diisopropyl 2,2'-disulfanediyldiacetate | 132685-31-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diisopropyl 2,2'-disulfanediyldiacetate
• 英文别名: 3,4-dithia-adipic acid diisopropyl ester；3,4-Dithia-adipinsaeure-diisopropylester；Dithiodiessigsaeure-diisopropylester；Dimethyldisulfid-α.α'-dicarbonsaeure-diisopropylester；Propan-2-yl 2-[(2-oxo-2-propan-2-yloxyethyl)disulfanyl]acetate
• CAS: 132685-31-5
• 化学式: C₁₀H₁₈O₄S₂
• 分子量: 266.383
• InChiKey: DANFVAWOONQAMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diisopropyl 2,2'-disulfanediyldiacetate 、 1-cyclopropyl-4-isocyanonaphthalene 、 甲酰肼 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以33%的产率得到isopropyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate
  参考文献：
  名称：

  Synthesis of Lesinurad via a Multicomponent Reaction with Isocyanides and Disulfides

  摘要：

  An efficient synthesis of Lesinurad, a selective uric acid reabsorption (URAT1) inhibitor, is described in this article. The route to synthesis of Lesinurad avoids the use of thiophosgene and the formation of thiols. The key reaction in this synthesis is construction of the 1,2,4-triazole ring in 72% yield. The title product is obtained in 45% yield over 5 steps.

  DOI：

  10.3987/com-20-14262
• 作为产物：
  描述：

  二硫醇二羟基乙酸 、 异丙醇 在 硫酸 作用下， 反应 3.0h， 以95%的产率得到diisopropyl 2,2'-disulfanediyldiacetate
  参考文献：
  名称：

  Synthesis of Lesinurad via a Multicomponent Reaction with Isocyanides and Disulfides

  摘要：

  An efficient synthesis of Lesinurad, a selective uric acid reabsorption (URAT1) inhibitor, is described in this article. The route to synthesis of Lesinurad avoids the use of thiophosgene and the formation of thiols. The key reaction in this synthesis is construction of the 1,2,4-triazole ring in 72% yield. The title product is obtained in 45% yield over 5 steps.

  DOI：

  10.3987/com-20-14262

文献信息

• Additives for lubricating oils and fuel oils, lubricating oil compositions, and fuel oil compositions
  申请人：Shimizu Nobuaki

  公开号：US20060148663A1

  公开（公告）日：2006-07-06

  Additives for lubricating oils and for fuel oils which comprise as the main component a disulfide represented by the following general formula (I) or (IV): R 1 OOC-A 1 -S x -A 2 -COOR 2 (I) (R 1 and R 2 each independently represent a hydrocarbyl group which has 1 to 30 carbon atoms and may have oxygen atom, sulfur atom or nitrogen atom, A 1 and A 2 each independently represent a group represented by CR 3 R 4 , R 3 and R 4 each independently representing hydrogen atom or a hydrocarbyl group having 1 to 20 carbon atoms, and x represents 2.) R 1 OOC-A 3 -S x -A 4 -COOR 2 (IV) (R 1 and R 2 are as defined above, A 3 and A 4 each independently represent a group represented by CR 5 R 6 —CR 7 R 8 , R 5 to R 8 each independently representing hydrogen atom or a hydrocarbyl group having 1 to 20 carbon atoms, and x represents 2.) The additives exhibit excellent functions as the extreme pressure additive and the antiwear agent and the suppressed corrosive property to nonferrous metals and are advantageously used as the sulfur-based extreme pressure additives for lubricating oils and fuel oils.

  润滑油和燃料油的添加剂包括以下通式（I）或（IV）所表示的二硫化物作为主要成分： R1OOC-A1-Sx-A2-COOR2（I）（其中，R1和R2分别独立地表示具有1至30个碳原子且可能具有氧原子、硫原子或氮原子的烃基，A1和A2分别独立地表示CR3R4所表示的基团，R3和R4分别独立地表示氢原子或具有1至20个碳原子的烃基，x表示2。） R1OOC-A3-Sx-A4-COOR2（IV）（其中，R1和R2如上定义，A3和A4分别独立地表示CR5R6-CR7R8所表示的基团，R5至R8分别独立地表示氢原子或具有1至20个碳原子的烃基，x表示2。） 这些添加剂表现出极压添加剂和抗磨剂的优异功能，对非铁质金属具有抑制腐蚀性能，是用于润滑油和燃料油的硫基极压添加剂的有利选择。
• ADDITIVES FOR LUBRICATING OILS AND FUEL OILS, LUBRICATING OIL COMPOSITIONS, AND FUEL OIL COMPOSITIONS
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP1602709A1

  公开（公告）日：2005-12-07

  Additives for lubricating oils and for fuel oils which comprise as the main component a disulfide represented by the following general formula (I) or (IV):         R1OOC-A1-Sx-A2-COOR2     (I) (R1 and R2 each independently represent a hydrocarbyl group which has 1 to 30 carbon atoms and may have oxygen atom, sulfur atom or nitrogen atom, A1 and A2 each independently represent a group represented by CR3R4, R3 and R4 each independently representing hydrogen atom or a hydrocarbyl group having 1 to 20 carbon atoms, and x represents 2.)         R1OOC-A3-Sx-A4-COOR2     (IV) (R1 and R2 are as defined above, A3 and A4 each independently represent a group represented by CR5R6-CR7R8, R5 to R8 each independently representing hydrogen atom or a hydrocarbyl group having 1 to 20 carbon atoms, and x represents 2.) The additives exhibit excellent functions as the extreme pressure additive and the antiwear agent and the suppressed corrosive property to nonferrous metals and are advantageously used as the sulfur-based extreme pressure additives for lubricating oils and fuel oils.

  用于润滑油和燃油的添加剂，其主要成分是由以下通式 (I) 或 (IV) 所代表的二硫化物： R1OOC-A1-Sx-A2-COOR2 (I) (R1 和 R2 分别独立地代表具有 1 至 30 个碳原子并可能具有氧原子、硫原子或氮原子的烃基，A1 和 A2 分别独立地代表 CR3R4 所代表的基团，R3 和 R4 分别独立地代表氢原子或具有 1 至 20 个碳原子的烃基，x 代表 2)。 R1OOC-A3-Sx-A4-COOR2 (IV) (R1 和 R2 如上定义，A3 和 A4 各自独立地代表一个由 CR5R6-CR7R8 所代表的基团，R5 至 R8 各自独立地代表氢原子或具有 1 至 20 个碳原子的烃基，x 代表 2）。这些添加剂具有优异的极压添加剂和抗磨剂功能以及对有色金属的抑制腐蚀性能，可作为润滑油和燃料油的硫基极压添加剂使用。
• LUBRICATING OIL COMPOSITION FOR INTERNAL COMBUSTION ENGINE
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：EP2077319A1

  公开（公告）日：2009-07-08

  A lubricating oil composition for an internal combustion engine, which includes a base oil, (A) at least one member selected from the group consisting of disulfide compounds represented by the general formula (I):         R1OOC-A1-S-S-A2-COOR2     (I) and disulfide compounds represented by the general formula (II):         R7OOC-CR9R10-CR11(COOR8)-S-S-CR16(OOR13)-CR14R15COOR12     (II), and (B) at least one member selected from the group consisting of alkali metal-based detergents and alkaline earth metal-based detergents, the component (B) being present in an amount of 10 to 2,000 ppm by mass in terms of metal content. The lubricating oil composition has a low ash content, a low phosphorous content and a low sulfur content. But, Nonetheless, it can maintain wear resistance, has excellent heat resistance, can extend the lubricating oil change interval and has a long service life.

  一种用于内燃机的润滑油组合物，包括基础油、(A) 至少一种选自通式 (I) 所代表的二硫化物所组成的组的成员： R1OOC-A1-S-A2-COR2 (I) 和通式 (II) 所代表的二硫化物： R7OOC-CR9R10-CR11(COOR8)-S-S-CR16(OOR13)-CR14R15COOR12 (II)、 和 (B) 至少一种选自碱金属基清洁剂和碱土金属基清洁剂组成的组，组分 (B) 的金属含量为 10 至 2,000 ppm（以质量计）。 润滑油组合物的灰分含量低、磷含量低、硫含量低。但尽管如此，它仍能保持耐磨性，具有出色的耐热性，可延长润滑油的更换周期，并具有较长的使用寿命。
• LUBRICANT COMPOSITION FOR INTERNAL COMBUSTION ENGINE
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP2060619A1

  公开（公告）日：2009-05-20

  A lubricating oil composition for internal combustion engines, containing a base oil, (A) at least one compound selected from disulfide compounds represented by the following general formula (I):         R1OOC-A1-S-S-A2-COOR2     (I) and disulfide compounds represented by the following general formula (II):         R7OOC-CR9R10-CR11(COOR8)-S-S-CR16(COOR13)-CR14R15-COOR12     (II), (B) an organomolybdenum compound, and (C) a phenol-based antioxidant and/or an amine-based antioxidant. The lubricating oil composition is a low ash, low phosphorus lubricating oil composition which is used for internal combustion engines such as gasoline engines, diesel engines and gas engines, which has improved oxidation stability and friction reducing effect, and which complies with environmental regulations.

  一种用于内燃机的润滑油组合物，含有基础油、(A) 至少一种选自以下通式 (I) 所代表的二硫化物的化合物： R1OOC-A1-S-A2-COR2 (I) 和以下通式 (II) 所代表的二硫化物： R7OOC-CR9R10-CR11(COOR8)-S-S-CR16(COOR13)-CR14R15-COR12 (II)、 (B) 有机钼化合物，以及 (C) 苯酚基抗氧化剂和/或胺基抗氧化剂。该润滑油组合物是一种低灰、低磷润滑油组合物，可用于汽油发动机、柴油发动机和燃气发动机等内燃机，具有更好的氧化稳定性和减摩效果，并且符合环保法规。
• LUBRICATING OIL COMPOSITION
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：EP2067846A1

  公开（公告）日：2009-06-10

  The lubricating oil composition contains a base oil; (A) an acidic alkyl phosphate ester having a C6 to C20 alkyl group; (B) a dialkylamine and/or a trialkylamine; and (C) (c-1) a sulfur compound in an amount of 0.2 to 0.6 mass% as reduced to S, the sulfur compound containing no poly-sulfur bond which is equal to or longer than -S-S-S- in a molecule thereof and having an S content of the molecule of 15 mass% or more and (c-2) an optional thiophosphoric acid trihydrocarbyl ester in an amount of 0.1 to 1.0 mass%, the ester being represented by formula (I):         (R-O-)3P=S     (I) (wherein R represents a C6 to C20 hydrocarbyl group) and having a P content of the composition of 150 to 500 ppm by mass The lubricating oil composition has excellent anti-seizure performance, excellent anti-fatigue performance (e.g., anti-FZG-micropitting performance), and reduced sludge formation in an oxidation test.

  润滑油组合物包含基础油；(A) 具有 C6 至 C20 烷基的酸性烷基磷酸酯；(B) 二烷基胺和/或三烷基胺；以及 (C) (c-1) 硫化合物，其含量为 0.2 至 0.(c-2) 任选的硫代磷酸三氢羰基酯，其用量为 0.1 至 1.0 质量％，该酯由式 (I) 表示： (R-O-)3P=S (I) (其中，R 代表 C6 至 C20 碳氢基），组合物中的 P 含量为 150 至 500 ppm（按质量计）。 该润滑油组合物具有优异的抗抖动性能、优异的抗疲劳性能（例如抗 FZG 微点蚀性能）以及在氧化测试中减少油泥的形成。