o-nitrophenyl tert-butyl sulfide | 151132-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: o-nitrophenyl tert-butyl sulfide
• 英文别名: 1-Tert-butylsulfanyl-2-nitrobenzene
• CAS: 151132-35-3
• 化学式: C₁₀H₁₃NO₂S
• 分子量: 211.285
• InChiKey: XAVLXHIVEHKAEI-UHFFFAOYSA-N

物化性质

• 沸点：
  297.3±23.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  o-nitrophenyl tert-butyl sulfide 在 氢气 、 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 10.5h， 生成 (2S,3R)-3,4-二氢-3-异丙基-2-苯基-2H-嘧啶并[2,1-b]苯并噻唑
  参考文献：
  名称：

  一种异硫脲类催化剂的合成方法

  摘要：

  本发明涉及有机化学领域，具体涉及异硫脲类催化剂的合成方法。步骤包括：(1)以邻氟硝基苯为起始原料，与叔丁基硫醇在碱催化条件下合成邻硝基苯叔丁基硫醚；(2)邻硝基苯叔丁基硫醚加氢反应生成邻氨基苯叔丁基硫醚；(3)邻氨基苯叔丁基硫醚经过氧化得到邻氨基苯叔丁基亚砜；(4)邻氨基苯叔丁基亚砜与异氰基对甲苯磺酸丙酯类化合物反应，制备得到异硫脲类有机催化剂。本发明的方法，利用多组分反应，无金属、高效地将三种官能团转化成一个新的官能团；每一步都有很高收率，原子经济，污染较少，操作简单，成本较低，反应条件温和，适于批量的工业化生产，具有广泛的应用前景。

  公开号：

  CN109956960B
• 作为产物：
  描述：

  叔丁基硫醇 、 1-氟-2-硝基苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以99%的产率得到o-nitrophenyl tert-butyl sulfide
  参考文献：
  名称：

  一种异硫脲类催化剂的合成方法

  摘要：

  本发明涉及有机化学领域，具体涉及异硫脲类催化剂的合成方法。步骤包括：(1)以邻氟硝基苯为起始原料，与叔丁基硫醇在碱催化条件下合成邻硝基苯叔丁基硫醚；(2)邻硝基苯叔丁基硫醚加氢反应生成邻氨基苯叔丁基硫醚；(3)邻氨基苯叔丁基硫醚经过氧化得到邻氨基苯叔丁基亚砜；(4)邻氨基苯叔丁基亚砜与异氰基对甲苯磺酸丙酯类化合物反应，制备得到异硫脲类有机催化剂。本发明的方法，利用多组分反应，无金属、高效地将三种官能团转化成一个新的官能团；每一步都有很高收率，原子经济，污染较少，操作简单，成本较低，反应条件温和，适于批量的工业化生产，具有广泛的应用前景。

  公开号：

  CN109956960B

文献信息

• Influence of ion pairing, steric effects, and other specific interactions on the reactivity of thioanions with chloronitrobenzenes. Nucleophilic aromatic substitution vs. reduction
  作者：Stefano Montanari、Cristina Paradisi、Gianfranco Scorrano

  DOI：10.1021/jo00013a037

  日期：1991.6

  The reactions in 2-propanol of the isomeric chloronitrobenzenes with thiolate nucleophiles, RS- (R = Me, i-Pr, t-Bu, Ph), have been studied to test for the ability of these representative thioanions of inducing chloride displacement and/or nitro reduction. m-Chloronitrobenzene gives a complex mixture of products, all still retaining the chlorine substituent, via redox processes involving nitro reduction and ring alkylthiolation. In contrast, the ortho and para isomers undergo substitution of chloride according to the addition/elimination S(N)Ar mechanism also when O2 is removed from the reaction environment. Notably, treatment of o- and p-chloronitrobenzene with the oxanion 2-propoxide in oxygen-free i-PrOH results, instead, in nitro reduction. Kinetic and product studies indicate that i-PrS- is more reactive than i-PrO- in both redox and S(N)Ar reactions, the difference in reactivity being, however, considerably greater in the latter process. The MeS- > i-PrS- > PhS- > t-BuS- reactivity order observed in the S(N)Ar reactions is opposite, as far as the aliphatic thiolates are concerned, to the order of basicity. Notably, reactivity drops with increasing bulkiness of the attacking nucleophile. However, kinetic results obtained under conditions of ion paired and of ''free'' anions and the effects of ion pairing on the k(ortho)/k(para) ratios suggest that steric effects in the transition states are scarcely dependent on the bulkiness of the substituent R in the nucleophile RS- and that nucleophilic reactivity is largely determined by the extent of charge concentration on the attacking atom, which, in turn, affects the strength of ion-pairing interactions.
• Thiol anions in nucleophilic aromatic substitution reactions with activated aryl halides. Attack on carbon vs attack on halogen
  作者：Stefano Montanari、Cristina Paradisi、Gianfranco Scorrano

  DOI：10.1021/jo00073a020

  日期：1993.10

  The reaction of o-iodonitrobenzene with thiol anions (RSNa, R - Me, 2-Pr, t-Bu) in 2-propanol solution produces the o-nitrophenyl thioether and nitrobenzene in relative proportions and with rates which depend on R. The results of kinetic analysis and of D-incorporation experiments are inconsistent with a radical chain mechanism as proposed earlier for the alkoxide-promoted hydrode-halogenation of aryl halides. The data clearly indicate the involvement of a carbanionic intermediate (the o-nitrophenyl anion) and are consistent with a stepwise mechanism in which the first step is nucleophilic attack on iodine to form a sulphenyl halide and the o-nitrophenyl anion (a halogenophilic reaction). In contrast, the reaction of the other o-halonitrobenzenes (F, Cl, Br) produces exclusively the product of alkylthio-de-halogenation according to the addition/elimination (S(N)Ar) mechanism. The fact that in these systems the reactivity of thiol anions results from their ability as bielectronic nucleophiles rather than as reducing agents is discussed.
• ACTINIC RAY-SENSITIVE OR RADIATION-SENSITIVE RESIN COMPOSITION, AND, ACTINIC RAY-SENSITIVE OR RADIATION-SENSITIVE FILM AND PATTERN FORMING METHOD, EACH USING THE SAME
  申请人：FUJIFILM Corporation

  公开号：US20140295332A1

  公开（公告）日：2014-10-02

  An actinic ray-sensitive or radiation-sensitive resin composition, which is excellent in sensitivity, resolution, a pattern profile and a depth of focus (DOF), and, an actinic ray-sensitive or radiation-sensitive film and a pattern forming method, each using the same, are provided. The actinic ray-sensitive or radiation-sensitive resin composition includes a nitrogen-containing compound and a resin (Ab) capable of varying a polarity or an alkali solubility thereof by the action of an acid.
• US9188862B2
  申请人：——

  公开号：US9188862B2

  公开（公告）日：2015-11-17