1-(2-chlorophenyl)-2-phenylethanol | 53774-31-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(2-chlorophenyl)-2-phenylethanol
• 英文别名: 2-chloro-bibenzyl-α-ol；(+/-)-1-Hydroxy-2-phenyl-1-(2-chlor-phenyl)-aethan；(+/-)-2-Phenyl-1-(2-chlor-phenyl)-aethanol-(1)；(+/-)-2-Chlor-α-hydroxy-bibenzyl；2-Chlor-bibenzyl-α-ol；1-(o-Chlorphenyl)-2-phenyl-ethanol
• CAS: 53774-31-5
• 化学式: C₁₄H₁₃ClO
• 分子量: 232.71
• InChiKey: ANGSGWHEASHNHD-UHFFFAOYSA-N

物化性质

• 熔点：
  75 °C
• 沸点：
  145 °C(Press: 0.05 Torr)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-chlorophenyl)-2-phenylethanol 在 磷酸 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 (E)-2-chlorostilbene
  参考文献：
  名称：

  立体定向合成反式-二苯乙烯衍生物的实用方法

  摘要：

  通过芳香醛与苄基三甲基硅烷（BTMS）的单锅苄基化脱水反应，开发了一种立体定向合成反苯乙烯基酯的实用方法，该反应由四丁基氟化铵（TBAF）在THF中驱动。同时提出了对整个过程的合理描述，并研究了取代基对反应的影响。该方法还用于以优异的产率合成三种天然产物的前体，这表明该方法在某些天然产物的合成中非常有效和实用。

  DOI：

  10.1002/cjoc.201180279
• 作为产物：
  描述：

  苄基三甲基硅烷 在 盐酸 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 生成 1-(2-chlorophenyl)-2-phenylethanol
  参考文献：
  名称：

  立体定向合成反式-二苯乙烯衍生物的实用方法

  摘要：

  通过芳香醛与苄基三甲基硅烷（BTMS）的单锅苄基化脱水反应，开发了一种立体定向合成反苯乙烯基酯的实用方法，该反应由四丁基氟化铵（TBAF）在THF中驱动。同时提出了对整个过程的合理描述，并研究了取代基对反应的影响。该方法还用于以优异的产率合成三种天然产物的前体，这表明该方法在某些天然产物的合成中非常有效和实用。

  DOI：

  10.1002/cjoc.201180279

文献信息

• Palladium-Catalyzed Stereoselective Synthesis of (E)-Stilbenes via Organozinc Reagents and Carbonyl Compounds
  作者：Jin-Xian Wang、Kehu Wang、Lianbiao Zhao、Hongxia Li、Ying Fu、Yulai Hu

  DOI：10.1002/adsc.200606016

  日期：——

  In the presence of a catalytic amount of PdCl2(PPh3)2 and a silylating agent, organozinc halides reacted with carbonyl compounds to give the corresponding (E)-stilbenes in good to excellent yields under mild conditions. The reaction mechanism is briefly discussed.

  在催化量的PdCl 2（PPh 3）2和甲硅烷基化剂的存在下，有机锌卤化物与羰基化合物反应，在温和的条件下以良好或优异的收率得到相应的（E）-芪。简要讨论了反应机理。
• An unusual chemoselective oxidation strategy by an unprecedented exploration of an electrophilic center of DMSO: a new facet to classical DMSO oxidation
  作者：Rajesh Chebolu、Ashish Bahuguna、Reena Sharma、Vivek Kumar Mishra、P. C. Ravikumar

  DOI：10.1039/c5cc05713b

  日期：——

  A conceptually new dimethyl sulfoxide (DMSO) based oxidation process without the use of any activator has been demonstrated for the oxidation of active methylenes and benzhydrols.

  一个在概念上全新的二甲基亚砜（DMSO）基氧化过程已经被证明可以在不使用任何活化剂的情况下氧化活性亚甲基和苯甲醇。
• Cadmium-Mediated Carbonyl Benzylation in Tap Water
  作者：Cunliu Zhou、Zhiyong Wang

  DOI：10.1055/s-2005-865293

  日期：——

  Zn/CdCl 2 has been developed as a mediator in the benzylation of various aldehydes in tap water affording the corresponding alcohols in moderate to good yields. The addition of a catalytic amount of InCl 3 increases the yield of benzylation product significantly. It can selectively mediate the benzylation of aldehydes in the presence of ketones. A mechanism involving the formation of a cation it-complex

  Zn/CdCl 2 已被开发用作自来水中各种醛的苄基化的介体，以中等至良好的产率提供相应的醇。添加催化量的InCl 3 显着增加了苄化产物的产率。在酮的存在下，它可以选择性地介导醛的苄基化。基于实验事实提出了一种涉及形成阳离子it-络合物的机理。
• Bakke,J.M.; Lorentzen,G.B., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1974, vol. 28, p. 650 - 656
  作者：Bakke,J.M.、Lorentzen,G.B.

  DOI：——

  日期：——
• Alcohol Drinkers Overreport Their Energy Intake in the BIRNH Study: Evaluation by 24-Hour Urinary Excretion of Cations
  作者：Jianjun Zhang、Elisabeth HM Temme、Hugo Kesteloot

  DOI：10.1080/07315724.2001.10719060

  日期：2001.10

  Objective: Alcohol drinkers are generally considered to underreport their alcohol intake, but little is known about whether they correctly report their energy intake (EI). We assessed the validity of the reported energy intake of alcohol drinkers using the 24-hour urinary (U) excretion of potassium (K) and sodium (Na) as biomarkers.Methods: A total of 2,124 men and 1,998 women 25 to 74 years of age with a 24-hour urine collection. a random sample of the Belgian Interuniversity Research on Nutrition and Health (BIRNH), were studied. Dietary intake (D), including alcohol consumption, was assessed by a one-day food record, Basal metabolic rate (BMR) was predicted from age gender and weight. As a measure for the degree of reporting error. D-K/U-K, D-Na/U-Na, EI/U-K, Non-alcohol EI/U-Na (NAEI/U-Na), Ei/U-Na, EVU-creatinine and EI/BMR ratios were calculated and compared among non-, moderate and heavy drinkers in both genders.Results: El, NAEI and all seven ratios examined generally increased with the level of alcohol intake in both genders. After adjustment for age, body mass index, smoking and educational level, most ratios were significantly higher in moderate drinkers (p < 0.02 to p < 0.0001) and in heavy drinkers (all p < 0.0001) than in non-drinkers. These differences were most significant in male heavy drinkers. The exceptions were D-K/U-K. D-Na/U-Na and NAEI/U-Na in moderate and female heavy drinkers and EI/U-K in male moderate drinkers. The estimated amount of the overreporting of El by heavy drinkers was 27.8% in men and 13.7% in women.Conclusions: This study provides evidence that El and NAEI obtained from the BIRNH study was overreported among alcohol drinkers, especially among male heavy drinkers. It also indicates that El from alcohol replaced El from food.