2-benzylidene-5,5-dimethylcyclohexane-1,3-dione | 28746-58-9

• 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: 2-benzylidene-5,5-dimethylcyclohexane-1,3-dione
• CAS: 28746-58-9
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: OWPZEMRCLRZIKX-UHFFFAOYSA-N

物化性质

• 沸点：
  386.0±42.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzylidene-5,5-dimethylcyclohexane-1,3-dione 在 sodium methylate 作用下， 以 甲醇 、 苯 为溶剂， 生成 2-Amino-7,7-dimethyl-4-phenyl-4,6,7,8-tetrahydro-1H-quinazolin-5-one
  参考文献：
  名称：

  Ahluwalia, V. K.; Gupta, Charu; Khanduri, C. H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 6, p. 355 - 356

  摘要：

  DOI：
• 作为产物：
  描述：

  N-methyl-α-phenylnitrone 、 5,5-二甲基-1,3-环己二酮 以 二氯甲烷 为溶剂， 反应 2.0h， 以19%的产率得到2-benzylidene-5,5-dimethylcyclohexane-1,3-dione
  参考文献：
  名称：

  Solvent-dependent reactivities of acyclic nitrones with β-diketones: catalyst-free syntheses of endiones and enones

  摘要：

  Reactions of the nitrones -O+N(Me)=C(H)Ar 1 (Ar=phenyl 1a, 4-methylphenyl 1b, 2,4,6-trimethylphenyl 1c, and anthracen-9-yl 1d) with the cyclic beta-diketones 1,3-indandione 2 or barbituric acid 3 in CH2Cl2, afford the corresponding endiones 2'a-2'd or 3'a-3'd. In contrast, dimedone 4 reacts with 1a or 1b to give the endione 4'a or 4'b and the bis-adduct 4 '' a or 4 '' h. Nevertheless, reaction of 4 with 1c or 1d in CH2Cl2 furnishes only the endione adducts 4'c or 4'd. However, the reaction of 4 with 1a or 1b in methanol gives only 4 '' a or 4 '' b, respectively. Among acyclic beta-diketones only malonic acid 7 reacts with 1a-1c. Reaction of 7 with 1a in CH2Cl2 forms cinnamic acid 7 '' a, whereas in the case of 1b, the endione 7'b and (E)-3-p-tolylacrylic acid 7 '' b are obtained. The nitrone 1c reacts with 7 in CH2Cl2 to afford the endione 7'c or with acetone yielding (E)-4-mesitylbut-3-en-2-one 8. X-ray analyses are reported for 4'c, 5, and 7 '' b. In addition, the calculated acidity of the hydrogen at the alpha-C atom is shown to correlate with the reactivity of the beta-diketones with nitrones. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.086

文献信息

• Potassium Natural Asphalt Sulfonate (K‐NAS): Synthesis and characterization as a new recyclable solid basic nanocatalyst and its application in the formation of carbon–carbon bonds
  作者：Saeid Falah、Mohammad Soleiman‐Beigi、Homa Kohzadi

  DOI：10.1002/aoc.5840

  日期：2020.10

  In this research, we synthesized and characterized a new heterogeneous basic nanocatalyst and its catalytic application was studied in the Claisen‐Schmidt and Knoevenagel condensations. In order to prepare this nanocatalyst, first, the Iranian natural asphalt was sulfonated with the concentrated sulfuric acid and then, converted to the potassium natural asphalt sulfonate (K‐NAS). In order to characterization

  在这项研究中，我们合成并表征了一种新型的非均相碱性纳米催化剂，并研究了其在Claisen-Schmidt和Knoevenagel缩合反应中的催化应用。为了制备这种纳米催化剂，首先，将伊朗天然沥青用浓硫酸磺化，然后转化为天然沥青磺酸钾（K-NAS）。为了表征纳米催化剂，使用了FT-IR光谱，扫描电子显微镜（SEM），能量色散光谱（EDS），X射线衍射（XRD），电感耦合等离子体（ICP）和热重分析（TGA）技术。这种新型的碱性多相纳米催化剂具有以下优点：环保，比表面积大，反应性和可回收性高。
• Efficient Regioselective Synthesis and Potential Antitumor Evaluation of Isoxazolo[5,4-<i>b</i>]pyridines and Related Annulated Compounds
  作者：Wafaa S. Hamama、Mona E. Ibrahim、Hanafi H. Zoorob

  DOI：10.1002/ardp.201100258

  日期：2012.6

  the corresponding isoxazolo[5,4‐b]pyridines. Treatment of 1 with 2,6‐dibenzylidenecyclohexanone or 2‐benzylidenedimedone afforded the corresponding isoxazolo[5,4‐b]quinoline derivatives. 4,6,8,9‐Tetrahydroisoxazolo[5,4‐b]quinolin‐5‐one derivative was also obtained by multicomponent condensation reaction of 1 with dimedone and benzaldehyde. Heterocyclic annulation of the isoxazolo[5,4‐b]pyridine system

  5-氨基-3-甲基异恶唑与适当的α,β-不饱和酮反应得到相应的异恶唑并[5,4-b]吡啶。用 2,6-二亚苄基环己酮或 2-亚苄基二甲酮处理 1 得到相应的异恶唑并 [5,4-b] 喹啉衍生物。4,6,8,9-四氢异恶唑并[5,4-b]喹啉-5-酮衍生物还通过1与二甲酮和苯甲醛的多组分缩合反应获得。异恶唑并[5,4-b]吡啶体系的杂环环化是通过1与茚满二酮、奎宁酮、吡唑酮和恶唑酮的亚苄基衍生物反应实现的。一些新合成化合物的代表被评估为抗肿瘤剂。
• Simple Protocol for the Knoevenagel Condensation Under Solvent Free Conditions using Tungstophosphoric Acid as Catalyst
  作者：Abdulrahman I. Alharthi

  DOI：10.14233/ajchem.2019.22072

  日期：2019.9.10

  The effect of calcination on the performance of tungstophosphoric acid for the product of Knoevenagel condensation was investigated. Substituted aldehydes and dimedone has been used in the presence of calcined tungstophosphoric acid as a heterogeneous catalyst using grinding method at room temperature. The results of reactions revealed that calcined tungstophosphoric acid has superior catalytic activity comparing to non-calcined catalyst in terms of yield and reaction time. Maximum yield of model compound was achieved by using 10 mol% of calcined catalyst in a reaction time that does not exceed 10 min, whereas the yield at same amount of non-calcined catalyst was 86 % in a reaction time of 35 min.

  针对钨磷酸钠在Knoevenagel缩合产物性能上的影响进行了煅烧研究。在室温下，使用煅烧的钨磷酸钠作为异相催化剂，采用研磨法，使用取代醛和二甲二酮进行了实验。实验结果表明，与未经煅烧的催化剂相比，煅烧的钨磷酸钠在产量和反应时间方面具有更优越的催化活性。在反应时间不超过10分钟的情况下，使用10%的煅烧催化剂可以获得模型化合物的最大产量，而在相同量的未煅烧催化剂下，反应时间为35分钟时产量为86%。
• The aza-ene reaction of heterocyclic kentene aminals with enones: An unusual and efficient formation of imidazo[1,2-a] pyridine and imidazo[1,2,3-ij][1,8]naphthyridine derivatives
  作者：Jian-Heng Zhang、Mei-Xiang Wang、Zhi-Tang Huang

  DOI：10.1016/s0040-4039(98)02132-7

  日期：1998.12

  Reaction of heterocyclic ketene animals with enones proceeds via an aza-ene addition followed by intramolecular cyclization to give imidazo[1,2-a]pyridine and imidazo[1,2,3-ij] [1,8]naphthyridine derivatives.

  杂环烯酮动物与烯酮的反应通过氮杂烯加成反应进行，然后进行分子内环化，得到咪唑并[1,2- a ]吡啶和咪唑并[1,2,3- ij ] [1,8]萘啶衍生物。
• HAIR TREATMENT PRODUCTS COMPRISING POLYMERS
  申请人：Schulze zur Wiesche Erik

  公开号：US20090304620A1

  公开（公告）日：2009-12-10

  The invention relates to hair treatment products, comprising at least one copolymer made of 0.1 to 50% (in relation to the total number of monomers in the copolymer) monomers of the formula (I), wherein the unknowns are defined as in claim 1 , and A2) are monomers from the group of acrylic acid, methacrylic acid and the like, and—optionally non-ionic monomers from the group of acrylamide, vinyl alcohol, and the like, wherein the monomers A2 and A3 together represent 50 to 99.9% (in relation to the total number of monomers in the copolymer) of the copolymer, at least one silicon and at least one selected care product, wherein the products result in advantageous effects for skin and hair.

  该发明涉及头发护理产品，包括至少一种由0.1至50%（相对于共聚物中单体总数的比例）的公式（I）的单体制成的共聚物，其中未知数的定义如权利要求1中定义的，以及A2）是来自丙烯酸、甲基丙烯酸等单体组的单体，以及——可选的非离子单体，来自丙烯酰胺、乙烯醇等单体组，其中单体A2和A3共同代表共聚物中50至99.9%（相对于共聚物中单体总数的比例）的单体，至少含有一种硅和至少一种选定的护理产品，其中这些产品对皮肤和头发具有有利效果。