2,2-diethylpropane-1,3-dithiol | 56472-17-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 英文名称: 2,2-diethylpropane-1,3-dithiol
• 英文别名: 2,2-diethyl-1,3-propanedithiol
• CAS: 56472-17-4
• 化学式: C₇H₁₆S₂
• 分子量: 164.336
• InChiKey: AMWSBNKJHQZXID-UHFFFAOYSA-N

物化性质

• 沸点：
  234.1±13.0 °C(Predicted)
• 密度：
  0.954±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-diethylpropane-1,3-dithiol 在 偶氮二异丁腈 、 2,5-二甲基-2,4-己二烯 作用下， 以 十二烷 为溶剂， 反应 6.0h， 以55%的产率得到4,4-diethyl-1,2-dithiolane
  参考文献：
  名称：

  Homolytic cyclization of 1,3-propanedithiol to 1,2-dithiolane in the presence of 2,5-dimethyl-2,4-hexadiene

  摘要：

  2,2-Diethyl-1,3-propanedithiol undergoes cyclization to 4,4-diethyl-1,2-dithiolane upon interaction with 2,5-dimethyl-2,4-hexadiene in benzene in the presence of azodiisobutyronitrile. The reaction proceeds according to the radical chain mechanism.

  DOI：

  10.1007/bf02494524
• 作为产物：
  描述：

  2,2-二乙基丙烷-1,3-二醇二甲苯磺酸酯 在 lithium aluminium tetrahydride 、 sodium disulfide 作用下， 生成 2,2-diethylpropane-1,3-dithiol
  参考文献：
  名称：

  Homolytic cyclization of 1,3-propanedithiol to 1,2-dithiolane in the presence of 2,5-dimethyl-2,4-hexadiene

  摘要：

  2,2-Diethyl-1,3-propanedithiol undergoes cyclization to 4,4-diethyl-1,2-dithiolane upon interaction with 2,5-dimethyl-2,4-hexadiene in benzene in the presence of azodiisobutyronitrile. The reaction proceeds according to the radical chain mechanism.

  DOI：

  10.1007/bf02494524

文献信息

• The Reductive Acylation of Organic Disulfides with Aldehydes under Photochemical and Radical Conditions
  作者：Makoto Takagi、Setsuo Goto、Masato Tazaki、Tsutomu Matsuda

  DOI：10.1246/bcsj.53.1982

  日期：1980.7

  irradiation of organic disulfides in aldehyde solvents resulted in the reductive fission of the S–S linkage, giving an equimolar mixture of the corresponding thiol and the thiol acylate in a good yield. The cyclic disulfides gave mono S-acylated dithiols. The reaction proceeded by means of the photo-initiated radical chain mechanism, and AIBN (azobisisobutyronitrile) effected the same reaction under thermal

  醛溶剂中有机二硫化物的辐照导致 S-S 键的还原裂变，以良好的收率得到相应硫醇和硫醇酰化物的等摩尔混合物。环状二硫化物产生单S-酰化二硫醇。该反应是通过光引发自由基链机制进行的，AIBN（偶氮二异丁腈）在热条件下进行相同的反应。
• Catalytic Conjugate Addition of Acyl Anion Equivalents Promoted by Fluorodesilylation
  作者：Scott E. Denmark、Lindsey R. Cullen

  DOI：10.1021/ol403041k

  日期：2014.1.3

  The conjugate addition of acyl anion equivalents derived from 2-silyl-1,3-dithianes to α,β-unsaturated ketones and esters has been achieved using a substoichiometric amount of TBAF. High yields and short reaction times are observed for the addition of aryl-1,3-dithianes to a variety of cyclic and acyclic α,β-unsaturated carbonyl acceptors. Observation of the reactive anion by 13C NMR spectroscopy and

  已经使用亚化学计量的TBAF实现了将2-甲硅烷基-1,3-二硫杂环丁烷衍生的酰基阴离子当量共轭添加到α，β-不饱和酮和酯中。对于将芳基-1，3-二硫杂环丁烷加成到各种环状和无环α，β-不饱和羰基受体上，观察到高产率和短反应时间。还显示了通过13 C NMR光谱观察反应性阴离子并扩展至不对称变体。
• METHOD FOR PRODUCING ACRYLATE DERIVATIVE, ACRYLATE DERIVATIVE, AND INTERMEDIATE THEREOF
  申请人：Nakayama Osamu

  公开号：US20110009643A1

  公开（公告）日：2011-01-13

  Provided are 1) a production process for an acrylic ester derivative capable of being a raw material of a polymer for obtaining a photoresist composition capable of forming a photoresist film which is excellent in a reactivity to acid and a heat stability and is less swollen in developing and which has a refractive index of preferably 1.72 or more in 193 nm and can be patterned, 2) an acrylic ester derivative obtained by the above production process and 3) alcohol and ester which are synthetic intermediates for the above acrylic ester derivative.

  提供了以下内容：1）一种丙烯酸酯衍生物的生产工艺，该衍生物可以作为聚合物的原料，用于获得一种光阻组合物，该光阻组合物能形成一种对酸具有良好反应性和热稳定性的光阻膜，并且在显影时膨胀较少，其折射率在193纳米时最好为1.72或更高，并且可以进行图案化；2）通过上述生产工艺获得的丙烯酸酯衍生物；以及3）用于上述丙烯酸酯衍生物的合成中间体醇和酯。
• Exchange reactions of 1,3-bis(nitroarylthio)propanes with propane-1,3-dithiols
  作者：A. V. Miroshnichenko、D. V. Demchuk、G. I. Nikishin

  DOI：10.1007/s11172-006-0232-0

  日期：2006.1

  Base-catalyzed reactions of propane-1,3-dithiols with 2-chloronitrobenzene, 3,4-dichloronitrobenzene, and 2-chloro-3-nitropyridine afforded 1,3-bis(nitroarylthio)propanes, whose thiolate-thiolate exchange with propane-1,3-dithiols gave dihydrobenzodithiepines.

  在碱催化下，丙烷-1,3-二硫醇与 2-氯硝基苯、3,4-二氯硝基苯和 2-氯-3-硝基吡啶发生反应，生成 1,3-双（硝基芳硫基）丙烷，其硫酸盐-硫酸盐与丙烷-1,3-二硫醇发生交换，生成二氢苯并二硫杂卓。
• REACTION OF POLYMERIZATION-RESISTANT 1,2-DITHIOLANES WITH LITHIATED PICOLINES: SIMPLE RING OPENING AND 1,3-DITHIANE FORMATION
  作者：Masato Tazaki、Shigeyuki Okai、Toshihiko Hieda、Shizuo Nagahama、Makoto Takagi

  DOI：10.1080/10426509608046352

  日期：1996.5.1

  Abstract Reaction of polymerization resistant 1,2-dithiolanes 1 with excess pyridylmethyllithiums 3 in THF gave the corresponding ring-opened products 2 in good yields, but the by-products 2-pyridyl-1,3-dithianes 5 and 1,3-propanedithiols 6 could not be excluded. Addition of hexamethylphosphoric triamide (HMPT) to the reaction mixture resulted in the selective formation of 5.

  摘要 耐聚合的 1,2-二硫杂环戊烷 1 与过量的吡啶基甲基锂 3 在 THF 中反应得到相应的开环产物 2，产率良好，但副产物 2-吡啶基-1,3-二硫烷 5 和 1,3-丙二硫醇6 不能排除。向反应混合物中加入六甲基磷酰三胺 (HMPT) 导致选择性形成 5。