3-苯甲酰基-3-苯基丁酸甲酯 | 53750-14-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 3-苯甲酰基-3-苯基丁酸甲酯
• 英文名称: Methyl 3-benzoyl-3-phenylbutanoate
• 英文别名: Methyl-desylacetat；methyl 4-oxo-3,4-diphenylbutanoate；4-oxo-3,4-diphenyl-butyric acid methyl ester；4-Oxo-3,4-diphenyl-buttersaeure-methylester
• CAS: 53750-14-4
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: UEQVHTCQXGCFAC-UHFFFAOYSA-N

物化性质

• 熔点：
  49 °C
• 沸点：
  411.8±33.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-苯甲酰基-3-苯基丁酸甲酯 在 氢氧化钾 作用下， 生成 3,4-diphenyl-4-oxobutanoic acid
  参考文献：
  名称：

  Anschuetz; Walter, Justus Liebigs Annalen der Chemie, 1907, vol. 354, p. 148

  摘要：

  DOI：
• 作为产物：
  描述：

  benzylidene-(3-methyl-pyridin-2-yl)-imine 在 RhCl(PPh₃)3 盐酸 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 12.0h， 生成 3-苯甲酰基-3-苯基丁酸甲酯
  参考文献：
  名称：

  摘要：

  1,4-Dicarbonyl compounds can be prepared using a Rh(I) mediated hydroacylation reaction between (2-aminopicolyl)imines and acrylate esters followed by acid hydrolysis.

  DOI：

  10.1039/b107852f

文献信息

• Silyl Phosphites. XVIII. Versatile Utility of α-(Trimethylsilyloxy)alkylphosphonates as Key Intermediates for Transformation of Aldehydes into Several Carbonyl Derivatives
  作者：Mitsuo Sekine、Masashi Nakajima、Akiko Kume、Akio Hashizume、Tsujiaki Hata

  DOI：10.1246/bcsj.55.224

  日期：1982.1

  trimethylsilyl phosphite (DTMSP) with aldehydes were converted, by treatment with lithium diisopropylamide (LDA) followed by the successive alkylation and alkaline hydrolysis, to carbonyl derivatives involving aldehydes, unsymmetrical ketones, β,γ-unsaturated ketones, and carboxylic acids. β-Substituted carboxylic esters and γ-substituted lactones were prepared by use of the carbonyl addition compounds of DTMSP

  通过用二异丙基氨基锂 (LDA) 处理，然后连续烷基化和碱水解，将二乙基三甲基甲硅烷基亚磷酸酯 (DTMSP) 与醛的羰基加成化合物转化为涉及醛、不对称酮、β,γ-不饱和酮和羧酸的羰基衍生物酸。利用DTMSP的羰基加成化合物与α,β-不饱和醛制备β-取代羧酸酯和γ-取代内酯。
• Acyl Polysilanes: New Acyl Anion Equivalents for Additions to Electron-Deficient Alkenes
  作者：Justin Bower、Matthew R. Box、Michal Czyzewski、Andres E. Goeta、Patrick G. Steel

  DOI：10.1021/ol900813z

  日期：2009.7.2

  cyclobutanes and silylsubstituted cyclopropanes in moderate yields. Upon Si−C bond oxidation the cyclopropanes are converted directly to 1,4-dicarbonyl compounds, thus demonstrating the formal acyl anion chemistry of acyl polysilanes.

  通过酰基聚硅烷的热分解生成的硅，会以中等收率加到α，β-不饱和酯中，形成环丁烷和甲硅烷基取代的环丙烷。在Si-C键氧化后，环丙烷直接转化为1,4-二羰基化合物，因此证明了酰基聚硅烷的形式上的酰基阴离子化学。
• Oxidative Ring-Opening Reaction of Cyclopropanone Acetals with Carbonyl Compounds via Photoinduced Electron Transfer. Generation of a .beta.-Carbonyl Radical Species and Its Application to the Synthesis of .gamma.-Hydroxy Ester Derivatives
  作者：Manabu Abe、Akira Oku

  DOI：10.1021/jo00115a022

  日期：1995.5

  Photoinduced electron transfer (PET) reactions of 2-substituted or 2,2-disubstituted cyclopropanone methyl trialkylsilyl acetals 1a-e,g and 1-siloxy-2-oxabicyclo[3.1.0]hexane (1f) with carbonyl compounds 2 (benzophenone (2a), acetophenone (2b), 2-acetonaphthone (2c), 2-acetylpyridine (2d), 4-acetylbenzonitrile (2e), 2,3-butanedione (2f), and benzoyl cyanide (2g)) were examined in the presence of Mg(ClO4)(2). Carbon-carbon bond coupling products (gamma-hydroxy esters 3 or their derivative butyrolactones 4) between 1 and 2 were formed in good yields. A mechanism is proposed for the product formation which is initiated by the single electron transfer (SET) from 1 to the excited state of 2. The SET generates a transient pair of ion radicals, i.e. a ring-opened sec- or tert-beta-carbonyl radical from 1 and a ketyl radical ion from 2 stabilized by the Mg salt. This realizes a novel type of carbon-carbon bond formation at the sterically crowded beta-position of propanoates.
• Mechanistic and exploratory organic photochemistry. LXXXVII. Photochemical rearrangement of 4-aryl-substituted cyclopentenones. Low-temperature photochemistry and direct observation of reaction intermediates
  作者：Howard E. Zimmerman、R. Daniel Little

  DOI：10.1021/ja00821a044

  日期：1974.7
• HASHIMOTO IWAO; TAKATSUKA RYOZO, BULL. CHEM. SOC. JAP., 1977, 50, NO 9, 2495-2496
  作者：HASHIMOTO IWAO、 TAKATSUKA RYOZO

  DOI：——

  日期：——