双(1-苯基丙基)醚 | 38793-45-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 双(1-苯基丙基)醚
• 英文名称: bis(1-phenylpropyl) ether
• 英文别名: 1-(1-Phenylpropoxy)propylbenzene
• CAS: 38793-45-2
• 化学式: C₁₈H₂₂O
• 分子量: 254.372
• InChiKey: PGKLYHVOQICWSC-UHFFFAOYSA-N

物化性质

• 沸点：
  332.6±11.0 °C(Predicted)
• 密度：
  0.990±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  双(1-苯基丙基)醚 在 双氧水 、 甲基三氧化铼(VII) 、 sodium bromide 作用下， 以 溶剂黄146 为溶剂， 反应 12.0h， 以49%的产率得到苯丙酮
  参考文献：
  名称：

  Bromide Ions and Methyltrioxorhenium as Cocatalysts for Hydrogen Peroxide Oxidations and Brominations

  摘要：

  Oxidation of alcohols by hydrogen peroxide is negligible; even when catalyzed by methyltrioxorhenium (MTO), the process requires a long reaction time. The addition of a catalytic quantity of bromide ions, as HBr or NaBr, greatly enhances the rate. Some of the reactions were carried out on a larger scale in glacial acetic acid, and others at kinetic concentrations. The data establish that Br-2 is the active oxidizing agent in the system, because the catalytic rates under suitable circumstances match those for the independently measured Br-2 reaction with alcohol (benzyl alcohol, in particular). At much lower levels of MTO, however, Br-2 formation plays a role in the kinetics. Certain other reluctant transformations are conveniently carried out with the MTO/H2O/Br- combination: aldehydes to methyl esters; 1,3-dioxolanes to glycol monoesters; and ethers (with cleavage) to ketones (mostly), but in fair yield only. When Br was used in stoichiometric quantity, certain bromination reactions occur. Thus, phenyl acetylenes (PhC2R, R = H, Me, Ph) are converted to dibromoalkenes that are entirely or largely formed as the trans isomer, and phenols are brominated. The latter reaction shows the preference para > ortho > meta. Kinetic studies of benzyl alcohol oxidation with MTO/H2O2/Br- were carried out in aqueous solution. With sufficient (normal) levels of MTO, the rate constant for the formation of benzaldehyde agreed with the independently determined value for Br-2 + PhCH2OH, k = 4.3 x 10(-3) L mol(-1) s(-1) at 25.0 degrees C; for sec-phenethyl alcohol, k = (9.8 +/- 0.4) x 10(-3) L mol(-1) s(-1). Bromine is formed from the known oxidation of Br- with H2O2, catalyzed by MTO. This reaction results in BrO-/HOBr, which is then rapidly converted to Br-2. However, with substantially lower concentrations of MTO, the buildup of benzaldehyde is ca. 4-fold slower, reflecting the diminished rate of Br- oxidation.

  DOI：

  10.1021/jo9817164
• 作为产物：
  描述：

  1-苯丙醇 在 bis(2,4-pentanedionato)dioxomolybdenum(VI) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 生成 双(1-苯基丙基)醚
  参考文献：
  名称：

  通过醇和硫醇的醚化和硫醚化作用，钼（VI）催化的CO和CS键形成脱水结构

  摘要：

  一种廉价，易于获得，对环境无害且有效的催化剂二氧化钼（乙酰丙酮酸酯）2被用于醇的直接羰基化和硫醚化。该方法可承受由钼催化的苄基仲醇的对称醚的选择性催化脱水合成，以及由苄基仲醇与伯醇反应的不对称醚的选择性催化脱水合成。此外，我们还通过使用醇和硫醇成功地合成了芳基硫醚。

  DOI：

  10.1016/j.mcat.2020.110954

文献信息

• Selectivity Enhancement of Silica-Supported Sulfonic Acid Catalysts in Water by Coating of Ionic Liquid
  作者：Yanlong Gu、Ayman Karam、François Jérôme、Joël Barrault

  DOI：10.1021/ol071356j

  日期：2007.8.1

  liquid leads to a significant improvement of catalyst selectivity. Many organic reactions, including Prins cyclization, cycloaddition of epoxide to aldehyde, and dehydrative etherification of secondary benzyl alcohols, proceed well in formalin or pure water. In particular, tandem dehydration/Prins cyclization reactions of tertiary and secondary alcohols with formaldehyde were developed for the first time

  用疏水性离子液体涂覆二氧化硅负载的磺酸催化剂可显着提高催化剂的选择性。在福尔马林或纯水中，许多有机反应（包括Prins环化，环氧化物与醛的环加成反应以及仲苄醇的脱水醚化）均能很好地进行。特别是，叔醇和仲醇与甲醛的串联脱水/ Prins环化反应是首次开发。
• Unusual case of catalysis by palladium clusters
  作者：I. P. Stolarov、Zh. V. Dobrokhotova、G. N. Kryukova、N. Yu. Kozitsyna、A. E. Gekhman、M. N. Vargaftik、I. I. Moiseev

  DOI：10.1007/s11172-005-0324-2

  日期：2005.3

  An unusual for Pd catalysts dehydration of α-alkyl and α, α′-dialkylbenzyl alcohols PhCR′R″OH (R′ = H, Me, Et, Bu; R″ = H, Me) occurs in the presence of the palladium(I) cluster [Pd4(CO)4(OAc)4] (1) in an inert atmosphere to form ethers PhCR′R″-O-CR′ R″ and water. The catalyst is an intermediate of cluster 1 reduction to Pd black, while neither the starting cluster 1, nor Pd black, which is the decomposition product, are active in the catalysis of this reaction.

  一种对于Pd催化剂而言不寻常的脱水反应，即α-烷基和α,α′-二烷基苄醇PhCR′R″OH（R′=H、Me、Et、Bu；R″=H、Me）在惰性气氛中与钯(I)簇合物[Pd4(CO)4(OAc)4]（1）共存时，会生成醚PhCR′R″-O-CR′R″和水。该催化剂是簇合物1还原为Pd黑的过程中的中间体，而无论是起始的簇合物1还是其分解产物Pd黑，都不具有催化此反应的活性。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• RESIST COMPOSITION, METHOD OF FORMING RESIST PATTERN, NOVEL COMPOUND, AND ACID GENERATOR
  申请人：HADA Hideo

  公开号：US20120264061A1

  公开（公告）日：2012-10-18

  A resist composition including a base component (A) which exhibits changed solubility in an alkali developing solution under action of acid and an acid-generator component (B) including a compound represented by (b1-1), a compound represented by (b1-1′) and/or a compound represented by (b1-1″) (R 1 ″-R 3 ″ represents an aryl group or an alkyl group, provided that at least one of R 1 ″-R 3 ″ represents a substituted aryl group being substituted with a group represented by (b1-1-0), and two of R 1 ″-R 3 ″ may be mutually bonded to form a ring with the sulfur atom; X represents a C 3 -C 30 hydrocarbon group; Q 1 represents a carbonyl group-containing divalent linking group; X 10 represents a C 1 -C 30 hydrocarbon group; Q 3 represents a single bond or a divalent linking group; Y 10 represents —C(═O)— or —SO 2 —; Y 11 represents a C 1 -C 10 alkyl group or a fluorinated alkyl group: Q 2 represents a single bond or an alkylene group; and W represents a C 2 -C 10 alkylene group).

  一种抗蚀组合物，包括在酸和酸发生剂组分（B）的作用下，在碱性显影溶液中表现出改变溶解性的基础组分（A），所述酸发生剂组分（B）包括由（b1-1）表示的化合物，由（b1-1'）表示的化合物和/或由（b1-1''）表示的化合物（R1''-R3''表示芳基或烷基，但至少其中一个R1''-R3''表示被(b1-1-0)表示的基团取代的取代芳基，且其中两个R1''-R3''可以相互键合以形成与硫原子形成环的环；X表示C3-C30烃基；Q1表示含有羰基的二价连接基团；X10表示C1-C30烃基；Q3表示单键或二价连接基团；Y10表示—C(═O)—或—SO2—；Y11表示C1-C10烷基或氟代烷基；Q2表示单键或烷基基团；W表示C2-C10烷基基团。
• Environmentally Benign Ritter Reaction Using Bismuth Salts as a Catalyst
  作者：Masaharu Ueno、Ryo Kusaka、Satoshi D. Ohmura、Norikazu Miyoshi

  DOI：10.1002/ejoc.201801882

  日期：2019.2.28

  We developed an environmentally benign Ritter reaction of alcohols with nitriles using a commercially available bismuth salt as a less harmful catalyst. The detailed reaction profiles revealed that consumption of the ether by-product as the reaction proceeded was the key for optimizing this reaction, and the yield of the target amide was improved by adding a small amount of water. This finding clearly

  我们使用市售的铋盐作为危害较小的催化剂，开发了一种环境友好的醇与腈的 Ritter 反应。详细的反应曲线表明，随着反应的进行，醚副产物的消耗是优化该反应的关键，并且通过加入少量水提高了目标酰胺的产率。这一发现清楚地揭示了使用铋盐作为催化剂的重要性，因为它在水的存在下不会失活。该催化剂体系具有广泛的底物范围，即使使用1 mol%的催化剂，反应也能顺利进行。还可以使化学计量量的腈和醇反应，从而减少反应所需的有机溶剂的量。此外，