3-methyl-2,6-diphenyl-tetrahydropyran-4-one | 68226-08-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 3-methyl-2,6-diphenyl-tetrahydropyran-4-one
• 英文别名: r-2,cis-6-Diphenyl-trans-3-methyl-4-oxanone；r-2,c-6-diphenyl-t-3-methylpiperidin-4-one；r-2,c-6-diphenyl-t-3-methyloxan-4-one；1-oxa-2eq,6eq-diphenyl-3eq-methyl-4-cyclohexanone；(2S,3R,6R)-3-methyl-2,6-diphenyloxan-4-one
• CAS: 68226-08-4
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: DSMFLVXZGAJXNY-VHSSKADRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-2,6-diphenyl-tetrahydropyran-4-one 在 硫酸 、 tripropylammonium fluorochromate (VI) 作用下， 以 水 、 溶剂黄146 为溶剂， 生成 (2S,5R,6S)-5-methyl-2,6-diphenyloxane-3,4-dione
  参考文献：
  名称：

  Mangalam, G.; Gurumurthy, R.; Arul, R., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1995, vol. 34, # 2, p. 107 - 111

  摘要：

  DOI：
• 作为产物：
  描述：

  c-2,c-6-diphenyl-t-3-methyl-r-4-aminooxane 在 ammonium cerium(IV) nitrate 、 硝酸 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 生成 3-methyl-2,6-diphenyl-tetrahydropyran-4-one
  参考文献：
  名称：

  Chandrasekara, Nallappan; Ramarajan, Krishnasamy; Suja, Mathen, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1987, vol. 26, # 6, p. 471 - 474

  摘要：

  DOI：

文献信息

• Spectral characterization and crystal structure of tetrahydropyran-4-one thiosemicarbazones
  作者：S. Umamatheswari、J. Jaya Pratha、S. Kabilan

  DOI：10.1016/j.molstruc.2010.11.072

  日期：2011.3

  (E)-1-(Tetrahydro-3-methyl-2,6-diphenylpyran-4-ylidene) thiosemicarbazide (3) and (E)-1-(2,6-bis(4-chlorophenyl)-tetrahydro-3,5-dimethylpyran-4-ylidene) thiosemicarbazide (4) were obtained and characterized by FT-IR, H-1 NMR, C-13 NMR, NOESY spectroscopy and X-ray single-crystal diffraction analysis. Molecular orbital calculations have been carried out for 3 and 4 by using an ab initio method (HF) and also density functional method (B3LYP) at 6-31G basis set. Compound 4 crystallizes in the monoclinic system, space group P2(1)/c, with a = 11.9645(3) angstrom, b = 20.0690(6) angstrom, c = 8.7441(2) angstrom, beta = 105.5220(10), V = 2023.02(9) angstrom(3), and Z = 4. Compounds 3 and 4 exist in chair conformation with equatorial orientation of all the substituents at pyran ring except the methyl group at C-5 of compound 4 which is oriented at axial disposition to stabilise the chair conformation and the configuration about the C=N double bond is syn to C-5 carbon (E-form). (c) 2010 Elsevier B.V. All rights reserved.

  (E)-1-((Tetrahydro-3-methyl-2,6-diphenyl-pyran-4-ylidene))硫基半自交腙(3)和(E)-1-(2,6-二(4-氯苯基)环状-3,5-二甲基-四氢-3-位的环状 Trying Bifurcated M)硫基半自交腙(4)通过FT-IR、一H-NMR、C-13-NMR、NOESY光谱分析和X射线晶体单晶衍射分析等方法制备并表征。3和4号化合物通过分子轨道计算法采用从头开始的HF方法和密度泛函方法B3LYP在6-31G基集进行了计算。4号化合物在斜方晶系中形成单晶，确定空间群为P2(1)/c，其a=11.9645(3)Å，b=20.0690(6)Å，c=8.7441(2)Å，beta=105.5220(10)，V=2023.02(9)ų，和Z=4。3号和4号化合物位于椅式构型，并且环状上的所有取代基处于赤道式构型，其中4号化合物中的C-5甲基处于轴向构型，以稳定椅式构型，并且C=N双键与C-5碳符合(E)式。2010 Elsevier B.V. All rights reserved.
• Reactivities of variously substituted 4-heteracyclohexanones in the formation of oximes
  作者：Kuppusamy Selvaraj、Palaniappan Nanjappan、Kondareddiar Ramalingam、Krishnasamy Ramarajan

  DOI：10.1039/p29830000049

  日期：——

  The rates of oxime formation of 41 heterocyclic ketones have been measured at 5 °C in aqueous alcoholic solution buffered at pH 6.85. The data indicate an overall second-order reaction, first order each in ketone and hydroxylamine. In all cases investigated the reaction appears to be irreversible under the experimental conditions employed. Increased steric retardation is observed as steric crowding

  已在5°C的pH值为6.85的酒精水溶液中测定了41种杂环酮的肟形成速率。数据表明总体为二级反应，一级反应分别为酮和羟胺。在所研究的所有情况下，该反应在所采用的实验条件下似乎都是不可逆的。随着在羰基官能团周围的空间拥挤的增加，观察到增加的空间延迟，这表明发生了确定胺基对羰基基团的速率的攻击。4-哌啶酮，oxan-4-ones，thian-4-ones，相应的1,1-dioxides和selenan-4-ones肟的形成速率有显着差异。
• Jambulingam, M.; Nanjappan, P.; Natarajan, K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 390 - 394
  作者：Jambulingam, M.、Nanjappan, P.、Natarajan, K.、Ramalingam, K.

  DOI：——

  日期：——
• Sivakumar, N.; Nagalingam, J.; Palanisamy, A. M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 531 - 534
  作者：Sivakumar, N.、Nagalingam, J.、Palanisamy, A. M.、Premkumar, V.、Natarajan, K.、et al.

  DOI：——

  日期：——
• Natarajan, K.; Jambulingam, M.; Selvaraj, K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 9, p. 901 - 903
  作者：Natarajan, K.、Jambulingam, M.、Selvaraj, K.、Nanjappan, P.、Ramalingam, K.

  DOI：——

  日期：——