulfuric acid In water at 60℃; for 2h; Large scale; | 1679 g |
Thiophene-2,5-dicarboxylic acid
ethanol
2,5‐diethyl thiophene‐2,5‐dicarboxylate
Conditions | Yield |
---|---|
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
Thiophene-2,5-dicarboxylic acid
Dimethyl thiophene-2,5-dicarboxylate
Conditions | Yield |
---|---|
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
Thiophene-2,5-dicarboxylic acid
1,2-dihydroxybutane
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With boric acid In toluene at 170 - 240℃; Solvent; Temperature; Inert atmosphere; | 98.7% |
1,4-diaza-bicyclo[2.2.2]octane
Thiophene-2,5-dicarboxylic acid
ethylene glycol
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In ethanol for 2h; Reflux; | 97.9% |
Conditions | Yield |
---|---|
In toluene for 24h; Reflux; water segregator; | 96% |
1,4-diaza-bicyclo[2.2.2]octane
propylene glycol
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
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
Thiophene-2,5-dicarboxylic acid
1,2-pentanediol
Conditions | Yield |
---|---|
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
Thiophene-2,5-dicarboxylic acid
cobalt(II) diacetate tetrahydrate
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With acetic acid In ethanol at 20℃; for 120 - 168h; pH=4 - 5; | 94% |
Conditions | Yield |
---|---|
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
3-amino-4-hydroxytoluene
5,5'-dimethyl-2,2'-thiophene-2,5-diyl-bis-benzooxazole
Conditions | Yield |
---|---|
With boric acid; tin(ll) chloride In 1,2-dichloro-benzene at 220℃; for 24h; Inert atmosphere; Dean-Stark; | 94% |
Conditions | Yield |
---|---|
In toluene for 24h; Reflux; water segregator; | 93% |
Thiophene-2,5-dicarboxylic acid
(2S)-2-phenylglycinol
(+)-2,5-bis[4'-(S)-phenyloxazolin-2'-yl]thiophene
Conditions | Yield |
---|---|
In toluene for 24h; Reflux; water segregator; | 93% |
Thiophene-2,5-dicarboxylic acid
N,0-dimethylhydroxylamine
N2,N5-dimethoxy-N2,N5-dimethylthiophene-2,5-dicarboxamide
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
With 3-ethyl-1-methyl-1H-imidazol-3-ium bromide In acetonitrile at 160℃; for 72h; Reagent/catalyst; Autoclave; | 92% |
Conditions | Yield |
---|---|
In toluene for 24h; Reflux; water segregator; | 91% |
Thiophene-2,5-dicarboxylic acid
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
at 120℃; for 72h; | 90% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 135℃; for 24h; | 90% |
Thiophene-2,5-dicarboxylic acid
cobalt(II) diacetate tetrahydrate
N,N’-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)methanamine)
Conditions | Yield |
---|---|
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
2-amino-phenol
2,2'-thiophene-2,5-diylbis(benzoxazole)
Conditions | Yield |
---|---|
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
(S)-tert-leucinol
Conditions | Yield |
---|---|
In toluene for 24h; Reflux; water segregator; | 89% |
Conditions | Yield |
---|---|
at 120℃; for 120h; High pressure; | A 89% B n/a |
formic acid
Thiophene-2,5-dicarboxylic acid
zirconium(IV) chloride
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 120℃; for 48h; Sonication; | 89% |
formic acid
Thiophene-2,5-dicarboxylic acid
zirconium(IV) chloride
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 80℃; for 48h; | 89% |
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