3-巯基丙酸十二烷酯 | 6380-71-8

• 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
• 中文名称: 3-巯基丙酸十二烷酯
• 中文别名: 3-巯基丙酸月桂基酯3-巯基丙酸月桂酰酯；3-巯基丙酸月桂基酯；3-巯基丙酸月桂酰酯
• 英文名称: dodecyl 3-mercaptopropionate
• 英文别名: Lauryl 3-mercaptopropionate；dodecyl 3-sulfanylpropanoate
• CAS: 6380-71-8
• 化学式: C₁₅H₃₀O₂S
• 分子量: 274.468
• InChiKey: ARNIBHATWCFIIK-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：

  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  18
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  27.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 储存条件：
  请将药品存放在避光、阴凉干燥处，并密封保存。

反应信息

• 作为反应物：
  描述：

  丙二烯 、 3-巯基丙酸十二烷酯 反应 6.0h， 生成 1,3-Bis-(2-dodecyloxycarbonyl-ethylmercapto)-propan
  参考文献：
  名称：

  艾伦化学。八。硫醇化合物与丙二烯的二加成反应

  摘要：

  研究了简单的脂肪族和芳香族硫醇、硫羟乙酸、二烷基二硫代磷酸（二硫代磷酸）、2-巯基乙醇、巯基乙酸、2-巯基丙酸及其酯与丙二烯的自由基型加成反应。一般而言，发现这种二加成比已知的用于大规模合成三亚甲基双硫醚化合物（末端二加成的产物）的复分解反应更好。各种类型的硫醇化合物对丙二烯的反应性差异很大。叔丁烷和苯硫醇加成数据的比较表明，通常单加成的支化二加合物的量与硫醇的供氢能力成正比，并且形成的烯丙基单加合物的量与硫自由基的稳定性成正比。

  DOI：

  10.1139/v67-196
• 作为产物：
  描述：

  十二烷醇 、 3-巯基丙酸 在 磷酸 作用下， 以 甲苯 为溶剂， 生成 3-巯基丙酸十二烷酯
  参考文献：
  名称：

  艾伦化学。八。硫醇化合物与丙二烯的二加成反应

  摘要：

  研究了简单的脂肪族和芳香族硫醇、硫羟乙酸、二烷基二硫代磷酸（二硫代磷酸）、2-巯基乙醇、巯基乙酸、2-巯基丙酸及其酯与丙二烯的自由基型加成反应。一般而言，发现这种二加成比已知的用于大规模合成三亚甲基双硫醚化合物（末端二加成的产物）的复分解反应更好。各种类型的硫醇化合物对丙二烯的反应性差异很大。叔丁烷和苯硫醇加成数据的比较表明，通常单加成的支化二加合物的量与硫醇的供氢能力成正比，并且形成的烯丙基单加合物的量与硫自由基的稳定性成正比。

  DOI：

  10.1139/v67-196

文献信息

• Synthesis of InP/ZnS Nanocrystals and Phase Transfer by Hydrolysis of Ester
  作者：Franziska Lübkemann、Timo C. Gusenburger、Dominik Hinrichs、Rasmus Himstedt、Dirk Dorfs、Nadja C. Bigall

  DOI：10.1515/zpch-2018-1167

  日期：2018.12.19

  The synthesis of highly luminescent non-toxic nanocrystals (NCs) and the subsequent phase transfer to aqueous solution by hydrolysis of the crystal-bound ester are presented. Therefore, the synthesis of the spherical semiconductor system InP/ZnS was modified by changing the sulfur precursor in the synthesis from 1-dodecanethiol to dodecyl 3-mercaptopropionate (D3MP). By employing D3MP both as sulfur precursor for the ZnS shell growth and as stabilizing ligand, the phase transfer from organic to aqueous solution can be performed easily. Instead of the usually employed ligand exchange with mercaptopropionic acid, the NCs are only shaken with a sodium borate buffer in order to obtain aqueous soluble NCs by hydrolysis of the ester. In future work, the NCs must be protected against aggregation and the long term stability has to be increased. The optical properties of the samples are investigated by UV/Vis and photoluminescence spectroscopy, and the morphology of the nanoparticles (NPs) before and after phase transfer is determined by transmission electron microscopy.

  摘要 本文介绍了高度发光、无毒的纳米晶体（NCs）的合成，以及通过水解结晶结合酯将其转移到水溶液中的过程。因此，通过将硫前体从1-十二烷硫醇改变为十二烷基3-巯基丙酸酯（D3MP），修改了球形半导体系统InP/ZnS的合成方法。通过将D3MP同时用作ZnS壳层生长的硫前体和稳定配体，可以轻松地将有机相转移到水溶液中。与通常使用的巯基丙酸进行配体交换不同，这些NCs只需与硼酸钠缓冲液摇动，以通过酯的水解获得水溶性NCs。在未来的工作中，必须保护NCs免受聚集，并增加长期稳定性。通过紫外/可见光谱和光致发光光谱研究了样品的光学性质，并通过透射电子显微镜确定了纳米颗粒（NPs）在相转移前后的形态。
• Poly-6-cationic amphiphilic cyclodextrins designed for gene delivery
  作者：Colin Byrne、Florence Sallas、Dilip K. Rai、Julien Ogier、Raphael Darcy

  DOI：10.1039/b907232b

  日期：——

  A new series of amphiphilic cyclodextrins containing cationic groups at the 6-positions and alkyl or biolabile ester groups at the 2-positions has been synthesised. Selective 2-O-allylation followed by photochemical addition of lipophilic thiols made it possible to control lipophilicity in these mesomolecules and allow solubility and self-assembly in water. The cationic groups are cysteamine-derived, while the alkyl and ester groups are C1–C16 and benzyl ester groups. This is a new general synthetic route to a potentially wide range of polycationic cyclodextrins capable of acting as gene delivery vectors by condensing DNA and forming liquid crystalline complexes with oligonucleotides.

  新合成了一系列含有位于6位上的阳离子基团和位于2位上的烷基或生物可降解酯基团的疏水性环糊精。通过选择性2-O-烯丙基化以及光化学添加亲脂性硫醇，这些介观分子中的亲脂性得以控制，并允许在水中的溶解性和自组装。阳离子基团源自半胱胺，而烷基和酯基团则是C1-C16和苄酯基团。这是一种新的通用合成途径，有望广泛应用于能够通过凝结DNA并形成与寡核苷酸的液晶复合物来作为基因递送载体的多阳离子环糊精。
• Body-care and household products and compositions comprising specific sulfur-containing compounds
  申请人：Lupia Joseph A.

  公开号：US20090092561A1

  公开（公告）日：2009-04-09

  Disclosed are stabilized body care products, household products, textiles and fabrics which comprise specific sulfur containing compounds. Dyed products and articles are effectively stabilized against color degradation. The products are for example skin-care products, hair-care products, dentifrices, cosmetics, laundry detergents and fabric softeners, non-detergent based fabric care products, household cleaners and textile-care products.

  本发明涉及一种含有特定含硫化合物的稳定化身体护理产品、家居用品、纺织品和织物。染色产品和物品能够有效地稳定其颜色，这些产品例如皮肤护理产品、头发护理产品、牙膏、化妆品、洗衣液和柔顺剂、非洗涤剂基础的织物护理产品、家用清洁剂和纺织品护理产品。
• Latent mercaptans as multi-functional additives for halogen-containing polymer compositions
  申请人：——

  公开号：US20030216493A1

  公开（公告）日：2003-11-20

  Halogen-containing polymer compositions comprising a latent mercaptan-containing heat stabilizer composition substantially free from the offensive odor typically associated with mercaptans are protected during processing by the degradation products of the latent (i.e., blocked) mercaptan which include a free mercaptan. Other products of the degradation are believed to include carbocations of the blocking moiety which are stabilized by a molecular structure in which the electron deficiency is shared by several groups. The latent mercaptan may be the sole heat stabilizer additive but the free mercaptan released during processing may also synergize the activity of metal-based heat stabilizers such as metal salts and organometallic stabilizers such as organotin carboxylates and mercaptides in the polymer composition. The odor of primary mercaptan-containing heat stabilizers in halogenated polymer compositions is masked by a small amount of a latent mercaptan. The latent mercaptans also serve as intermediates in the preparation of anti-oxidants, anti-microbial agents, photostabilizers, and primary heat stabilizers. Highly effective heat stabilizers are prepared by the condensation of formaldehyde and a para-phenol and further condensation of the crude product with a mercapto-containing compound.

  含卤素聚合物组合物包括一种潜在的巯基含量热稳定剂组合物，该组合物基本上不含有通常与巯基相关联的刺激性气味，在加工过程中通过潜在（即被阻断的）巯基的降解产物（包括自由巯基）来保护。降解的其他产物被认为包括阻断基的碳正离子，其通过电子亏损由几个基团共享的分子结构稳定。潜在巯基可以是唯一的热稳定剂添加剂，但在加工过程中释放的自由巯基也可以协同作用于金属基热稳定剂，如金属盐和有机金属稳定剂，如有机锡羧酸盐和巯基化合物在聚合物组合物中的活性。通过少量潜在巯基掩盖含有主要巯基热稳定剂的卤化聚合物组合物的气味。潜在巯基还可用作抗氧化剂、抗微生物剂、光稳定剂和主要热稳定剂的制备中间体。通过甲醛和对苯酚的缩合，并将粗产品与含巯基的化合物进一步缩合，可以制备高效的热稳定剂。
• LATENT MERCAPTANS AS MULTI-FUNCTIONAL ADDITIVES FOR HALOGEN-CONTAINING POLYMER COMPOSITIONS
  申请人：——

  公开号：US20020068780A1

  公开（公告）日：2002-06-06

  Halogen-containing polymer compositions comprising a latent mercaptan-containing heat stabilizer composition substantially free from the offensive odor typically associated with mercaptans are protected during processing by the degradation products of the latent (i.e., blocked) mercaptan which include a free mercaptan. Other products of the degradation are believed to include carbocations of the blocking moiety which are stabilized by a molecular structure in which the electron deficiency is shared by several groups. The latent mercaptan may be the sole heat stabilizer additive but the free mercaptan released during processing may also synergize the activity of metal-based heat stabilizers such as metal salts and organometallic stabilizers such as organotin carboxylates and mercaptides in the polymer composition. The odor of primary mercaptan-containing heat stabilizers in halogenated polymer compositions is masked by a small amount of a latent mercaptan. The latent mercaptans also serve as intermediates in the preparation of anti-oxidants, anti-microbial agents, photostabilizers, and primary heat stabilizers. Highly effective heat stabilizers are prepared by the condensation of formaldehyde and a para-phenol and further condensation of the crude product with a mercapto-containing compound.

  含卤素的聚合物组合物包括一种潜在的巯基含量热稳定剂组合物，该组合物基本上不含通常与巯基相关的刺激性气味，通过潜在（即阻塞）巯基的降解产物，包括自由巯基，来保护加工过程中的聚合物组合物。降解的其他产物被认为包括阻塞基的碳正离子，其由多个基团共享电子亏损的分子结构稳定。潜在巯基可以是唯一的热稳定剂添加剂，但在加工过程中释放的自由巯基也可以协同金属基热稳定剂（如金属盐）和有机金属稳定剂（如有机锡羧酸盐和巯基化合物）的活性。在卤化聚合物组合物中，主要巯基含量热稳定剂的气味被少量潜在巯基掩盖。潜在巯基还可用作抗氧化剂、抗微生物剂、光稳定剂和主要热稳定剂的制备中间体。通过甲醛和对苯酚的缩聚，并将粗品与含巯基化合物进一步缩聚，制备出高效的热稳定剂。

表征谱图