tert-Pentyl-tert-butylperoxid | 5587-14-4

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: tert-Pentyl-tert-butylperoxid
• 英文别名: t-Butyl t-amyl peroxide；2-tert-butylperoxy-2-methylbutane
• CAS: 5587-14-4
• 化学式: C₉H₂₀O₂
• 分子量: 160.257
• InChiKey: UVTIZRNEWKAOEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2909600000

反应信息

• 作为反应物：
  描述：

  异丙苯 、 tert-Pentyl-tert-butylperoxid 生成 2-甲基-2-丁醇 、 2,3-二甲基-2,3-二苯基丁烷 、 丙酮 、 叔丁醇
  参考文献：
  名称：

  取代基对叔烷基丁基过氧化物分解的影响

  摘要：

  在异丙苯中在几个温度下检查了各种叔烷基叔丁基过氧化物的分解速率和产物。这些过氧化物的分解发生均裂，这取决于叔烷氧基部分 (RC(CH3)2–O) 的结构，并按以下顺序延迟：R=(CH3)3CCH2>(CH3)2CH>CH3CH2CH2> PhCH2>CH3CH2>ClCH2>CH3。供电子烷基取代基在 150 °C 时的速率常数与 Taft 方程（logkd=-10.93 Σσ*-6.61（相关系数为 0.9501））非常相关，这与方程 logkd=-10.131 完全不同Σσ*−3.422 用于吸电子极性取代基。根据这种相关性和产物分析，讨论了分解过渡态的极性特征的性质。

  DOI：

  10.1246/bcsj.64.259
• 作为产物：
  描述：

  2-甲基-2-丁醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氟化硼乙醚 、 potassium hydride 作用下， 以 正戊烷 为溶剂， 反应 0.5h， 生成 tert-Pentyl-tert-butylperoxid
  参考文献：
  名称：

  Une nouvelle synthèse de peroxydes d'alkyle dissymétriques à partir d alcools tertiaires

  摘要：

  Reaction of alkyl hydroperoxides (1ary, 2ary or 3ary) upon tertiary alkyl trichloroacetimidates under acidic catalysis yielded unsymetrical dialkyl peroxides with yields in the range 30-70%.

  DOI：

  10.1016/s0040-4020(01)86326-2

文献信息

• Alkyl radical triggered<i>in situ</i>SO₂-capture cascades
  作者：Xiaolong Su、Honggui Huang、Wei Hong、Jianchao Cui、Menglin Yu、Yi Li

  DOI：10.1039/c7cc08362a

  日期：——

  An unprecedented in situ SO2-capture cascade triggered by alkyl radicals has been documented herein. Mechanistic investigations suggest that, triggered by alkyl radicals, SO2 was released in situ and subsequently fixed into polycyclic small molecules. A wide range of alkylsulfonyl substituted polycyclic compounds were easily prepared with high yields and good functional group tolerability.

  本文已记录了由烷基引发的前所未有的原位SO 2捕获级联反应。机理研究表明，SO 2在烷基自由基的作用下被原位释放，随后被固定在多环小分子中。容易制备各种烷基磺酰基取代的多环化合物，并具有高收率和良好的官能团耐受性。
• A convenient and general preparation of alkyl hydroperoxides and dialkyl peroxides
  作者：Peter G. Cookson、Alwyn G. Davies、Brian P. Roberts

  DOI：10.1039/c39760001022

  日期：——

  Primary, secondary, and tertiary alkyl hydroperoxides and dialkyl peroxides can be prepared from the appropriate alkyl bromide or iodide and hydrogen peroxide or alkyl hydroperoxide in the presence of silver trifluoroacetate.

  伯，仲和叔烷基氢过氧化物和二烷基过氧化物可以在三氟乙酸银存在下由合适的烷基溴或碘化物和过氧化氢或烷基氢过氧化物制备。
• Asymmetrical ditertiary peroxides
  申请人：SHELL DEV

  公开号：US02403758A1

  公开（公告）日：1946-07-09

  Ditertiary aliphatic peroxides are prepared by reacting a tertiary alkyl hydroperoxide or halogen - substituted tertiary alkyl hydroperoxide with an aliphatic or halogen-substituted aliphatic tertiary alcohol in the presence of an acid, or an acid acting catalyst such as sulphuric acid, phosphoric acid, hydrochloric acid, hydrobromic acid or benzene sulphonic acids and their homologues, especially aqueous solutions of mineral acids and preferably aqueous sulphuric acid of strength 50 to 75 per cent w/w. The reaction is carried out generally at between about 15 DEG C. to about 50 DEG C., preferably employing substantially equimolar amounts of all three substances. The products have the formula R-O-O-R1, where n R and R1 represent the same or different tertiary groups; the compounds represented when R and R1 are each a different tertiary alkyl or halo-substituted tertiary alkyl group are stated to be novel; the preferred compounds are those in which R and R1 represent different tertiary alkyl groups, in particular when one is the tertiary butyl radical and the other a saturated alkyl radical having at least 5 carbon atoms such as tertiary amyl, hexyl, heptyl radicals or higher homologues thereof. The tertiary hydroperoxides used as starting materials may be prepared by several methods; preferably a hydrocarbon containing at least one tertiary carbon atom of aliphatic character is subjected to controlled non-explosive catalytic oxidation, for example, in the presence of hydrogen bromide; alternatively, a tertiary alkyl alcohol may be reacted with aqueous hydrogen peroxide in the presence of a dehydrating agent such as anhydrous sodium sulphate, and another method comprises the formation of an acid monoalkyl hydrogen sulphate, for example, that obtained by reacting isobutylene with aqueous sulphuric acid, treating it with hydrogen peroxide, neutralizing the reaction product and recovering the hydroperoxide, in this case tertiary butyl hydroperoxide. Other examples of suitable hydroperoxides are tertiary amyl hydroperoxide, and homologues as obtained by substitution of the hydroperoxyl radical for the hydrogen atom on one or more of the tertiary carbon atoms of such saturated aliphatic hydrocarbons as 2-ethyl butane, 2-methyl pentane, 3-methyl pentane, 2,3-dimethyl butane, 2,4-dimethyl pentane and their homologues. Suitable halo-substituted tertiary hydroperoxides may be obtained by the controlled oxidation with oxygen in the presence of hydrogen bromide of, for example, 1-halo-2-methyl propane, 1-halo-2-ethyl propane, 1-halo-3-methyl butane and 2-halo-3-methyl butane. Specified tertiary aliphatic alcohols are tertiary butyl and amyl alcohols, 2-methyl-pentanol-2, 3-methyl-pentanol - 3, 2 : 3 - dimethyl - butanol - 2, 2,3,3-trimethyl butanol-2 and their homologues; halogenated tertiary aliphatic alcohols include 1 - bromo - 2 - methyl - propanol - 2, 1 - chloro - 2 - methyl-propanol-2, 1,1-dichlor-2-methyl-propanol - 2, 1,3 - dichlor - 2 - methyl propanol - 2, 1 - chloro - 2 - methyl - butanol - 2, 1 - chlor - 2 - methyl-butanol-2, 4-chloro-2-methyl-butanol-2 3-bromo-2-methyl-butanol-2, 1,2-dichlor-2-methyl-butanol-2, 1-chloro-2-methyl-pentanol-2, 2-chloro-3-methyl-pentanol-3, 3-chlormethyl-pentanol-3, 3-chloro-2,3-dimethyl-butanol-2 and their homologues. There may also be used tertiary alcohols containing at least two hydroxyl groups, at least one being attached to a tertiary carbon atom. Instead of employing tertiary alcohols per se, the corresponding products obtained by absorbing tertiary olefines in aqueous acid solutions, particularly aqueous sulphuric acid, may be employed. The novel unsymmetrical peroxides of the invention may be used as additives to improve the cetane value of Diesel engine fuels. They may also be employed as polymerization catalysts, either singly, in combination, or with other catalysts such as benzoyl peroxide, lauroyl peroxide, acetyl peroxide, benzoyl acetyl peroxide and hydrogen peroxide. There may be polymerized unsaturated organic compounds having a single olefinic linkage such as styrene, alpha-methyl styrene, vinyl and allyl derivatives, and nitriles and esters of acrylic and alpha-substituted acrylic acids; unconjugated unsaturated compounds, for example, the unsaturated aliphatic polyethers of saturated polyhydric alcohols, and unsaturated aliphatic esters of unsaturated aliphatic acids; unsaturated compounds containing polymerizable organic radicals and one or more inorganic radicals, for example, the allyl and methallyl esters of phosphoric acid and the ortho-acids of silicon and boron; conjugated unsaturated compounds including butadiene-1 : 3, 2-chlorbutadiene-1 : 3, isoprene and higher homologues thereof. The peroxides may be employed in copolymerization of, for example, one or more conjugated diene hydrocarbons with styrene, acrylonitrile, isobutylene, vinyl chloride, and methyl methacrylate. Plasticisers, stabilisers, lubricants, dyes, pigments and fillers may be added if they do not react with the ingredients of the reaction mixture. These polymerizations may be applied to monomeric compounds in the massive state or to dispersions or solutions of the monomers. In examples: (1) tertiary amyl alcohol is reacted with tertiary butyl hydroperoxide in aqueous sulphuric acid to yield tertiary-butyl tertiary-amyl peroxide; and similarly (2) tertiary butyl hydroperoxide and tertiary butyl alcohol are reacted to yield di-tertiary butyl peroxide; (3) tertiary amyl hydroperoxide and tertiary amyl alcohol are reacted to yield di-tertiary amyl peroxide; and (4) chloro-t-butyl hydroperoxide and tertiary butyl alcohol are reacted to yield chloro-t-butyl tertiary butyl peroxide. The Specification as open to inspection under Sect. 91 relates to the preparation of peroxides from hydroperoxides of the type , where R represents a like or different organic radical, including aryl, aralkyl, alkaryl and alicyclic radicals, and any organic compound having a hydroxyl group attached to a tertiary carbon atom including alicyclic tertiary alcohols and tertiary alcohols containing one or more hydroxyl groups and having aryl, alkaryl or aralkyl radicals attached to the tertiary alcohol radical. This subject-matter does not appear in the Specification as accepted.

  三次脂肪过氧化物是通过在酸或酸催化剂的存在下，将三级烷基过氧化氢或卤代的三级烷基过氧化氢与脂肪或卤代的脂肪三级醇反应制备而成。酸催化剂可以是硫酸、磷酸、盐酸、溴化氢或苯磺酸及其同系物，尤其是矿物酸的水溶液，最好是50至75%质量浓度的硫酸水溶液。反应通常在15℃至50℃之间进行，最好采用三种物质的近似摩尔量。产物的化学式为R-O-O-R1，其中n、R和R1代表相同或不同的三级基团；当R和R1分别是不同的三级烷基或卤代的三级烷基时，所代表的化合物被认为是新颖的；首选的化合物是R和R1分别代表不同的三级烷基，特别是当其中一个是三级丁基基团，另一个是至少具有5个碳原子的饱和烷基基团，例如三级戊基、己基、庚基基团或其更高同系物。用作起始材料的三级过氧化氢可以通过几种方法制备；最好的方法是将至少含有一种脂肪性三级碳原子的碳氢化合物进行受控的非爆炸性催化氧化，例如在氢溴酸存在下；或者，可以将三级烷基醇与过氧化氢水溶液在脱水剂（例如无水硫酸钠）的存在下反应；另一种方法包括形成酸单烷基氢硫酸盐，例如通过将异丁烯与硫酸水溶液反应所得到的产物，经过过氧化氢处理、中和反应产物并回收过氧化氢，此时得到的是三级丁基过氧化氢。适宜的过氧化氢的其他例子包括三级戊基过氧化氢及其同系物，它们是通过将过氧基基团取代饱和脂肪烃（例如2-乙基丁烷、2-甲基戊烷、3-甲基戊烷、2,3-二甲基丁烷、2,4-二甲基戊烷及其同系物）上的一个或多个三级碳原子而得到的。适宜的卤代的三级过氧化氢可以通过在氢溴酸存在下用氧气进行受控氧化，例如对1-卤代-2-甲基丙烷、1-卤代-2-乙基丙烷、1-卤代-3-甲基丁烷和2-卤代-3-甲基丁烷进行氧化得到。指定的三级脂肪醇包括三级丁基和戊基醇、2-甲基戊醇-2、3-甲基戊醇-3、2,3-二甲基丁醇-2、2,2,3,3-四甲基丁醇-2及其同系物；卤代的三级脂肪醇包括1-溴-2-甲基-丙醇-2、1-氯-2-甲基-丙醇-2、1,1-二氯-2-甲基-丙醇-2、1,3-二氯-2-甲基-丙醇-2、1-氯-2-甲基-丁醇-2、1-氯-2-甲基-丁醇-2、4-氯-2-甲基-丁醇-2、3-溴-2-甲基-丁醇-2、1,2-二氯-2-甲基-丁醇-2、1-氯-2-甲基-戊醇-2、2-氯-3-甲基-戊醇-3、3-氯甲基-戊醇-3、3-氯-2,3-二甲基-丁醇-2及其同系物。也可以使用至少含有两个羟基的三级醇，其中至少一个附加在三级碳原子上。除了直接使用三级醇外，还可以使用通过将三级烯烃吸收在酸性水溶液中（尤其是硫酸水溶液）而获得的相应产物。本发明的新颖非对称过氧化物可用作添加剂，以提高柴油发动机燃烧值。它们也可以用作聚合催化剂，单独、组合或与其他催化剂（如过氧化苯甲酰、过氧化月桂酰、过氧化乙酰、过氧化苯甲酰乙酰、过氧化氢）一起使用。可以聚合具有单个烯丙基链接的不饱和有机化合物，例如苯乙烯、α-甲基苯乙烯、乙烯基和烯丙基衍生物、丙烯腈和丙烯酸及其α-取代物的酯；不共轭的不饱和化合物，例如饱和多羟基醇的不饱和脂肪烃聚醚和不饱和脂肪酸的不饱和脂肪酸酯；含有可聚合有机基团和一个或多个无机基团的不饱和化合物，例如磷酸烯丙酯和甲烯丙酯的烯丙酯酯和硅和硼的正交酸；共轭不饱和化合物，包括1,3-丁二烯、2-氯-1,3-丁二烯、异戊二烯及其高级同系物。这些过氧化物可以用于共聚反应中，例如将一个或多个共轭二烯烃与苯乙烯、丙烯腈、异丁烯、氯乙烯和甲基丙烯酸甲酯共聚。如果它们不与反应混合物的成分发生反应，可以添加增塑剂、稳定剂、润滑剂、染料、颜料和填充剂。这些聚合反应可以应用于单体化合物的块状状态或单体的分散液或溶液。在实例中：（1）三级戊醇在硫酸水溶液中与三级丁基过氧化氢反应，得到三级丁基三级戊基过氧化物；类似地，（2）三级丁基过氧化氢和三级丁基醇反应，得到二三级丁基过氧化物；（3）三级戊基过氧化氢和三级戊基醇反应，得到二三级戊基过氧化物；（4）氯代的三级丁基过氧化氢和三级丁基醇反应，得到氯代的三级丁基三级丁基过氧化物。根据第91节的公开检查的规范，本发明涉及从类型为的过氧化氢制备过氧化物，其中R代表相同或不同的有机基团，包括芳基、芳基烷基、烷基芳基和脂环烷基基团，以及任何具有羟基与三级碳原子相连的有机化合物，包括脂环烷基三级醇和附有芳基、烷基芳基或芳基烷基基团的三级醇。这一主题在被接受的规范中未出现。
• Preparation of di-t-alkyl peroxides and t-alkyl hydroperoxides from n-alkyl ethers
  申请人：Crompton Corporation

  公开号：US06225510B1

  公开（公告）日：2001-05-01

  A process for production of a t-alkyl peroxide compound includes the steps of: a) reacting an n-alkyl t-alkyl ether with a reactant mixture comprising an acid catalyst and a compound of the formula RO2H  (I)  where R is H or t-alkyl, provided that if R is t-alkyl the t-alkyl peroxide compound product is a di-t-alkyl peroxide, and b) isolating a reaction product comprising said t-alkyl peroxide compound from the mixture resulting from step a). The process can be used to prepare t-butyl hydroperoxide or di-t-butyl peroxide from methyl t-butyl ether. Sulfuric acid may be used as the acid catalyst.

  一种生产t-烷基过氧化物化合物的方法，包括以下步骤： a）将n-烷基t-烷基醚与反应混合物反应，所述反应混合物包括酸性催化剂和式为RO2H（I）的化合物，其中R为H或t-烷基，但如果R为t-烷基，则t-烷基过氧化物化合物产物为二t-烷基过氧化物； b）从步骤a）得到的混合物中分离出包含所述t-烷基过氧化物化合物的反应产物。 该方法可用于从甲基t-丁基醚制备叔丁基过氧化氢或二叔丁基过氧化物。硫酸可以用作酸性催化剂。
• Transportable and safely packaged organic peroxide formulations comprising reactive phlegmatizers
  申请人：Akzo Nobel N.V.

  公开号：EP1216991A1

  公开（公告）日：2002-06-26

  The invention relates to a method to safely produce, handle and transport packaged organic peroxide formulations comprising a reactive phlegmatiser and to the use of such packaged material in polymerisation processes, particularly the high-pressure (co)polymerisation process of ethylene and/or the suspension (co)polymerisation process of styrene.

  本发明涉及一种安全生产、处理和运输包装有机过氧化物配方的方法，该配方包括一种反应性减震剂，并且涉及使用这种包装材料在聚合过程中，特别是在乙烯和/或苯乙烯的高压（共）聚合过程或悬浮（共）聚合过程中的应用。