(1E,3E)-4-(3-chlorophenyl)-1-phenyl-1,3-butadiene | 82102-28-1

• 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: (1E,3E)-4-(3-chlorophenyl)-1-phenyl-1,3-butadiene
• 英文别名: trans,trans-1-(m-chlorophenyl)-4-phenyl-butadiene；(E,E)-1-(3-chlorophenyl)-4-phenylbuta-1,3-diene；1t-(3-chloro-phenyl)-4t-phenyl-buta-1,3-diene；1t-(3-Chlor-phenyl)-4t-phenyl-buta-1,3-dien；trans-trans-4-Phenyl-1-(3-chlor-phenyl)-butadien-(1.3)；1-Chloro-3-((1e,3e)-4-phenylbuta-1,3-dien-1-yl)benzene；1-chloro-3-[(1E,3E)-4-phenylbuta-1,3-dienyl]benzene
• CAS: 82102-28-1
• 化学式: C₁₆H₁₃Cl
• 分子量: 240.732
• InChiKey: FHHAYMKMAYEDJX-LUZURFALSA-N

物化性质

• 沸点：
  402.1±34.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  马来酸酐 、 (1E,3E)-4-(3-chlorophenyl)-1-phenyl-1,3-butadiene 生成 cis-2-(m-chlorophenyl)-5-phenyl-8-oxabicyclo<4.3.0>non-3-ene-7,9-dione
  参考文献：
  名称：

  Alcohol Drinkers Overreport Their Energy Intake in the BIRNH Study: Evaluation by 24-Hour Urinary Excretion of Cations

  摘要：

  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.

  DOI：

  10.1080/07315724.2001.10719060
• 作为产物：
  描述：

  反式肉桂醛 、 bromozinc(1+),methanidylbenzene 在 bis(triphenylphosphine)nickel(II) chloride 、 三甲基氯硅烷 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以74%的产率得到(1E,3E)-4-(3-chlorophenyl)-1-phenyl-1,3-butadiene
  参考文献：
  名称：

  由有机锌试剂与镍（II）配合物催化的醛反应形成的碳-碳双键。

  摘要：

  DOI：

  10.1002/1521-3773(20020802)41:15<2757::aid-anie2757>3.0.co;2-z

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。
• Palladium-Tetraphosphine Complex Catalysed Heck Reaction of Vinyl Bromides with Alkenes: A Powerful Access to Conjugated Dienes
  作者：Henri Doucet、Maurice Santelli、Mhamed Lemhadri、Ahmed Battace、Florian Berthiol、Touriya Zair

  DOI：10.1055/s-2008-1032124

  日期：——

  A wide variety of 1,3-dienes have been prepared by the Heck vinylation of vinyl bromides using [Pd(η 3 -C 3 H 5 )Cl] 2 / CIS, CIS, CIS-1,2,3,4-tetrakis[(diphenylphosphino)methyl]cyclopentane (Tedicyp) as the catalyst precursor. Both α- and β-substituted vinyl bromides undergo the Heck reaction with functionalised alkenes such as acrylates, enones, styrenes or a vinyl sulfone, and also with nonfunctionalised

  使用 [Pd(η 3 -C 3 H 5 )Cl] 2 / CIS, CIS, CIS-1,2,3,4-tetrakis 通过乙烯基溴化物的 Heck 乙烯基化制备了多种 1,3-二烯[(二苯基膦基)甲基]环戊烷(Tedicyp)作为催化剂前体。α- 和 β- 取代的溴化乙烯都与官能化烯烃（如丙烯酸酯、烯酮、苯乙烯或乙烯基砜）以及非官能化烯烃（如 dec-1-ene）发生 Heck 反应，在大多数情况下，立体选择性导致相应的 E- 或 E, E-1,3-二烯，收率良好。此外，这种催化剂可以在低负载下用于多种反应。
• Photocyclization reactions of aryl polyenes. The photocychzation of 1-substitutedphenyl-4-phenyl-1,3-butadienes
  作者：Clifford C. Leznoff、Roger J. Hayward

  DOI：10.1139/v70-304

  日期：1970.6.15

  Irradiation of 1-p-substitutedphenyl-4-phenyl-1,3-butadienes gave mixtures of 1-p-substituted-phenylnaphthalenes and 7-substituted-1-phenylnaphthalenes. Photocyclization of 1-m-substituted-phenyl-4-phenyl-1,3-butadienes gave 1-m-substitutedphenylnaphthalenes, 6-substituted-1-phenylnaphthalenes, and 8-substituted-1-phenylnaphthalenes. Characterization of the photoproducts was achieved through synthesis by an independent method.

  对1-对位取代苯基-4-苯基-1,3-丁二烯的辐照产生了1-对位取代苯基萘和7-取代-1-苯基萘的混合物。对1-间位取代苯基-4-苯基-1,3-丁二烯的光环化反应产生了1-间位取代苯基萘、6-取代-1-苯基萘和8-取代-1-苯基萘。通过独立方法合成来对光产物进行表征。
• Ballistreri, Francesco P.; Maccarone, Emanuele; Perrini, Giancarlo, Journal of the Chemical Society. Perkin transactions II, 1982, p. 273 - 278
  作者：Ballistreri, Francesco P.、Maccarone, Emanuele、Perrini, Giancarlo、Tomaselli, Gaetano A.、Torre, Michele

  DOI：——

  日期：——
• Berthiol, Florian; Doucet, Henri; Santelli, Maurice, Synlett, 2003, # 6, p. 841 - 844
  作者：Berthiol, Florian、Doucet, Henri、Santelli, Maurice

  DOI：——

  日期：——