2,2-dimethylbutanedinitrile | 13706-71-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2-dimethylbutanedinitrile
• 英文别名: 2,2-dimethyl-succinonitrile；2,2-Dimethyl-succinonitril；dimethylsuccinonitrile；α,α-Dimethyl-succinonitril
• CAS: 13706-71-3
• 化学式: C₆H₈N₂
• 分子量: 108.143
• InChiKey: XLGGGDFEPZVRLJ-UHFFFAOYSA-N

物化性质

• 熔点：
  120 °C
• 沸点：
  125 °C(Press: 25 Torr)
• 密度：
  0.945±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dimethylbutanedinitrile 在 diborane(6) 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 3,3-dimethyl-1,2-butanediamine
  参考文献：
  名称：

  异鸟氨酸和甲基腐胺的合成。评估它们对鸟氨酸脱羧酶的抑制作用。

  摘要：

  2-（氨基甲基）-4-氨基丁酸（异鸟氨酸），3-甲基异鸟氨酸和2,3-二甲基异鸟氨酸不会被硫代乙酰胺治疗的大鼠的肝脏鸟氨酸脱羧酶（ODC，EC 4.1.1.17）脱羧，但它们是该药的良好竞争抑制剂酶（Ki介于0.72至1.79 mM之间）。当在治疗的大鼠体内进行测定时，还发现上述异鸟氨酸在处死前1小时给药时能抑制肝脏ODC。当在大鼠肝脏ODC上测定从几种异鸟氨酸的脱羧形式正式衍生而来的甲基氨基乙酸时，发现只有2,3-二甲基氨基氨基乙酸降低了酶活性。当在体内测定时，发现在给药后1小时测量ODC活性，ODC活性降低60％。给药4小时后恢复作用。H-35肝癌细胞不吸收异鸟氨酸。因此，它们不会影响其ODC活动。然而，2,3-二甲基腐胺被转运到细胞中并显着降低其ODC活性。

  DOI：

  10.1021/jm00021a024
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 2,2-dimethylbutanedinitrile
  参考文献：
  名称：

  Dickens; Horton; Thorpe, Journal of the Chemical Society, 1924, vol. 125, p. 1836

  摘要：

  DOI：

文献信息

• PROCESS FOR MAKING 3-PENTENENITRILE BY HYDROCYANATION OF BUTADIENE
  申请人：Foo Thomas

  公开号：US20080015378A1

  公开（公告）日：2008-01-17

  The invention provides a continuous process for the production of 3-pentenenitrile comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a butadiene-containing feed, and a catalyst precursor composition, wherein the catalyst precursor composition comprises a zero-valent nickel and at least one bidentate phosphite ligand selected from a member of the group represented by Structures I and II, in which all like reference characters have the same meaning, except as further explicitly limited: wherein R 1 and R 5 are independently selected from the group consisting of C 1 to C 5 hydrocarbyl, and R 2 , R 3 , R 4 , R 6 , R 7 and R 8 are independently selected from the group consisting of H and C 1 to C 4 hydrocarbyl; and (b) maintaining a residence time in the reaction zone sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture.

  该发明提供了一种连续生产3-戊烯腈的工艺，包括：(a)在反应区域中接触含氢氰酸的原料、含丁二烯的原料和催化剂前体组合物，其中催化剂前体组合物包括零价镍和至少一种双齿膦配体，所述双齿膦配体选自由结构I和II表示的一组成员，其中所有相似的参考字符具有相同的含义，除非进一步明确限定：其中R1和R5独立地选自由C1到C5烃基组成的群，而R2、R3、R4、R6、R7和R8独立地选自由H和C1到C4烃基组成的群；(b)在反应区域内保持足够的停留时间，以将大约95%或更多的氢氰酸转化并产生包括3-戊烯腈和2-甲基-3-丁烯腈的反应混合物，其中2-甲基-3-丁烯腈的浓度保持在反应混合物的总质量的约15%以下。
• PROCESS FOR MAKING AND REFINING 3-PENTENENITRILE, AND FOR REFINING 2-METHYL-3-BUTENENITRILE
  申请人：FOO THOMAS

  公开号：US20090182163A1

  公开（公告）日：2009-07-16

  The invention provides an integrated, continuous process for the production of 3-pentenenitrile, the refining of 3-pentenenitrile, and the refining of 2-methyl-3-butenenitrile, the process comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a butadiene-containing feed, and a catalyst composition, wherein the catalyst composition comprises a zero-valent nickel and at least one bidentate phosphorus-containing ligand selected from the group consisting of a phosphite, a phosphonite, a phosphinite, a phosphine, a mixed phosphorus-containing ligand, and combination thereof; (b) maintaining a residence time in the reaction zone sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture; (c) distilling the reaction mixture to obtain a first stream comprising 1,3-butadiene, a second stream comprising 3-pentenenitrile, 2-methyl-3-butenenitrile, (Z)-2-methyl-2-butenenitrile, and optionally 1,3-butadiene, and a third stream comprising the catalyst composition; (d) distilling the second stream to obtain a fourth stream comprising 1,3-butadiene, a fifth stream comprising 2-methyl-3-butenenitrile, (Z)-2-methyl-2-butenenitrile, and optionally 1,3-butadiene, and a sixth stream comprising 3-pentenenitrile; and (e) distilling the fifth stream to obtain a seventh stream comprising 1,3-butadiene, an eighth stream comprising (Z)-2-methyl-2-butenenitrile, and a ninth stream comprising 2-methyl-3-butenenitrile.

  该发明提供了一种用于生产3-戊烯腈、精制3-戊烯腈和精制2-甲基-3-丁烯腈的集成连续工艺，该工艺包括：(a)在反应区域中接触含氰化氢的原料、含丁二烯的原料和催化剂组合，其中催化剂组合包括零价镍和至少一种双齿磷含配体，所述双齿磷含配体选自磷酸酯、膦酸酯、膦酸酯、膦、混合磷含配体及其组合物；(b)在反应区域内保持足够的停留时间，使大约95%或更多的氰化氢转化并产生包含3-戊烯腈和2-甲基-3-丁烯腈的反应混合物，其中2-甲基-3-丁烯腈浓度保持在反应混合物总质量的约15%以下；(c)蒸馏反应混合物以获得包含1,3-丁二烯的第一流、包含3-戊烯腈、2-甲基-3-丁烯腈、(Z)-2-甲基-2-丁烯腈和可选的1,3-丁二烯的第二流，以及包含催化剂组合的第三流；(d)蒸馏第二流以获得包含1,3-丁二烯的第四流、包含2-甲基-3-丁烯腈、(Z)-2-甲基-2-丁烯腈和可选的1,3-丁二烯的第五流，以及包含3-戊烯腈的第六流；(e)蒸馏第五流以获得包含1,3-丁二烯的第七流、包含(Z)-2-甲基-2-丁烯腈的第八流，以及包含2-甲基-3-丁烯腈的第九流。
• ELECTROLYTIC SOLUTION, ELECTROCHEMICAL DEVICE, LITHIUM ION SECONDARY BATTERY, AND MODULE
  申请人：DAIKIN INDUSTRIES, LTD.

  公开号：US20200280096A1

  公开（公告）日：2020-09-03

  An electrolyte solution containing a compound represented by the following formula (1): wherein R 101 and R 102 are the same as or different from each other and are each a hydrogen atom, a fluorine atom, or an alkyl group optionally containing a fluorine atom; and R 103 is an alkyl group or an organic group containing an unsaturated carbon-carbon bond. Also disclosed is an electrochemical device and lithium ion secondary battery including the electrolyte solution, and a module including the electrochemical device or lithium ion secondary battery.

  一种电解质溶液，包含由以下化学式（1）表示的化合物：其中R101和R102彼此相同或不同，分别为氢原子、氟原子或含有氟原子的烷基基团；R103为烷基基团或含有不饱和碳-碳键的有机基团。还公开了包括该电解质溶液的电化学器件和锂离子二次电池，以及包括电化学器件或锂离子二次电池的模块。
• ELECTROLYTE FOR LITHIUM ION SECONDARY BATTERY, LITHIUM ION SECONDARY BATTERY, AND MODULE
  申请人：DAIKIN INDUSTRIES, LTD.

  公开号：US20200203769A1

  公开（公告）日：2020-06-25

  An electrolyte solution for a lithium ion secondary battery, containing a compound (1) represented by the following formula (1): wherein R 1 and R 2 are each independently a C1-C4 alkyl group optionally containing an ether bond, and wherein chloride ion is present at a concentration of 1.0×10 −6 to 1.0×10 3 ppm. Also disclosed is an electrolyte solution for a lithium ion secondary battery, containing an imidazolium cation (1-1) represented by the following formula (1-1), a bis(oxalato)borate anion, and a hexafluorophosphate anion, the formula (1-1) being: wherein R 1 and R 2 are each independently a C1-C4 alkyl group optionally containing an ether bond, and wherein chloride ion is present at a concentration of 1.0×10 −6 to 1.0×10 3 ppm.

  一种用于锂离子二次电池的电解质溶液，包含一种由以下化学式（1）表示的化合物（1）：其中R1和R2分别独立地是含有醚键的C1-C4烷基基团，并且氯化物离子的浓度为1.0×10-6至1.0×103ppm。还公开了一种用于锂离子二次电池的电解质溶液，包含由以下化学式（1-1）表示的咪唑阳离子（1-1），一种双（草酸盐）硼酸根离子和一种六氟磷酸根离子，其中化学式（1-1）为：其中R1和R2分别独立地是含有醚键的C1-C4烷基基团，并且氯化物离子的浓度为1.0×10-6至1.0×103ppm。
• ELECTROLYTE, ELECTROCHEMICAL DEVICE, LITHIUM ION SECONDARY BATTERY, AND MODULE
  申请人：DAIKIN INDUSTRIES, LTD.

  公开号：US20210246098A1

  公开（公告）日：2021-08-12

  An electrolyte solution containing a compound represented by the following formula (1). In the formula, Rf 101 is CF 3 —, CF 2 H—, or CFH 2 —, and R 101 is an optionally fluorinated C2-C5 alkenyl group or an optionally fluorinated C2-C8 alkynyl group and optionally contains Si in a structure:

  含有以下公式（1）所代表的化合物的电解质溶液。在该公式中，Rf101是CF3—、CF2H—或CFH2—，而R101是一个可选择氟化的C2-C5烯基或一个可选择氟化的C2-C8炔基，并且在结构中可含有Si。