3,4-dihydroxy-2,5-dicarboxylic acid thiophene | 14282-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3,4-dihydroxy-2,5-dicarboxylic acid thiophene
• 英文别名: 3,4-dihydroxy-thiophene-2,5-dicarboxylic acid；3,4-Dihydroxy-thiophen-2,5-dicarbonsaeure；3,4-Dihydroxy-thiophen-dicarbonsaeure-(2,5)；3,4-Dihydroxythiophene-2,5-dicarboxylic acid
• CAS: 14282-58-7
• 化学式: C₆H₄O₆S
• 分子量: 204.16
• InChiKey: YJQSEUFVWQCHCP-UHFFFAOYSA-N

物化性质

• 熔点：
  192 °C
• 沸点：
  510.9±50.0 °C(Predicted)
• 密度：
  2.024±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  143
• 氢给体数：
  4
• 氢受体数：
  7

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  3,4-dihydroxy-2,5-dicarboxylic acid thiophene 生成 噻吩-3,4-二醇
  参考文献：
  名称：

  潜在抗癌药的合成—Ⅰ：取代噻吩的合成

  摘要：

  鉴于噻吩-2，5-二甲基二羧酸的抗癌活性，制备了该酸的一系列衍生物。从2，5-二氯甲基噻吩开始，制备噻吩-2，5-二醛，噻吩-2，5-二甲基烯基-硫脲鎓二氯化物，制备了2，5-二巯基甲基噻吩。3,4-二羟基噻吩，一种邻苯二酚的噻吩异构体，是通过将2，5-二甲基☐y-3,4-二羟基噻吩去甲酰基化而制得的。在所报道的化合物中，上述二硫代尿nium盐被证明对大鼠的吉田肉瘤具有很高的活性。

  DOI：

  10.1016/0040-4020(67)80079-6
• 作为产物：
  描述：

  3,4-二羟基噻吩-2,5-二甲酸二乙酯 在 sodium acetate 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.5h， 以0.7 g的产率得到3,4-dihydroxy-2,5-dicarboxylic acid thiophene
  参考文献：
  名称：

  JP5998836

  摘要：

  公开号：

文献信息

• New thiophenes and polymers derived therefrom
  申请人：AGFA-GEVAERT

  公开号：US20030055130A1

  公开（公告）日：2003-03-20

  A thiophene compound represented by formula (I): 1 in which: A represents a C2-C5 alkylene bridge; R represents a stereoselectively substituted, linear or branched C2-C24 alkyl, C3-C18 cycloalkyl, C1-C18 alkoxy or polyethyleneoxide group, optionally substituted with at least one substituent selected from the group consisting of an alcohol, amide, ether, ester or sulfonate group; or an optionally substituted aryl group having at least one chiral centre substituted at said C2-C5 alkylene bridge; polymers derived therefrom; a process for polymerizing a thiophene according to formula (I), optionally chemically or electrochemically; and dispersions, pastes and layers containing polymers derived therefrom.

  一种由式（I）表示的噻吩化合物： 其中： A代表C2-C5烷基桥； R代表立体选择性取代的线性或支链C2-C24烷基，C3-C18环烷基，C1-C18烷氧基或聚乙二醇基团，可选择地取代至少一种取代基，所述取代基选自醇、酰胺、醚、酯或磺酸基团的群；或在所述C2-C5烷基桥上取代至少一个手性中心的可选择地取代的芳基基团；由此派生的聚合物；一种根据式（I）聚合噻吩的过程，可选择化学或电化学；以及含有由此派生的聚合物的分散液、浆糊和层。
• 3,4-Alkylenedioxythiophene compounds and polymers thereof
  申请人：AGFA-GEVAERT

  公开号：US20040072987A1

  公开（公告）日：2004-04-15

  A thiophene compound represented by formula (I): 1 wherein A represents a C 1-5 -alkylene bridge substituted with at least one fluorine atom and/or at least one alkyl group substituted with a fluorine-containing-group; polymers containing monomeric units of a thiophene compound represented by formula (I); a process for preparing polymers containing monomeric units of a thiophene compound represented by formula (I), optionally chemically or electrochemically; and solutions, dispersions, pastes and layers containing such polymers.

  一种由式(I)表示的噻吩化合物：其中A代表取代有至少一个氟原子和/或至少一个含氟基团取代的C1-5-烷基桥；包含式(I)表示的噻吩化合物单体单位的聚合物；制备包含式(I)表示的噻吩化合物单体单位的聚合物的过程，可以选择化学或电化学方法；以及含有这种聚合物的溶液、分散液、糊状物和层。
• Process for preparing a 2- hydroxymethyl-2,3-dihydro-thieno(3,4-B)(1,4) dioxine-5,7-dicarboxylic acid diester
  申请人：AGFA-GEVAERT

  公开号：US20030216585A1

  公开（公告）日：2003-11-20

  A process for preparing a 2-hydroxymethyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid diester comprising the reaction of the alkali salt of 3,4-dihydroxythiophene-2,5-dicarboxylic acid diester and epihalohydrin in a molar ratio in the range of 1.01 to 1.4 in a polar solvent or mixture of polar solvents at a temperature between −20° C. to the boiling point of the polar solvent or polar solvent mixture.

  一种制备2-羟甲基-2,3-二氢噻吩[3,4-b][1,4]二噁烷-5,7-二羧酸二酯的方法，包括在极性溶剂或极性溶剂混合物中将3,4-二羟基噻吩-2,5-二羧酸二酯的碱盐与环氧卤代丙烷在摩尔比在1.01至1.4的范围内反应，在温度范围为-20°C至极性溶剂或极性溶剂混合物的沸点之间。
• Process for preparing an aqueous or non-aqueous solution or dispersion of a polythiophene or thiophene copolymer
  申请人：Louwet Frank

  公开号：US20050245723A1

  公开（公告）日：2005-11-03

  A process for preparing an aqueous or non-aqueous solution or dispersion of a polythiophene or thiophene copolymer, containing structural units according to formula (I): in which R 1 and R 2 independently of one another represent hydrogen or a C 1-5 -alkyl group or together form an optionally substituted C 1-5 -alkylene residue, comprising the step of: preparing the polythiophene or thiophene copolymer with an initiator in a reaction is medium in the presence of polyanions under oxidizing or reducing conditions under an inert atmosphere such that when said initiator is added less than 3 mg of oxygen per litre of the reaction medium is present in the reaction medium; an aqueous or non-aqueous solution or dispersion prepared therewith; the use of an aqueous or non-aqueous dispersion or solution comprising the aqueous or non-aqueous solution or dispersion of a polythiophene or thiophene copolymer for coating an object; a printable paste containing the aqueous or non-aqueous solution or dispersion of a polythiophene or thiophene copolymer; and an electroconductive or an antistatic layer prepared using an aqueous or non-aqueous solution or dispersion comprising the aqueous or non-aqueous solution or dispersion of a polythiophene or thiophene copolymer.

  制备含有结构单元式(I)的聚噻吩或噻吩共聚物的水溶液或非水溶液或分散液的工艺，其中R1和R2独立地表示氢或C1-5烷基或一起形成一个可选择取代的C1-5烷基残基，包括以下步骤：在惰性气氛下，在存在聚阴离子的反应介质中使用引发剂制备聚噻吩或噻吩共聚物，在氧化或还原条件下，当添加少于每升反应介质中3毫克氧时，制备得到水溶液或非水溶液或分散液；使用含有聚噻吩或噻吩共聚物的水溶液或非水溶液或分散液的水溶液或非水溶液或分散液涂覆物体；包含聚噻吩或噻吩共聚物的水溶液或非水溶液或分散液的可印刷浆料；以含有聚噻吩或噻吩共聚物的水溶液或非水溶液或分散液制备的导电层或抗静电层。
• Process for preparing an aqueous or non-aqueous solution or dispersion of a polythionphene or thiophene copolymer
  申请人：Agfa-Gevaert

  公开号：US20030211331A1

  公开（公告）日：2003-11-13

  A process for preparing an aqueous or non-aqueous solution or dispersion of a polythiophene or thiophene copolymer, containing structural units according to formula (I): 1 in which R 1 and R 2 independently of one another represent hydrogen or a C 1-5 -alkyl group or together form an optionally substituted C 1-5 -alkylene residue, comprising the step of: preparing the polythiophene or thiophene copolymer with an initiator in a reaction medium in the presence of polyanions under oxidizing or reducing conditions under an inert atmosphere such that when said initiator is added less than 3 mg of oxygen per litre of the reaction medium is present in the reaction medium; an aqueous or non-aqueous solution or dispersion prepared therewith; the use of an aqueous or non-aqueous dispersion or solution comprising the aqueous or non-aqueous solution or dispersion of a polythiophene or thiophene copolymer for coating an object; a printable paste containing the aqueous or non-aqueous solution or dispersion of a polythiophene or thiophene copolymer; and an electroconductive or an antistatic layer prepared using an aqueous or non-aqueous solution or dispersion comprising the aqueous or non-aqueous solution or dispersion of a polythiophene or thiophene copolymer.

  一种制备含有式(I)中所述结构单元的聚噻吩或噻吩共聚物的水性或非水性溶液或分散液的方法，其中R1和R2独立地表示氢或C1-5烷基或共同形成一个可选的取代的C1-5烷基残基，包括以下步骤：在惰性气氛下，在存在聚阴离子的反应介质中使用引发剂制备聚噻吩或噻吩共聚物，在氧化或还原条件下，使得当添加少于每升反应介质中3毫克的氧气时，反应介质中存在氧气；由此制备的水性或非水性溶液或分散液；使用含有聚噻吩或噻吩共聚物的水性或非水性分散液或溶液涂覆物体；含有聚噻吩或噻吩共聚物的水性或非水性溶液或分散液的可印刷浆料；使用含有聚噻吩或噻吩共聚物的水性或非水性溶液或分散液制备的导电或抗静电层。