p-methylphenyl hydrazinecarboxylate | 194419-66-4

• 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: p-methylphenyl hydrazinecarboxylate
• 英文别名: p-tolyl hydrazinocarboxylate；(4-methylphenyl) N-aminocarbamate
• CAS: 194419-66-4
• 化学式: C₈H₁₀N₂O₂
• 分子量: 166.18
• InChiKey: KVJDGABOVXSCAM-UHFFFAOYSA-N

物化性质

• 沸点：
  330.2±25.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  p-methylphenyl hydrazinecarboxylate 在 sodium sulfate 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 28.0h， 生成 2-(p-cyanophenoxy)-5,5-dimethyl-2-(p-methylphenoxy)-Δ³-1,3,4-oxadiazoline
  参考文献：
  名称：

  Diarylo×ycarbenes from o×adiazolines

  摘要：

  Symmetric and unsymmetric 2,2-diaryloxy-5,5-dimethyl-Delta (3)-1,3,4-oxadiazolines were synthesized by oxidative cyclization of aryloxycarbonyl hydrazones of acetone with lead tetraacetate and subsequent treatment of the product mixture with a phenol in acidic solution. Thermolysis of the oxadiazolines in benzene solution at 110 degreesC afforded carbonyl ylide intermediates that cyclize, in part, to the corresponding 2,2-diaryloxyoxirane intermediates. The oxiranes, which were not observed, are required to account for the 1,1-diaryloxy-2-methylpropenes (ketene acetals) that were isolated. Most of the carbonyl ylides fragment to acetone and diaryloxycarbenes. The latter form dimers (tetraaryloxyethenes) or they can be trapped with phenols to form orthoformates. Diphenoxycarbene was also trapped with dimethyl acetylenedicarboxylate (DMAD). The method appears to be the first for generating the parent diphenoxycarbene under relatively mild conditions in solution, and the only one to date for generating unsymmetrically substituted diaryloxycarbenes. Minor competing fragmentations of the oxadiazolines to 2-diazopropane and the appropriate diaryl carbonates, were also observed.

  DOI：

  10.1139/cjc-79-3-319
• 作为产物：
  描述：

  碳酸二苯酯 在 一水合肼 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 p-methylphenyl hydrazinecarboxylate
  参考文献：
  名称：

  Diarylo×ycarbenes from o×adiazolines

  摘要：

  Symmetric and unsymmetric 2,2-diaryloxy-5,5-dimethyl-Delta (3)-1,3,4-oxadiazolines were synthesized by oxidative cyclization of aryloxycarbonyl hydrazones of acetone with lead tetraacetate and subsequent treatment of the product mixture with a phenol in acidic solution. Thermolysis of the oxadiazolines in benzene solution at 110 degreesC afforded carbonyl ylide intermediates that cyclize, in part, to the corresponding 2,2-diaryloxyoxirane intermediates. The oxiranes, which were not observed, are required to account for the 1,1-diaryloxy-2-methylpropenes (ketene acetals) that were isolated. Most of the carbonyl ylides fragment to acetone and diaryloxycarbenes. The latter form dimers (tetraaryloxyethenes) or they can be trapped with phenols to form orthoformates. Diphenoxycarbene was also trapped with dimethyl acetylenedicarboxylate (DMAD). The method appears to be the first for generating the parent diphenoxycarbene under relatively mild conditions in solution, and the only one to date for generating unsymmetrically substituted diaryloxycarbenes. Minor competing fragmentations of the oxadiazolines to 2-diazopropane and the appropriate diaryl carbonates, were also observed.

  DOI：

  10.1139/cjc-79-3-319

文献信息

• Synthesis of Ring-Substituted Phenyl Hydrazinecarboxylates and Study of Their Protonation in Dimethyl Sulfoxide Solutions
  作者：Petr Vlasák、Patrik Pařík、Jiří Klicnar、Jaromír Mindl

  DOI：10.1135/cccc19980793

  日期：——

  The pK_a values of nineteen phenyl hydrazinecarboxylate hydrochlorides R-C₆H₄OCONHNH₂·HCl (R = H, 3- and 4-Cl, 3- and 4-O₂N, 4-Me) and their 1-methyl or 2-methyl derivatives were determined by potentiometric titration with tetrabutylammonium hydroxide in DMSO. IR spectra of the hydrazinecarboxylates and their hydrochlorides revealed that the hydrazinecarboxylate protonation occurs at N². The methods of synthesis of phenyl hydrazinecarboxylate and their N-methyl derivatives were optimized.

  十九种苯基肼羧酸盐盐酸盐R-C6H4OCONHNH2·HCl（R = H，3-和4-Cl，3-和4-O2N，4-Me）及其1-甲基或2-甲基衍生物的pKa值通过在DMSO中与四丁基铵氢氧化物进行电位滴定确定。肼羧酸盐及其盐酸盐的红外光谱表明肼羧酸盐的质子化发生在N2处。苯基肼羧酸盐及其N-甲基衍生物的合成方法已经优化。
• 一种缩氨基脲的制备方法
  申请人：杭州宇龙化工有限公司

  公开号：CN103193684B

  公开（公告）日：2016-06-22

  本发明涉及一种制备具有通式I结构的缩氨基脲化合物的方法，该方法包括将通式II的化合物与通式III的化合物反应制得通式I的缩氨基脲化合物：上述通式I－III中的R3为C1-C4烷氧基、C1-C4卤代烷基或C1-C4卤代烷氧基；R1为氢、C1-C4烷基。
• Azadicarboxylic acid derivatives containing hindered amine moieties as polymer stabilisers
  申请人：CIBA-GEIGY AG

  公开号：EP0647626A1

  公开（公告）日：1995-04-12

  New azo compounds of formula I where R₁ is hydrogen, oxyl, hydroxyl, alkyl, allyl, benzyl, alkoxy or acyl, X is -O- or -NR- where R is hydrogen or alkyl, and E is a group of formula IV or as described in claim 1, are useful for the stabilization of polymers, particularly unsaturated elastomers, by being grafted thereon.

  式 I 的新偶氮化合物 其中 R₁ 是氢、氧基、羟基、烷基、烯丙基、苄基、烷氧基或酰基，X 是 -O- 或 -NR- 其中 R 是氢或烷基，E 是式 IV 的基团 或如权利要求 1 所述，接枝到聚合物上，可用于稳定聚合物，特别是不饱和弹性体。
• Vlasak, Petr; Mindl, Jaromir, Journal of the Chemical Society. Perkin transactions II, 1997, # 7, p. 1401 - 1404
  作者：Vlasak, Petr、Mindl, Jaromir

  DOI：——

  日期：——
• ACYLSEMICARBAZIDES AND THEIR USE AS CYCLIN DEPENDENT KINASE (CDK) INHIBITORS
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：EP1414804A1

  公开（公告）日：2004-05-06