甲基1-苯基丁基醚 | 81631-43-8

• 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: 甲基1-苯基丁基醚
• 英文名称: 1-Methoxy-1-phenylbutan
• 英文别名: methyl 1-phenylbutyl ether；1-phenyl-1-methoxybutane；1-methoxybutylbenzene
• CAS: 81631-43-8
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: DZJXIQWBKRNKOI-UHFFFAOYSA-N

物化性质

• 沸点：
  116 °C(Press: 3 Torr)
• 密度：
  0.918±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  1-苯基-1-丁醇	1-Phenyl-1-butanol	614-14-2	C10H14O	150.221
  1,1-二甲氧基-1-苯基丁烷	1,1-dimethoxy-1-phenylbutane	64244-24-2	C12H18O2	194.274

反应信息

• 作为反应物：
  描述：

  甲基1-苯基丁基醚 在 lithium 作用下， 以 various solvent(s) 为溶剂， 生成 1-Phenylbutyllithium
  参考文献：
  名称：

  Maercker, Adalbert; Passlack, Michael, Chemische Berichte, 1982, vol. 115, # 2, p. 540 - 577

  摘要：

  DOI：
• 作为产物：
  描述：

  1-苯基-1-丁醇 生成 甲基1-苯基丁基醚
  参考文献：
  名称：

  MAERCKER, A.;PASSLACK, M., CHEM. BER., 1982, 115, N 2, 540-577

  摘要：

  DOI：

文献信息

• Substitution of α-azido ethers with Grignard reagents and its use in combinatorial chemistry
  作者：Mukulesh Baruah、Mikael Bols

  DOI：10.1039/b110428b

  日期：2002.2.6

  α-Azidobenzyl ethers were reacted with alkyl or arylGrignard reagents in toluene to produce α-alkylbenzyl or diarylmethyl ethers in 82–94% yield. α-Azidobenzyl ethers were also reacted with multicomponent Grignard reagents to produce libraries of α-alkylbenzyl ethers.

  在甲苯中，α-叠氮苄基醚与烷基或芳基格氏试剂反应，以82-94%的产率生成α-烷基苄基醚或二芳基甲基醚。α-叠氮苄基醚还可以与多组分格氏试剂反应，生成α-烷基苄基醚的库。
• Direct C–H bond activation of ethers and successive C–C bond formation with benzene by a bifunctional palladium–titania photocatalyst
  作者：Akanksha Tyagi、Tomoya Matsumoto、Tatsuhisa Kato、Hisao Yoshida

  DOI：10.1039/c5cy02290h

  日期：——

  for functionalization of benzene with ether upon photoirradiation, without using any special reagents. The metal-loaded TiO2 photocatalyst activated a C–H bond of ethers and the heterogeneous Pd metal nanoparticle catalyst promoted the successive C–C bond formation between benzene and the radical species. In this reaction, benzene reacted very selectively with the α-carbon of various ethers at least in

  发现载有钯的二氧化钛可作为双功能光催化剂，在不使用任何特殊试剂的情况下，在光辐照下将苯与醚一起官能化。负载金属的TiO 2光催化剂激活了醚的C–H键，而非均相的Pd金属纳米颗粒催化剂则促进了苯与​​自由基之间连续的C–C键形成。在该反应中，至少在反应的初始阶段，苯与各种醚的α-碳非常选择性地反应。动力学和ESR研究揭示了该反应的详细机理。
• Oxidation of secondary alcohols and ethers by dimethyldioxirane
  作者：Alfons L Baumstark、Franci Kovac、Pedro C Vasquez

  DOI：10.1139/v99-011

  日期：1999.3.1

  The oxidation of several series of secondary alcohols 2-9, ethers 10-17, and related derivatives 18 and19, by dimethyldioxirane, 1, in acetone at 25°C produced the corresponding ketones in good to excellent yields for all but two cases. (The exceptions: oxidation of 1-methoxy-2-methyl-1-phenylpropane (48%) and 1-methoxy-2,2-dimethyl-1-phenylpropane (24%).) The oxidation of the secondary alcohols was found to yield k₂ values that were roughly 10-fold greater than those of the corresponding methyl ethers. The rate constant for oxidation of a silyl ether was slightly lower than that for the corresponding methyl ether while that for the ester derivative was roughly half the value. For oxidation of alcohols and methyl ethers, the k₂ values became smaller as the R " series (Me, Et, nPr, iPr, and tBu) increased in steric bulk (ρ* = 1.7; r = 0.998 and ρ* = 3.2; r = 0.95, respectively). The Hammett study for the oxidation of the methyl ethers of α-methyl-p-benzyl alcohols (10, 20-25) yielded a ρ value of -0.74. The activation parameters for oxidation of the parent compound of the ether series (1-methoxy-1-phenylethane) were ΔH^‡ = 14.8 ± 0.5 kcal/mol, ΔS^‡ = -21.9 eu, ΔG^‡ = 21.3 kcal/mol, k₂ (25°C) = 1.6 × 10^-3 M^-1 s^-1. The mechanistic aspects of the oxidation are discussed in relation to two mechanistic extremes: (a) direct insertion of the oxygen atom into the C—H bond and (b) direct abstraction of the H by dimethyldioxirane to yield a caged-radical pair, with subsequent coupling to hemi-ketal intermediates that fragment to yield acetone, alcohol or water, and ketone as the final products.Key words: dimethyldioxirane, oxidation.

  在25°C下，通过二甲基过氧化苯甲酰，对几系列次级醇2-9、醚10-17以及相关衍生物18和19在丙酮中进行氧化，产生相应的酮类产物，除两种情况外，产率良好至极好。（两种例外情况：1-甲氧基-2-甲基-1-苯基丙烷的氧化产率为48%，1-甲氧基-2,2-二甲基-1-苯基丙烷的氧化产率为24%。）发现次级醇的氧化产率的k₂值大约比相应的甲基醚高10倍。硅醚氧化的速率常数略低于相应的甲基醚，而酯衍生物的速率常数大约是其值的一半。对于醇类和甲基醚的氧化，k₂值随着R"系列（Me，Et，nPr，iPr和tBu）的立体体积增大而变小（ρ* = 1.7；r = 0.998和ρ* = 3.2；r = 0.95，分别）。对α-甲基-p-苄醇（10，20-25）甲基醚的氧化进行的Hammett研究得到了-0.74的ρ值。对于醚系列的母体化合物（1-甲氧基-1-苯乙烷）的氧化激活参数为ΔH^‡ = 14.8 ± 0.5 kcal/mol，ΔS^‡ = -21.9 eu，ΔG^‡ = 21.3 kcal/mol，k₂（25°C）= 1.6 × 10^-3 M^-1 s^-1。讨论了氧化的机理方面，涉及两种机理极端：（a）氧原子直接插入C—H键和（b）二甲基过氧化苯甲酰直接提取氢，产生一个笼罩的自由基对，随后与半缩醛中间体结合，分解产生丙酮、醇或水以及酮类作为最终产物。关键词：二甲基过氧化苯甲酰，氧化。
• A Novel Method for the Preparation of Ethers from Carbonyl Compounds with Benzenetellurol Catalyzed by ZnI₂
  作者：Keiichi Nagakawa、Masahiro Osuka、Kazuaki Sasaki、Yoshio Aso、Tetsuo Otsubo、Fumio Ogura

  DOI：10.1246/cl.1987.1331

  日期：1987.7.5

  Benzenetellurol is shown to behave as an effective reagent for the reductive conversion of carbonyl compounds into unsymmetrical ethers under the catalytic influence of ZnI2.

  苯碲酚被证明是一种有效的试剂，在ZnI2的催化作用下能够将羰基化合物还原转化为非对称醚。
• Salicylic acid copolymers and their metal salts, production process thereof, color-developing agents comprising metal salts of the copolymers and color-developing sheets employing the agents
  申请人：MITSUI TOATSU CHEMICALS, Inc.

  公开号：EP0268878A2

  公开（公告）日：1988-06-01

  Disclosed herein are salicylic acid copolymers having a weight average molecular weight of 500 10,000 and obtained (a) by condensing salicylic acid (i) with a benzyl alcohol (ii) and/or benzyl ether (iii) or a benzyl halide (iv) in the presence of an acid catalyst or (b) by reacting a co-condensation resin of (i) and (ii) and/or (iii) with (iv) or (c) by reacting a co-condensation resin of (i) and (ii) and/or (iii) or (iv) with a styrene derivative in the presence of an acid catalyst; multivalent metal salts of the salicylic acid copolymers; color-developing agents comprising the multivalent metal salts; and color-developing sheets suited for pressure-sensitive copying paper and comprising the color-developing agents. Their production processes are also disclosed.

  本文公开了水杨酸共聚物，其重量平均分子量为 500 10、000 的水杨酸共聚物；(a)在酸催化剂存在下，将水杨酸(i)与苄醇(ii)和/或苄醚(iii)或苄基卤化物(iv)缩合而得，或(b)将(i)和(ii)和/或(iii)的共缩合树脂与(iv)反应而得，或(c)在酸催化剂存在下，将(i)和(ii)和/或(iii)或(iv)的共缩合树脂与苯乙烯衍生物反应而得；水杨酸共聚物的多价金属盐；由多价金属盐组成的显色剂；以及由显色剂组成的适用于压敏复印纸的显色薄片。此外，还公开了它们的生产工艺。