4-(1-hydroxy-1-phenylethyl)benzoic acid | 106737-30-8

• 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: 4-(1-hydroxy-1-phenylethyl)benzoic acid
• 英文别名: 4-(1-Hydroxy-1-phenyl-aethyl)-benzoesaeure
• CAS: 106737-30-8
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: IWYNUORURDKIPN-UHFFFAOYSA-N

物化性质

• 熔点：
  133-134.5 °C
• 沸点：
  437.8±33.0 °C(Predicted)
• 密度：
  1.234±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1-hydroxy-1-phenylethyl)benzoic acid 在 diaquamanganese(III)-mesotetrakis(1-methylpyridinium-4-yl)porphyrin pentaacetate oxone 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以27.9%的产率得到苯乙酮
  参考文献：
  名称：

  Oxidation of tertiary diaryl alcohols catalyzed by a water-soluble metalloporphyrin: Caliph–Caliph versus Caliph–CAr bond cleavage

  摘要：

  In water and at room temperature, tertiary diaryl alcohols were easily cleaved by monopersulfate oxidation using a water-soluble metalloporphyrin catalyst to give mainly aryl methyl ketones and to a lower extent diaryl ketones, probably resulting from a beta-fragmentation of the diaryl-ethoxy radical Ar2MeC-O .; a small amount of unexpected ester derivatives was also detected indicating at least one alternative pathway.

  DOI：

  10.1039/a705713j
• 作为产物：
  描述：

  4-苯甲酰苯甲酸 在 氢氧化钾 、 对甲苯磺酸 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 12.0h， 生成 4-(1-hydroxy-1-phenylethyl)benzoic acid
  参考文献：
  名称：

  Wietzerbin, Karine; Bernadou, Jean; Meunier, Bernard, European Journal of Inorganic Chemistry, 1999, # 9, p. 1467 - 1477

  摘要：

  DOI：

文献信息

• Quenching, radical formation, and disproportionation in the photoreduction of 4-carboxybenzophenone by 4-carboxybenzhydrol, hydrazine, and hydrazinium ion
  作者：Shai Inbar、Henry Linschitz、Saul G. Cohen

  DOI：10.1021/ja00414a047

  日期：1981.12

  = 6600 M/sup -1/ cm/sup -1/), for CBH, lambda/sub max/ = 570 nm (epsilon = 5500), and for the radical anion CB/sup -/, lambda/sub max/ = 660 nm (epsilon = 8100). The pKa ofCBH was determined, 8.2. Rate constants were determined: for combination of CBH to pinacol, 2k/sub 6/ = 1.8 x 10/sup 9/ M/sup -1/s/sup -1/; for reactions of CBH with CB/sup -/, k/sub 7/ = 1.1 x 10/sup 9/ M/sup -1/s/sup -1/; for disproportionation

  已对 4-羧基二苯甲酮 (CB)-4-羧基-二苯甲醇 (CBH/sub 2/) 和 CB-肼系统在 pH 5.8 至 12 范围内进行了激光闪光和稳定照射研究。 与 CBH/sub 反应2/，CB 三重态部分被羧酸盐淬灭，k/sub q/ 约。= 4 x 10/sup 6/ M/sup -1/s/sup -1/；总反应，k/sub 4/ = 3.0 x 10/sup 7/ M/sup -1/s/sup -1/ 导致羰基自由基 CBH，phi = 1.7。记录 CB 三重峰的吸收光谱，λ/sub max/ = 535 nm (epsilon = 6600 M/sup -1/cm/sup -1/)，对于 CBH，λ/sub max/ = 570 nm (epsilon = 5500) ，对于自由基阴离子 CB/sup -/，λ/sub max/ = 660 nm (epsilon = 8100)。CBH的pKa被确定为8
• Wawzonek; Morreal, Journal of medicinal and pharmaceutical chemistry, 1959, vol. 1, p. 501,502
  作者：Wawzonek、Morreal

  DOI：——

  日期：——
• Wietzerbin, Karine; Bernadou, Jean; Meunier, Bernard, European Journal of Inorganic Chemistry, 1999, # 9, p. 1467 - 1477
  作者：Wietzerbin, Karine、Bernadou, Jean、Meunier, Bernard

  DOI：——

  日期：——
• Oxidation of tertiary diaryl alcohols catalyzed by a water-soluble metalloporphyrin: Caliph–Caliph versus Caliph–CAr bond cleavage
  作者：Karine Wietzerbin、Bernard Meunier、Jean Bernadou

  DOI：10.1039/a705713j

  日期：——

  In water and at room temperature, tertiary diaryl alcohols were easily cleaved by monopersulfate oxidation using a water-soluble metalloporphyrin catalyst to give mainly aryl methyl ketones and to a lower extent diaryl ketones, probably resulting from a beta-fragmentation of the diaryl-ethoxy radical Ar2MeC-O .; a small amount of unexpected ester derivatives was also detected indicating at least one alternative pathway.