二叔丁基酮腙 | 33420-22-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 二叔丁基酮腙
• 英文名称: di-tert-butyl ketone hydrazone
• 英文别名: 2,2,4,4-tetramethyl-pentan-3-one hydrazone；3-pentanone, 2,2,4,4-tetramethyl-hydrazone；(1-tert-butyl-1-hydrazinylidene-2,2-dimethylpropylidene)hydrazine
• CAS: 33420-22-3
• 化学式: C₉H₂₀N₂
• 分子量: 156.271
• InChiKey: UWXZGRNCVRKVFT-UHFFFAOYSA-N

物化性质

• 沸点：
  217.3±23.0 °C(Predicted)
• 密度：
  0.84±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二叔丁基酮腙 在 silver carbonate 溴 、 三乙胺 作用下， 160.0 ℃ 、1.33 Pa 条件下， 反应 5.5h， 生成 1-(tert-Butyl)-2,2-dimethylcyclopropan
  参考文献：
  名称：

  二（叔丁基）重氮甲烷：Thermische Zersetzung UND Einelektronen-氧化还原Reaktionen †

  摘要：

  二（叔丁基）重氮甲烷：热分解和单电子氧化还原反应。

  DOI：

  10.1002/hlca.19920750606
• 作为产物：
  描述：

  2,2,4,4-四甲基-3-戊酮 在 一水合肼 作用下， 以 二乙二醇 为溶剂， 以94%的产率得到二叔丁基酮腙
  参考文献：
  名称：

  Di-tert-butyl ketone hydrazone and di-tert-butyl ketone triphenylphosphoranylidenehydrazone

  摘要：

  Reaction of di-tert-butyl ketone with hydrazine hydrate gives di-tert-butyl ketone hydrazone, C9H20N2, which is dimerized by double hydrogen bonding in the solid state. Further reaction of this compound with dibromotriphenylphosphorane gives di-tert-butyl ketone triphenylphosphoranylidene-hydrazone, C27H33N2P, in the structure of which double chains parallel to the c axis are formed through weak C - H center dot center dot center dot pi and pi-pi stacking interactions. The hydrazone group is nearly planar in both cases. In the second compound, one of the aromatic rings is nearly coplanar with the hydrazone moiety, indicating possible pi-conjugation.

  DOI：

  10.1107/s0108270106008687

文献信息

• ESTER DERIVATIVES OF ANDROGEN RECEPTOR MODULATORS AND METHODS FOR THEIR USE
  申请人：The University of British Columbia

  公开号：US20140335080A1

  公开（公告）日：2014-11-13

  Compounds having a structure of Structure I: or a pharmaceutically acceptable salt, tautomer, or stereoisomer thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , J 1 , J 2 , X, Z, n 1 and n 2 are as defined herein, and wherein at least one of R 1 , R 2 or R 3 is an alkyl, alkenyl, aryl or aralkyl ester, are provided. Uses of such compounds for treatment of various indications, including prostate cancer, as well as methods of treatment involving such compounds are also provided.

  具有结构I的化合物：或其药学上可接受的盐、互变异构体或立体异构体，其中R1、R2、R3、R4、R5、J1、J2、X、Z、n1和n2如本文所定义，并且其中至少有一个R1、R2或R3是烷基、烯基、芳基或芳基酯。提供了这些化合物用于治疗各种适应症，包括前列腺癌的用途，以及涉及这些化合物的治疗方法。
• Reactions of Ketone Hydrazones and β-Keto Enamines with Disulfur Dichloride. New Synthesis of Thioketones and 5<i>H</i>-1,2,3-Dithiazoles
  作者：Renji Okazaki、Kaoru Inoue、Naoki Inamoto

  DOI：10.1246/bcsj.54.3541

  日期：1981.11

  to afford thioketones in good yields. The reaction mechanism involving N-thiosulfinylamine (R2C=N–N=S=S) and S-thioxothioketone (R2C=S=S) is proposed. The formation of t-butyl and di-1-adamantyl thioketones even at low temperatures has been interpreted as steric congestion alone being not enough to stabilize the corresponding S-thioxothioketones. The reaction of β-ketoenamines with disulfur dichloride

  酮腙与二氯化二硫在三乙胺存在下反应，以良好的收率得到硫酮。提出了涉及N-硫代亚磺胺（R2C=N-N=S=S）和S-硫代硫酮（R2C=S=S）的反应机理。即使在低温下，叔丁基和二-1-金刚烷基硫酮的形成也被解释为单独的空间拥挤不足以稳定相应的 S-硫代硫酮。β-酮烯胺与二氯化二硫反应通过中间体 N-硫代亚磺胺的分子内环化得到 5H-1,2,3-二噻唑。
• A new, convenient synthesis of selenoketones
  作者：Renji Okazaki、Akihiko Ishii、Naoki Inamoto

  DOI：10.1039/c39830001429

  日期：——

  Dimagnesium salts of hydrazones react with Se2Cl2 in the presence of tri-n-butylamine to give selenoketones in moderate to good yields.

  tri的二镁盐在三正丁胺的存在下与Se 2 Cl 2反应，以中等至良好的收率得到硒酮。
• Synthesis and Reactions of Selenoketones
  作者：Akihiko Ishii、Renji Okazaki、Naoki Inamoto

  DOI：10.1246/bcsj.61.861

  日期：1988.3

  reported. The reaction of dimagnesium salts of ketone hydrazones with diselenium dichloride affords an intermediate tentatively assigned as tetraselenides, which are converted into selenoketones by heating in the presence of tributylamine. A comparative study on the reactions of 1,1,3,3-tetramethyl-2-indanselone and the corresponding thioketone with Grignard and organolithium reagents have been carried

  已经报道了一种新的、方便的合成硒酮的方法。酮腙的二镁盐与二氯化二硒反应得到暂定为四硒化物的中间体，通过在三丁胺存在下加热将其转化为硒酮。对1,1,3,3-四甲基-2-茚满酮和相应的硫酮与格氏试剂和有机锂试剂的反应进行了对比研究。对反应产物的分析表明，在与 selone 的反应中，有机金属试剂的异嗜性攻击比与硫酮的反应要显着得多。
• BISPHENOL ETHER COMPOUNDS WITH NOVEL BRIDGING GROUPS AND METHODS FOR THEIR USE
  申请人：British Columbia Cancer Agency Branch

  公开号：US20150010469A1

  公开（公告）日：2015-01-08

  Compounds having a structure of Formula I: or a pharmaceutically acceptable salt, tautomer, stereoisomer or deuterated analogue thereof, wherein X, R, R 1 , R 2 , R 3 , R 4 , M 1 , M 2 , L 1 , L 2 , J 1 , J 2 , a 1 , a 2 , b 1 and b 2 are as defined herein, are provided. Uses of such compounds for treatment of various indications, including prostate cancer as well as methods of treatment involving such compounds are also provided.

  本文提供具有如下式I结构的化合物或其药学上可接受的盐、互变异构体、立体异构体或氘代类似物，其中X、R、R1、R2、R3、R4、M1、M2、L1、L2、J1、J2、a1、a2、b1和b2的定义如本文所述。本文还提供了这些化合物用于治疗各种症状的用途，包括前列腺癌以及涉及这些化合物的治疗方法。

表征谱图