1-(2-氯丙-1-烯基)-4-甲氧基苯 | 112534-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-(2-氯丙-1-烯基)-4-甲氧基苯
• 英文名称: 4-(2-chloro-propenyl)-anisole
• 英文别名: 4-(2-Chlor-propenyl)-anisol；Methyl-[4-(2-chlor-propenyl)-phenyl]-aether；4²-Chlor-anethol；β-Chlor-α-(4-methoxy-phenyl)-α-propylen；1²-Chlor-4-methoxy-1-(propen-(1¹)-yl)-benzol；1-(2-Chloroprop-1-en-1-yl)-4-methoxybenzene；1-(2-chloroprop-1-enyl)-4-methoxybenzene
• CAS: 112534-59-5
• 化学式: C₁₀H₁₁ClO
• 分子量: 182.65
• InChiKey: KCAVTTSQDNBRRC-UHFFFAOYSA-N

物化性质

• 沸点：
  135-136 °C(Press: 10 Torr)
• 密度：
  1.119 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-氯丙-1-烯基)-4-甲氧基苯 在 氢氧化钾 、 sodium hydroxide 作用下， 生成 双烯雌酚
  参考文献：
  名称：

  Effect of Low-Fat and/or Low-Energy Diets on Anthropometric Measures in Participants of the Women’s Diet Study

  摘要：

  Objective: To compare the effects of low-fat, low-energy and combination low-fat/low-energy intervention on changes in six anthropometric measures in Caucasian and African-American free-living women.Methods: The effects of dietary counseling strategies for fat and/or energy reduction were examined on anthropometric measures in 86 pre-menopausal women, average BMI of 28 kg/m(2), who participated in a 12-week intervention trial called the Women's Diet Study. The dietary goals were 1510 of energy from fat and/or 25% reduction in energy intake, relative to reported baseline intake, using a 2 x 2 factorial design. Analysis of covariance models were constructed to evaluate changes in anthropometric measures over the 12 weeks of study.Results: The biggest difference by race was in women who were relatively heavier at baseline, in which case African-American women lost significantly less weight but decreased their waist:hip ratio to a significantly greater extent than Caucasian women. With regard to the effects of diet arm, weight loss varied depending on baseline weight, and in women with higher baseline weights, the combination low-fat/low-energy diet resulted in the most weight loss (6.7 kg, p < 0.05). Decreases in the other anthropometric measures at week 12 were more uniform across diet arms and did not depend on baseline values. After controlling for previous weight history and race, the decreases in BMI, percent body fat and waist circumference after 12 weeks were statistically equivalent with the low-fat, low-energy or combination low-fat/low-energy diets. The relatively greater decreases in percent body fat and waist circumference with the combination diet versus the low-fat or low-energy diets were not statistically significant.Conclusion: The low-fat, low-energy and combination diets all resulted in similar and statistically significant decreases in BMI, percent body fat and waist circumference over 12 weeks of intervention. The extent of weight loss, however, varied depending on baseline weight, and the combination diet was the only intervention to result in significant weight loss for women who were heavier at baseline. This indicates that, although there may be an advantage for reducing dietary fat in initially heavier women, any of these counseling strategies could be effective for improving anthropometric predictors of health risks associated with overweight status. This is useful since flexibility in dietary choices may facilitate adherence to dietary counseling in some individuals.

  DOI：

  10.1080/07315724.2002.10719192
• 作为产物：
  描述：

  (Z)-3-(4-甲氧基苯基)-2-甲基-丙-2-烯酸 在 N-氯代丁二酰亚胺 、 tetrabutylammonium trifluoroacetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 7.0h， 以93%的产率得到1-(2-氯丙-1-烯基)-4-甲氧基苯
  参考文献：
  名称：

  催化Hunsdiecker反应和一锅催化Hunsdiecker – Heck策略：α，β-不饱和芳族卤化物，α-（二卤甲基）苯甲醇，5-芳基-2,4-戊二烯酸，二烯酸酯和二烯酰胺的合成

  摘要：

  α，β-不饱和芳族（或杂芳族）羧酸与N-卤代琥珀酰亚胺（1当量）和催化四丁基三氟乙酸铵（0.2当量）在二氯乙烷中的反应导致容易的卤代羧化，从而得到相应的（E）-卤化物优异的产量。类似的反应，但具有2当量。的N在乙腈-水中（1-1：1 v / v）中的-卤代琥珀酰亚胺导致相应的α-（二卤代甲基）苯甲醇的排他性形成。此外，已开发出一种结合了Hunsdiecker催化反应（在二氯乙烷中使用三氟乙酸四丁基铵）和Heck偶联（使用乙酸钯/三乙胺/三苯基锑/二氯乙烷）的一锅法，用于合成5-芳基-2,4-戊二烯酸，酯和酰胺，产率中等至良好。通过上述途径合成了天然产物胡椒碱和哌瓜胺。机理和理论研究（通过AM1计算）对当前的卤代羧化反应的机理提供了有用的见解，表明离子途径涉及卤离子跨碳-碳双键的攻击，

  DOI：

  10.1016/s0040-4020(99)01035-2

文献信息

• Is metal necessary in the Hunsdiecker-Borodin reaction?
  作者：Dinabandhu Naskar、Shantanu Chowdhury、Sujit Roy

  DOI：10.1016/s0040-4039(97)10639-6

  日期：1998.2

  The tetrabutylammonium trifluoroacetate (TBATFA) catalyzed conversion of alpha,beta-unsaturated carboxylic acids to the corresponding halides with N-halosuccinimides in dichloroethane is reported as the first example of a metal-free catalytic version of the title reaction The methodology was further employed for a facile synthesis of piperine. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
• GB547027
  申请人：——

  公开号：——

  公开（公告）日：——
• Ladenburg, Justus Liebigs Annalen der Chemie, 1872, vol. Suppl.8, p. 88
  作者：Ladenburg

  DOI：——

  日期：——
• Darzens, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1897, vol. 124, p. 564
  作者：Darzens

  DOI：——

  日期：——
• Catalytic Hunsdiecker Reaction and One-Pot Catalytic Hunsdiecker–Heck Strategy: Synthesis of α,β-Unsaturated Aromatic Halides, α-(Dihalomethyl)benzenemethanols, 5-Aryl-2,4-pentadienoic acids, Dienoates and Dienamides
  作者：Dinabandhu Naskar、Sujit Roy

  DOI：10.1016/s0040-4020(99)01035-2

  日期：2000.3

  The reaction of α,β-unsaturated aromatic (or heteroaromatic) carboxylic acids with N-halosuccinimides (1 equiv.) and catalytic tetrabutylammonium trifluoroacetate (0.2 equiv.) in dichloroethane results in facile halodecarboxylation affording the corresponding (E)-halides in good to excellent yields. A similar reaction, but with 2 equiv. of N-halosuccinimides in acetonitrile-water (1:1 v/v) results

  α，β-不饱和芳族（或杂芳族）羧酸与N-卤代琥珀酰亚胺（1当量）和催化四丁基三氟乙酸铵（0.2当量）在二氯乙烷中的反应导致容易的卤代羧化，从而得到相应的（E）-卤化物优异的产量。类似的反应，但具有2当量。的N在乙腈-水中（1-1：1 v / v）中的-卤代琥珀酰亚胺导致相应的α-（二卤代甲基）苯甲醇的排他性形成。此外，已开发出一种结合了Hunsdiecker催化反应（在二氯乙烷中使用三氟乙酸四丁基铵）和Heck偶联（使用乙酸钯/三乙胺/三苯基锑/二氯乙烷）的一锅法，用于合成5-芳基-2,4-戊二烯酸，酯和酰胺，产率中等至良好。通过上述途径合成了天然产物胡椒碱和哌瓜胺。机理和理论研究（通过AM1计算）对当前的卤代羧化反应的机理提供了有用的见解，表明离子途径涉及卤离子跨碳-碳双键的攻击，