(3-butoxyprop-1-en-1-yl)benzene

• 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: (3-butoxyprop-1-en-1-yl)benzene
• 英文别名: Cinnamyl-butyl-ether；3-Butoxyprop-1-enylbenzene
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: HEFJSONEMSGDFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  (3-butoxyprop-1-en-1-yl)benzene 在 乙醇 、 sodium 、 甲苯 作用下， 生成 正丙基苯
  参考文献：
  名称：

  Bert; Anglade, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1929, vol. 189, p. 645

  摘要：

  DOI：
• 作为产物：
  描述：

  肉桂醇 、 正丁醇 在 titanium cation-exchanged montmorillonite (Ti⁴⁺-mont) 作用下， 反应 8.0h， 以97%的产率得到(3-butoxyprop-1-en-1-yl)benzene
  参考文献：
  名称：

  Direct synthesis of unsymmetrical ethers from alcohols catalyzed by titanium cation-exchanged montmorillonite

  摘要：

  研究发现，钛置换蒙脱石（Ti4+-mont）是一种高效的异相催化剂，可在温和的反应条件下用于多种醇类的醚化反应。Ti4+-mont 可重复使用并保持高效率，适用于放大反应条件。

  DOI：

  10.1039/c2gc16135d

文献信息

• Sulfated tungstate as hydroxyl group activator for preparation of benzyl, including <i>p</i>-methoxybenzyl ethers of alcohols and phenols
  作者：Kamlesh V. Katkar、Sachin D. Veer、Krishnacharya G. Akamanchi

  DOI：10.1080/00397911.2016.1230218

  日期：2016.12.1

  ABSTRACT Sulfated tungstate was found to be an effective heterogeneous and reusable catalyst for hydroxy group activation–mediated preparation of benzylic ethers including p-methoxybenzylic ethers of a wide range of alcohols and phenols under mild reaction conditions. GRAPHICAL ABSTRACT

  摘要 硫酸化钨酸盐被发现是一种有效的多相和可重复使用的催化剂，用于在温和的反应条件下羟基活化介导的苄醚制备，包括各种醇和酚的对甲氧基苄醚。图形概要
• Palladium-catalyzed aerobic oxidative double allylic C–H oxygenation of alkenes: a novel and straightforward route to α,β-unsaturated esters
  作者：Wanfei Yang、Huoji Chen、Jianxiao Li、Chunsheng Li、Wanqing Wu、Huanfeng Jiang

  DOI：10.1039/c5cc02277k

  日期：——

  A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished in the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C-O bond formation involving double allylic...

  在1 atm O2下，Pd（OAc）2 / DMA催化体系完成了烯丙基芳烃的轻度串联氧化功能化。绿色双重CO键的形成涉及双烯丙基...
• Enhancing lignin depolymerization <i>via</i> a dithionite-assisted organosolv fractionation of birch sawdust
  作者：Filippo Brienza、Korneel Van Aelst、Karel Thielemans、Bert F. Sels、Damien P. Debecker、Iwona Cybulska

  DOI：10.1039/d1gc00503k

  日期：——

  Sodium dithionite is utilized as a reducing agent in the organosolv fractionation of lignocellulose to concomitantly produce cellulosic pulp and promote the reductive conversion of lignin into phenolic monomers. Reactions with model compounds highlight the role of sodium dithionite with respect to the reductive cleavage of β-O-4 bonds in lignin and the consequent formation of phenolic monomers.

  连二亚硫酸钠在木质纤维素的有机溶剂分馏中用作还原剂，以同时生产纤维素纸浆，并促进木质素还原为酚醛单体。与模型化合物的反应突出了连二亚硫酸钠在木质素中β-O-4键的还原裂解以及随后形成酚类单体方面的作用。
• Iridium-catalyzed reductive etherification of α,β-unsaturated ketones and aldehydes with alcohols
  作者：Lu Ouyang、Yanping Xia、Rui Miao、Jianhua Liao、Renshi Luo

  DOI：10.1039/d2ob00122e

  日期：——

  An iridium complex-catalyzed reductive etherification of α,β-unsaturated ketones and aldehydes with primary alcohols is presented, affording allyl ethers in excellent yields. Deuterated and control experiments showed that this etherification transformation proceeded through a cascade transfer hydrogenation and alcohol condensation process. Moreover, the utility of this protocol is evidenced by the

  提出了一种铱络合物催化的α,β-不饱和酮和醛与伯醇的还原醚化反应，以优异的收率提供烯丙基醚。氘代和对照实验表明，这种醚化转化是通过级联转移氢化和醇缩合过程进行的。此外，克级性能证明了该协议的实用性。
• Cytotoxic Activity Against SH-SY5Y Neuroblastoma Cells of Heterocyclic Compounds Containing gem-Dichlorocyclopropane and/or 1,3-Dioxacycloalkane Fragments
  作者：U. Sh. Kuz’mina、G. Z. Raskil’dina、D. V. Ishmetova、G. N. Sakhabutdinova、Sh. Sh. Dzhumaev、Yu. G. Borisova、Yu. V. Vakhitova、S. S. Zlotskii

  DOI：10.1007/s11094-022-02574-6

  日期：2022.3

  The cytotoxic properties of ethers, esters, and ketones containing gem-dichlorocyclopropane and/or 1,3-dioxacycloalkane fragments were studied in vitro using normal human embryonic kidney (HEK293) and human neuroblastoma cancer cell lines (SH-SY5Y). Compounds producing selective toxic effects on SH-SY5Y cells were identified and included 4,4-[1,2-diphenylene-bis(methylenoxymethylene)-bis(2,2-dimethyl-1,3-dioxolane) (IC50 = 33.21 ± 1.34 μM), [3-(butoxymethyl)-2,2-dichlorocyclopropyl]benzene (IC50 = 88.60 ± 6.93 μM), and 1,2-bis[(2,2-dichlorocyclopropyl)methoxy]methyl}benzene (IC50 = 90.90 ± 5.78 μM). High selectivity indices (SI) were established for 4-([(2-chloromethyl)benzyl]oxy}methyl)-2,2-dimethyl-1,3-dioxolane (SI = 8.03) and 4,4-[1,2-diphenylene-bis(methylenoxymethylene)]-bis(2,2-dimethyl-1,3-dioxolane) (SI = 3.01). The results allowed directions for the synthesis of new cytotoxic heterocyclic substances with gem-dichlorocyclopropane and/or 1,3-dioxacycloalkane fragments with specificity for SH-SY5Y cells to be determined.

  使用正常人类胚胎肾细胞（HEK293）和人类神经母细胞瘤癌细胞系（SH-SY5Y），对含有gem-二氯环丙烷和/或1,3-二氧杂环烷片段醚、酯和酮的细胞毒性特性进行了体外研究。确定了对SH-SY5Y细胞产生选择性毒性的化合物，包括4,4-[1,2-二苯基-双（亚甲基氧基亚甲基）-双（2,2-二甲基-1,3-二氧戊环）]（IC50 = 33.21 ± 1.34 μM）、[3-(丁氧基甲基)-2,2-二氯环丙基]苯（IC50 = 88.60 ± 6.93 μM）和1,2-双[(2,2-二氯环丙基)甲氧基]甲基}苯（IC50 = 90.90 ± 5.78 μM）。4-([(2-氯甲基)苄基]氧基}甲基)-2,2-二甲基-1,3-二氧戊环（SI = 8.03）和4,4-[1,2-二苯基-双（亚甲基氧基亚甲基）]双（2,2-二甲基