phenylazoisobutyronitrile | 1825-33-8

• 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: phenylazoisobutyronitrile
• 英文别名: 2-methyl-2-phenyldiazenylpropanenitrile
• CAS: 1825-33-8
• 化学式: C₁₀H₁₁N₃
• 分子量: 173.217
• InChiKey: BQMDKTJDFSUWPK-UHFFFAOYSA-N

物化性质

• 沸点：
  68-86 °C(Press: 0.17 Torr)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  48.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  phenylazoisobutyronitrile 在 硫酸 作用下， 生成 α-phenylazo-isobutyric acid amide
  参考文献：
  名称：

  Notes

  摘要：

  DOI：

  10.1039/jr9580001297
• 作为产物：
  描述：

  α-(N'-phenyl-hydrazino)-isobutyronitrile 在 氯仿 、 溴 、 potassium bromide 作用下， 生成 phenylazoisobutyronitrile
  参考文献：
  名称：

  Notes

  摘要：

  DOI：

  10.1039/jr9580001297
• 作为试剂：
  描述：

  bis(4-methylphenyl)iodonium hexafluorophosphate 、 三甲氧基磷 在 phenylazoisobutyronitrile 作用下， 以 氘代氯仿 为溶剂， 反应 0.17h， 生成 4-碘甲苯 、 4-deuteriotoluene 、 dimethyl p-tolylphosphonate 、 甲基膦酸二甲酯
  参考文献：
  名称：

  Phosphoranyl radicals as reducing agents: SRN1 chains with onium salts and neutral nucleophiles

  摘要：

  Redox radical chain reactions of trivalent organophosphorus compounds (PZ3) with diaryliodonium (Ar2I+) and triarylsulfonium (Ar3S+) salts to give arylphosphonium (ArP+Z3) salts and iodoarenes (ArI) or diaryl sulfides (Ar2S) are reported. The key propagation step in these SRNI reactions is a single-electron reduction of the onium salts by intermediate phosphoranyl radicals (ArPZ3). The observation of competitions between solvent molecules and phosphine establishes the intermediacy of free aryl radicals and allows estimates of rate constants for addition of p-tolyl radicals to triphenylphosphine (k almost-equal-to 3 x 10(8) M-1 s-1) and to trimethyl phosphite (k almost-equal-to 2 x 10(8) M-1 s-1). The intermediate phosphoranyl radicals can also partition between competitive reaction pathways; the aryltributylphosphoranyl radical, ArPBu3, for example, partitions between unimolecular alpha-cleavage of butyl radical and chain-propagating electron transfer to diaryliodonium salt. The relative amounts of these two pathways allows an estimate of the rate constant for electron transfer, k(SET) almost-equal-to 4 X 10(9) M-1 s-1.

  DOI：

  10.1021/jo00056a030

文献信息

• Electrochemical Formation of Methoxy- and Cyano(phenylazo)alkanes from Aldehyde and Ketone Phenylhydrazones
  作者：Mitsuhiro Okimoto、Yukio Takahashi、Toyoji Kakuchi

  DOI：10.1055/s-2003-41048

  日期：——

  Several aldehyde and ketone phenylhydrazones were electrooxidized in MeOH. Electrooxidation in the presence of KI or tetraethylammonium p-toluenesulfonate as the supporting electrolyte afforded the corresponding methoxy(phenylazo)alkanes. whereas electrooxidation in the presence of KI, NaCN, and HOAc afforded the cyano(phenylazo)alkanes.

  几种醛和酮苯腙在 MeOH 中被电氧化。在 KI 或对甲苯磺酸四乙基铵作为支持电解质的情况下进行电氧化，得到相应的甲氧基（苯偶氮）烷烃。而在 KI、NaCN 和 HOAc 存在下的电氧化得到氰基（苯偶氮）烷烃。
• Trialkyl Phosphites and Diaryliodonium Salts as Co-initiators in a System for Radical-Promoted Visible-Light-Induced Cationic Polymerization
  作者：Thomas W. Nalli、Lee G. Stanek、Rebekka H. Molenaar、Krysia L. Weidell、Justin P. Meyer、Brandon R. Johnson、Timothy T. Steckler、Jay Wm. Wackerly、Missy Jo Studler、Kevin L. Vickerman、Stephen A. Klankowski

  DOI：10.1021/jo302830r

  日期：2013.4.19

  phosphites ((RO)3P) can act as co-initiators for the diaryliodonium-induced cationic polymerization of cyclohexene oxide (CHO) or THF. A radical initiation step is also required, consistent with the essential role of a radical chain reaction of the phosphite with the iodonium salt to form polymerization-starting aryltrialkoxyphosphonium salts (ArP+(OR)3). We used the visible photolysis of phenylazoisobutyronitrile

  亚磷酸三烷基酯（（RO）3 P）可以作为二芳基碘鎓诱导的环己烯氧化物（CHO）或THF阳离子聚合的助引发剂。还需要自由基引发步骤，这与亚磷酸酯与碘鎓盐形成形成聚合反应的芳基三烷氧基phosph盐（ArP +（OR）3）的自由基链反应的基本作用相一致。我们使用苯基偶氮异丁腈（PAIBN）的可见光解作为自由基引发步骤。如在三（2,2,2-三氟乙基）亚磷酸酯（TFP）中那样，亚磷酸酯上存在多个氟取代基，可使聚合反应以亚磷酸酯的亲核攻击而进行的链转移量降至最低。在一个典型的实验中，双（4-叔叔用65W紧凑型荧光灯照射六氟磷酸正丁基苯基）碘鎓盐（0.05 M），TFP（0.1 M）和PAIBN（0.02 M）1 h，从而在使用平均分子量（M W）为25000。我们还使用竞争实验确定了苯基与CHO（k = 2×10 6 M –1 s –1）和TFP（k = 2×10 ）反应的近似速率常数。8 M –1
• Vinylic macromers containing perfluoropolyalkylether and polyalkylether segments, polymers, copolymers and ophthalmic devices made therefrom
  申请人：CIBA-GEIGY AG

  公开号：EP0379462A2

  公开（公告）日：1990-07-25

  The instant invention relates to vinylic macromers containing perfluoropolyalkylether and polyalkylether segments, polymers and ophthalmic devices such as intraocular implants and contact lenses and particularly soft hydrogel contact lenses made therefrom, and to crosslinked copolymers of (a) said vinylic macromers containing perfluoropolyalkylether and polyalkylether segments with (b) minor amounts of vinylic comonomers and ophthalmic devices such as intraocular implants and contact lenses and particularly soft hydrogel contact lenses made therefrom.

  本发明涉及含有全氟聚烷基醚和聚烷基醚段的乙烯基大单体、聚合物和眼科设备，如眼内植入物和隐形眼镜，特别是用其制成的软水凝胶隐形眼镜、以及(a)含有全氟聚烷基醚和聚烷基醚段的上述乙烯基大单体与(b)少量乙烯基共聚单体的交联共聚物和眼科设备，如眼内植入物和隐形眼镜，特别是用其制成的软水凝胶隐形眼镜。
• Soft high oxygen permeability opthalmic lens
  申请人：JOHNSON & JOHNSON VISION PRODUCTS, INC.

  公开号：EP0537877A2

  公开（公告）日：1993-04-21

  A low water contact lens material having high 0₂ permeability, a lower water content and reduced polymer matrix size provides adequate O₂ to the cornea, but does not wick water away from the eye nor allow protein or other tear components to penetrate and deposit in the lens. Such a lens is made by polymerizing and crosslinking a prepolymer which contains a cyclic polyol with polyalkylether segments containing curable segments. The cyclic polyols consist of alkoxylated glucose or sucrose which are then reacted with an isocyanate to produce an ultraviolet curable prepolymer. The prepolymer is then placed in a mold and polymerized by exposure to ultraviolet light. The free hydroxyl groups of the material react with a highly hydrophilic reagent to form covalent bonds thus making the surface of the material more wettable.

  一种低水隐形眼镜材料具有较高的 0₂渗透性、较低的含水量和较小的聚合物基质尺寸，可为角膜提供足够的 O₂，但不会从眼睛吸走水分，也不会让蛋白质或其他泪液成分渗透并沉积在镜片中。这种镜片是通过聚合和交联含有环状多元醇和含有可固化段的聚烷基醚段的预聚物而制成的。环状多元醇由烷氧基化的葡萄糖或蔗糖组成，然后与异氰酸酯反应生成可紫外线固化的预聚物。然后将预聚物放入模具中，通过紫外线照射使其聚合。材料中的游离羟基与高亲水性试剂反应形成共价键，从而使材料表面更易润湿。
• Contact lenses from highly permeable siloxane polyol material
  申请人：JOHNSON & JOHNSON VISION PRODUCTS, INC.

  公开号：EP0745871A2

  公开（公告）日：1996-12-04

  The present invention provides soft contact lenses adopted for placement over the cornea or in the eye which have a high oxygen permeability, a low water content and excellent mechanical properties. Moreover, the lenses of the instant invention have excellent protein and lipid deposition resistance relative to conventional contact lenses. Such lenses having the properties mentioned above comprises a prepolymer which contains an alkoxylate glucoside that is derivatized with at least one polysiloxane compound. The prepolymer is then placed in a suitable mold and polymerized by exposure to ultraviolet light.

  本发明提供的软性隐形眼镜可用于角膜上或眼球内，具有高透氧性、低含水量和优异的机械性能。此外，与传统隐形眼镜相比，本发明的镜片还具有极佳的抗蛋白质和脂质沉积性能。这种具有上述特性的镜片由一种预聚物组成，该预聚物含有一种烷氧基葡萄糖苷，并与至少一种聚硅氧烷化合物衍生化。然后将预聚物放入合适的模具中，通过紫外线照射使其聚合。