beta-isopropylnaphthalene hydroperoxide | 6682-22-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: beta-isopropylnaphthalene hydroperoxide
• 英文别名: 2-isopropyl naphthalene hydroperoxide；β-isopropyl-naphthalene hydroperoxide；2-(Propan-2-yl)naphthalene-1-peroxol；1-hydroperoxy-2-propan-2-ylnaphthalene
• CAS: 6682-22-0
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: MSNMIHDHQJVLHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

文献信息

• Process for the production of a phenol and a carbonyl compound by the catalysed decomposition of an aromatic hydroperoxide
  申请人：BP Chemicals Limited

  公开号：EP0008869A1

  公开（公告）日：1980-03-19

  The invention relates to a orncess in which an aromatic hydroperoxide of formula: wherein independently R, is methyl or ethyl, R3 is hydrogen, methyl or ethyl, or where R, and R2 together form an alicyclic ring of 5 or 6 carbon atoms, R, is hydrogen or alkyl and R. and R5 are hydrogen, alkyl or together form an aromatic ring. n is 0,1 or 2 and n' is 1 or 2, is converted to a phenol and a carbonyl compound in a catalysed deavage decomposition reation. In particular cumene hydroperoxide is convened to phenol and acetone. Instead of removing the decomposition products from the reactor in the liquid phase and dissipating the reaction heat as in prior art processes the heat is used to remove the phenol and the carbonyl compound in the vapour phase leaving a liquid residue of higher-boiling compounds and catalyst in the case where a liquid cleavage catalyst is employed. Although a wide range of both solid and liquid cleavage catalysts may be used sulphuric acid is preferred. Various additives, including the hydrocarbon from which the hydroperoxide is derived and polar reaction products may be added. Typical reaction conditions are temperatures in the range 120 to 200°C and either atmospheric or sub-atmospheric pressure. The process of the invention avoids the conventional catalyst neutralisation and removal steps.

  本发明涉及一种芳香族过氧化氢的工艺： n为0、1或2，n'为1或2，在催化脱挥分解反应中转化为苯酚和羰基化合物。特别是过氧化氢积苯被转化为苯酚和丙酮。在采用液态裂解催化剂的情况下，不是将液相中的分解产物从反应器中移出并散发反应热，而是利用热量将气相中的苯酚和羰基化合物移出，留下沸点较高的化合物和催化剂的液态残留物。虽然可以使用多种固态和液态裂解催化剂，但首选硫酸。还可以添加各种添加剂，包括产生过氧化氢的碳氢化合物和极性反应产物。典型的反应条件为 120 至 200°C 的温度和大气压或亚大气压。本发明的工艺避免了传统的催化剂中和和去除步骤。
• A method of oxidising secondary alkyl substituted naphthalenes
  申请人：MITSUI PETROCHEMICAL INDUSTRIES, LTD.

  公开号：EP0308133A1

  公开（公告）日：1989-03-22

  A method of oxidizing secondary alkyl substituted naphthalenes with molecular oxygen in a liquid phase to hydro­peroxides, carbinols or mixtures of these, which comprises: oxidizing the secondary alkyl substituted naphthalenes in the presence of an aromatic hydrocarbon having a fused ring which contains at least one methylene group therein in amounts of not more than about 1000 ppm based on the secondary alkyl substituted naphthalene used. A process of producing isopropylnaphthols is also disclosed, which comprises: oxidizing diisopropylnaphthalenes with molecular oxygen in a liquid phase to diisopropylnaph­thalene monohydroperoxides in the presence of (a) either an aromatic hydrocarbon having a fused ring which contains at least one methylene group therein, or a paladium catalyst soluble in the reaction mixture, and (b) an organic polar compound such as acetonitrile; and then acid-decomposing the diisopropylnaphthalene monohydroperoxide to the isopropyl­naphthol.

  一种在液相中用分子氧将仲烷基取代的萘氧化成氢过氧化物、萘酚或其混合物的方法，该方法包括：在具有熔合环的芳香烃存在下氧化仲烷基取代的萘，该芳香烃至少含有一个亚甲基，以所用的仲烷基取代的萘为基准，氧化量不超过约 1000 ppm。 还公开了一种生产异丙基萘酚的工艺，该工艺包括在(a)具有熔合环且其中至少含有一个亚甲基的芳香烃，或可溶于反应混合物的钯催化剂，和(b)有机极性化合物（如乙腈）的存在下，在液相中用分子氧将二异丙基萘氧化成二异丙基萘单过氧化物；然后将二异丙基萘单过氧化物酸解成异丙基萘酚。
• Process for producing isopropylnaphthols
  申请人：MITSUI PETROCHEMICAL INDUSTRIES, LTD.

  公开号：EP0370729A1

  公开（公告）日：1990-05-30

  A process of producing isopropylnaphthols by oxidizing diisopropylnaphthalenes with molecular oxygen in a liquid phase to provide a reaction mixture which contains therein diisopropylnaphthalene monohydroperoxides and then acid decomposing the monohydroperoxides to isopropyl-­naphthols, is characterised by separating an organic layer from the reaction mixture, adding a aliphatic alcohol of 1-4 carbons to the organic layer, and crystallizing the diisopropylnaphthalenes while allowing the diisopropylnaphthalene monohydroperoxides to remain dissolved in the organic layer thereby to separate the monohydroperoxides from the diisopropylnaphthalenes. In a further embodiment the isopropylnaphthols are crystallised from aromatic hydrocarbons of 6-12 carbon atoms.

  一种生产异丙基萘酚的工艺，是在液相中用分子氧氧化二异丙基萘，生成含有二异丙基萘单过氧化氢的反应混合物，然后酸分解单过氧化氢生成异丙基萘酚，其特征在于从反应混合物中分离出有机层、在有机层中加入 1-4 碳的脂肪醇，结晶二异丙基萘，同时允许二异丙基萘单过氧化氢继续溶解在有机层中，从而将单过氧化氢与二异丙基萘分离。 在另一个实施方案中，异丙基萘酚是从 6-12 个碳原子的芳香烃中结晶出来的。
• Process for preparing a cycloalkanone and/or cycloalkanol
  申请人：DSM N.V.

  公开号：EP0453021A1

  公开（公告）日：1991-10-23

  The invention relates to a process for preparing a ketone and/or alcohol by oxidizing a cyclic hydrocarbon having at least 13 C atoms with oxygen to form a hydroperoxide, followed by a decomposition of the hydroperoxide in the presence of an organic metal complex, the decomposition being carried out in the presence of a phthalocyanine or porphyrine metal complex immobilized on a carrier.

  本发明涉及一种制备酮和/或醇的工艺，其方法是用氧氧化至少有 13 个 C 原子的环状碳氢化合物，形成过氧化氢，然后在有机金属络合物存在下分解过氧化氢，分解是在固定在载体上的酞菁或卟啉金属络合物存在下进行的。
• Verfahren zur Herstellung von Hydroxyaromaten
  申请人：Rütgers Kureha Solvents GmbH

  公开号：EP0796833A2

  公开（公告）日：1997-09-24

  Das Verfahren zur Herstellung von Hydroxyaromaten mittels katalytischer Oxidation von Isoalkylaromaten mit Sauerstoff und Zersetzung des so gebildeten Hydroperoxids beruht darauf, daß Isoalkylaromaten mit einer wäßrigen Katalysatorlösung emulgieren und auf eine Temperatur von 50°C bis zur Siedetemperatur der Emulsion gebracht wird; darauf läßt man 2 bis 20 Stunden lang den Sauerstoff einwirken und zerlegt das gebildete Hydroperoxid in Gegenwart einer anorganischen Säure als Katalysator in Hydroxyaromat und Keton.

  通过异烷基芳烃与氧气的催化氧化以及由此形成的过氧化氢的分解来制备羟基芳烃的工艺是将异烷基芳烃与催化剂水溶液乳化，并使其温度达到 50°C 至乳化液的沸腾温度；然后让氧气作用 2 至 20 小时，形成的过氧化氢在无机酸作为催化剂的存在下分解成羟基芳烃和酮。