乙酰乙酰克利西丁 | 85968-72-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 乙酰乙酰克利西丁
• 中文别名: 乙酰乙酰克里西丁；N-(2-甲氧基-5-甲基苯基)-3-氧代-丁酰胺
• 英文名称: 1-Acetoacetylamino-2-methoxy-5-methyl-benzol
• 英文别名: acetoacetic acid-(2-methoxy-5-methyl-anilide)；Acetessigsaeure-(2-methoxy-5-methyl-anilid)；2-methoxy-5-methylacetoacetanilide；N-(2-methoxy-5-methylphenyl)-3-oxobutanamide
• CAS: 85968-72-5
• 化学式: C₁₂H₁₅NO₃
• mdl: MFCD00054267
• 分子量: 221.256
• InChiKey: BZKDEDRZTISGLD-UHFFFAOYSA-N

物化性质

• 熔点：
  82 °C(Solv: ethanol (64-17-5))
• 沸点：
  376.0±32.0 °C(Predicted)
• 密度：
  1.146
• 闪点：
  181°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

制备方法与用途

制备方法

染料、颜料和中间体的合成。

用途简介

反应信息

• 作为反应物：
  描述：

  乙酰乙酰克利西丁 在 硫酸 、 氢气 、 锌 作用下， 生成 4,5-dimethylquinoline
  参考文献：
  名称：

  Manske et al., Canadian Journal of Research, Section B: Chemical Sciences, 1942, vol. 20, p. 133,135

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 2-甲氧基-5-甲基苯胺 在 boiling solvent naphtha 作用下， 生成 乙酰乙酰克利西丁
  参考文献：
  名称：

  DE256621

  摘要：

  公开号：

文献信息

• Studies of the Absorption Spectra of Azo Dyes and their Metal-complexes. II. The Absorption Spectra of Phenolazoacetoacetamide and its Derivatives
  作者：Yoshiharu Yagi

  DOI：10.1246/bcsj.36.492

  日期：1963.5

  phenolic nucleus and a hydrazone group, and the D bands, in a conjugative electronic transition between a carboxylic acid anilide group and a hydrazone group. From the investigation of the series of spectra in phenolazoacetoacetbenzylamides, the B bands have been assigned to the conjugation band; they arise from a conjugative electronic transition within a partial chromophore consisting of an acetyl carbonyl

  酚偶氮乙酰乙酰胺呈腙形式。酚羟基在固态和非极性溶剂中与腙氮原子形成分子内氢键。这些化合物的电子吸收光谱表现出四组特征谱带： A 谱带产生于涉及电子沿相应化合物整个共轭体系迁移的跃迁；C 带起源于酚核和腙基团之间的共轭电子跃迁，D 带起源于羧酸酰苯胺基团和腙基团之间的共轭电子跃迁。从对苯酚偶氮乙酰乙酰苄基酰胺的系列光谱的研究来看，B 带已被指定为共轭带；
• Knorr Cyclizations and Distonic Superelectrophiles
  作者：Kiran Kumar Solingapuram Sai、Thomas M. Gilbert、Douglas A. Klumpp

  DOI：10.1021/jo7013092

  日期：2007.12.1

  theoretical methods. The results of these studies indicate that β-ketoamides such as acetoacetanilide undergo diprotonation at the two carbonyl oxygen atoms to form distonic superelectrophiles. Direct observation of a dicationic superelectrophile was achieved by low-temperature 1H, 15N, and 13C NMR from FSO3H−SbF5−SO2ClF solutions. In synthetic studies, the Brønsted superacid CF3SO3H is found to be an effective

  通过实验和理论方法研究了酸催化的克诺尔环化反应。这些研究的结果表明，β-酮酰胺（如乙酰乙酰苯胺）在两个羰基氧原子处经历了双质子化反应，形成了扭曲的超亲电子体。通过FSO 3 H-SbF 5 -SO 2 ClF溶液的低温1 H，15 N和13 C NMR可以直接观察到阳离子型超亲电子试剂。在合成研究中，发现布朗斯台德超强酸CF 3 SO 3 H是克诺尔环化的有效酸催化剂。
• [EN] MONOAZOQUINOLONE PIGMENTS, PROCESS FOR THEIR PREPARATION AND THEIR USE<br/>[FR] PIGMENTS DE MONOAZOQUINOLONE, LEUR PROCEDE DE PREPARATION ET LEUR UTILISATION
  申请人：CIBA SC HOLDING AG

  公开号：WO2004085540A1

  公开（公告）日：2004-10-07

  Monoazoquinolone pigments which, in one of their tautomeric forms, correspond to formula (1), wherein W is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl or is a radical of formula (1a), wherein Ar2 is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl, Ar1 is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl, R, R1 and R2 are each independently of the others hydrogen, C1-C6alkyl, halogen, cyano, CF3, nitro, NR3R4, COOR4, NR4COR3, COO-X+, COR4, OR4, SR3, S02R3, SO2NR3R4, SO3-X+, or C6-C24aryl which is unsubstituted or mono- or poly­substituted by R5, R3 is C1-C6alkyl, or C6-C12aryl which is unsubstituted or mono- or poly-substituted by halogen, hydroxy, OR7, cyano, nitro, SR7, NR6R7, COOR7, CONR6R7, NR6COR7, NR6COOR7, COO-X+, COR4, OR4, SO2R7, SO2NR6R7, SO3-X+ or by S03R7, R4 is hydrogen or has the meanings of R3, R5 is hydrogen, C1-C4alkyl, halogen, nitro, NR7R8 or OR7, R6 is hydrogen or C1-C3alkyl, R7 and R8 are each independently of the other hydrogen; C1-C3alkyl; phenyl which is unsubstituted or mono- or poly-substituted by halogen, nitro, OR5, NR16R17; or benzyl which is unsubstituted or mono- or poly-substituted by halogen, nitro, OR5, NR16R17, and X+ is a cation H+, Li+, Na+, K+, Mg++1/2, Ca++1/2, Sr++1/2, Ba++1/2, Cu+, Cu++1/2, Zn++1/2, Mn++1/2, Al +++1/3 or [NR9R10R11R12]+, wherein R9, R10, R11 and R12 are each independently of the others hydrogen; C1-C6alkyl; phenyl which is unsubstituted or mono- or poly-substituted by C1-C6alkyl, halogen, nitro, OR5, NR16R17; or benzyl which is unsubstituted or mono- or poly-substituted by C1-C6alkyl, halogen, nitro, OR5, NR16R17, and R16 and R17 are each independently of the other hydrogen or C1-C6alkyl, are suitable for the colouring of high molecular weight material and are distinguished by good fastness properties of the resulting colourations.

  单氮基喹啉酮颜料，在它们的互变异构形式之一中，对应于式（1），其中W是未取代或取代的C6-C24芳基或未取代或取代的杂环芳基，或是式（1a）中的基团，其中Ar2是未取代或取代的C6-C24芳基或未取代或取代的杂环芳基，Ar1是未取代或取代的C6-C24芳基或未取代或取代的杂环芳基，R、R1和R2分别独立地是氢、C1-C6烷基、卤素、氰基、CF3、硝基、NR3R4、COOR4、NR4COR3、COO-X+、COR4、OR4、SR3、S02R3、SO2NR3R4、SO3-X+或未取代或经R5单取代或多取代的C6-C24芳基，R3是C1-C6烷基，或未取代或经卤素、羟基、OR7、氰基、硝基、SR7、NR6R7、COOR7、CONR6R7、NR6COR7、NR6COOR7、COO-X+、COR4、OR4、SO2R7、SO2NR6R7、SO3-X+或S03R7单取代或多取代的C6-C12芳基，R4是氢或具有R3的含义，R5是氢、C1-C4烷基、卤素、硝基、NR7R8或OR7，R6是氢或C1-C3烷基，R7和R8分别独立地是氢、C1-C3烷基、未取代或经卤素、硝基、OR5、NR16R17单取代或多取代的苯基，或未取代或经卤素、硝基、OR5、NR16R17单取代或多取代的苄基，X+是H+、Li+、Na+、K+、Mg++1/2、Ca++1/2、Sr++1/2、Ba++1/2、Cu+、Cu++1/2、Zn++1/2、Mn++1/2、Al+++1/3或[NR9R10R11R12]+，其中R9、R10、R11和R12分别独立地是氢、C1-C6烷基、未取代或经C1-C6烷基、卤素、硝基、OR5、NR16R17单取代或多取代的苯基，或未取代或经C1-C6烷基、卤素、硝基、OR5、NR16R17单取代或多取代的苄基，R16和R17分别独立地是氢或C1-C6烷基，适用于高分子量材料的着色，并以所得色彩的良好牢度特性而著称。
• [EN] YELLOW ANIONIC DISAZO DYES<br/>[FR] COLORANTS DIAZO ANIONIQUES JAUNES
  申请人：CIBA SC HOLDING AG

  公开号：WO2003104333A1

  公开（公告）日：2003-12-18

  The present invention relates to novel yellow anionic dyes, a process for their preparation, certain novel intermediates necessary for their preparation and the use of these dyes for dyeing natural or synthetic materials, in particular, paper.

  本发明涉及新型黄色阴离子染料、其制备方法、制备所必需的某些新型中间体以及利用这些染料对天然或合成材料进行染色，特别是纸张的用途。
• DE256621
  申请人：——

  公开号：——

  公开（公告）日：——