4,4-dimethyl-2-vinyl-Δ²-1,3-oxazoline | 60824-09-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 4,4-dimethyl-2-vinyl-Δ²-1,3-oxazoline
• 英文别名: 4,4-dimethyl-2-vinyl-4,5-dihydro-oxazole；4,4-Dimethyl-2-vinyl-4,5-dihydro-oxazol；4,4-dimethyl-2-vinyl-1,3-oxazoline；4,4-Dimethyl-2-vinyl-oxazolin；Oxazole, 2-ethenyl-4,5-dihydro-4,4-dimethyl-；2-ethenyl-4,4-dimethyl-5H-1,3-oxazole
• CAS: 60824-09-1
• 化学式: C₇H₁₁NO
• 分子量: 125.17
• InChiKey: SDEXZERWEBDHSL-UHFFFAOYSA-N

物化性质

• 沸点：
  54 °C(Press: 32 Torr)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4-dimethyl-2-vinyl-Δ²-1,3-oxazoline 在 吡啶 、 盐酸 、 sodium sulfate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 74.08h， 生成 (2-Acetylamino-2,2-dimethyl)ethyl cis-4-furylcyclopentanone-3-carboxylate
  参考文献：
  名称：

  铬烯基卡宾配合物与烯基恶唑啉的反应：环戊酮的非对映选择性 [3 + 2] 环化途径

  摘要：

  五羰基（烯基甲氧基）碳铬络合物 1 与缺电子烯类（如烯基噁唑啉衍生物 2）发生区域和非对映选择性的正规 [3 + 2] 环加成反应，生成环戊烷 3 和 4，顺式异构体 3 是主要的立体异构体。在适当的反应条件下，分离出环丙烷中间体 5/6，并进一步转化为 3 和 4。环加合物 3b 被有效地转化为 3,4-二取代的环戊酮 10 和 11。

  DOI：

  10.1055/s-2000-6306
• 作为产物：
  描述：

  N-(氯叔丁基)丙烯酰胺 在 环丁砜 、 potassium fluoride on basic alumina 作用下， 以14%的产率得到4,4-dimethyl-2-vinyl-Δ²-1,3-oxazoline
  参考文献：
  名称：

  Synthesis of Δ²-1,3-Oxazolines and Δ²-1,3-Oxazines Using Potassium Fluoride on Alumina

  摘要：

  氧化铝上的氟化钾 (40%) 用作 N-(β- 或 γ-卤代烷基) 酰胺闭环的碱性试剂，得到 α2-1,3- 恶唑啉和 β2-1,3-分别为恶嗪。在相对温和的条件（KF/Al2O3，溶剂，室温）下，以中等至高产率合成了各种2-烷基和2-芳基衍生物。该程序还促进了产品的简单后处理和纯化。该方法合成的新化合物有：5-溴甲基-2-苯基-α2-1,3-恶唑啉、4,4-二甲基-2-乙烯基-β2-1,3-恶唑啉和5-亚甲基-2-苯基-α2-1,3-恶嗪。 最后一个化合物代表了第一个在 4-位或 6-位没有取代的 5-官能取代恶嗪的真实例子。

  DOI：

  10.1055/s-1994-25542

文献信息

• Synthesis of oxazolines and oxazines
  申请人：The United States of America as represented by the United States

  公开号：US05382665A1

  公开（公告）日：1995-01-17

  A process of preparing an oxazoline or oxazine compound of the formula ##STR1## wherein X is an atom selected from the group of oxygen and sulfur, R is selected from the group consisting of C.sub.1-10 alkyl, C.sub.1-10 fluoroalkyl, aryl and substituted-aryl, and n is 2 or 3 comprising ring-closing a compound of the formula ##STR2## wherein X is an atom selected from the group of oxygen and sulfur, R is selected from the group consisting of C.sub.1-10 alkyl, C.sub.1-10 fluoroalkyl, aryl, and substituted aryl, n is 2 or 3, and Y is a bromine or chlorine atom in the presence of a basic reagent consisting essentially of a fluoride salt supported on an inorganic solid substrate is disclosed together with the compounds, 5-bromomethyl-2-phenyl-1,3-oxazoline, 5-methylene-2-phenyl-1,3-oxazine and 4,4-dimethyl-2-vinyl-1,3-oxazoline.

  本发明涉及一种制备公式##STR1##的噁唑啉或噁啉化合物的方法，其中X是氧和硫的群组中选择的原子，R是选择自C.sub.1-10烷基，C.sub.1-10氟代烷基，芳基和取代芳基的群组中的一种，n为2或3，包括在存在基性试剂的情况下，通过环闭合公式##STR2##的化合物制备，其中X是氧和硫的群组中选择的原子，R是选择自C.sub.1-10烷基，C.sub.1-10氟代烷基，芳基和取代芳基的群组中的一种，n为2或3，Y是溴或氯原子，所述基性试剂本质上包括负载在无机固体基质上的氟化物盐。同时，本发明还涉及化合物5-溴甲基-2-苯基-1,3-噁唑啉，5-亚甲基-2-苯基-1,3-噁啉和4,4-二甲基-2-乙烯基-1,3-噁唑啉。
• Efficient synthesis of substituted δ-oxo acids
  作者：Nicole Langlois、Nathalie Dahuron

  DOI：10.1016/s0040-4039(00)88508-1

  日期：1990.1

  Activated α,β-unsaturated oxazolines are reactive Michael acceptors in the addition of silyl enol ethers, leading to δ-oxo acids after acidic hydrolysis.

  活化的α，β-不饱和恶唑啉是甲硅烷基烯醇醚的加成反应性迈克尔受体，在酸性水解后产生δ-氧代酸。
• Diastereo- and Enantioselective Cyclopropanation with Chromium Fischer Carbene Complexes:  Alkenyl Oxazolines as Useful Achiral and Chiral Substrates
  作者：José Barluenga、Angel L. Suárez-Sobrino、Miguel Tomás、Santiago García-Granda、Rafael Santiago-García

  DOI：10.1021/ja010719m

  日期：2001.10.31

  The cyclopropanation reaction of chromium Fischer carbene complexes with alkenyl oxazolines has been studied in both racemic and enantioselective fashions. The oxazolinyl group acts as both electron-acceptor substituent and chiral auxiliary. Achiral (4,4-dimethyloxazolin-2-yl)alkenes derived from trans-crotonic and trans-cinnamic acids 2a,b undergo the cyclopropanation reaction to give 4a-d,g with

  已经以外消旋和对映选择性两种方式研究了铬 Fischer 卡宾配合物与烯基恶唑啉的环丙烷化反应。恶唑啉基既充当电子受体取代基又充当手性助剂。衍生自反式巴豆酸和反式肉桂酸 2a,b 的非手性（4,4-二甲基恶唑啉-2-基）烯烃经过环丙烷化反应得到 4a-d,g，具有优异的非对映选择性（反式/顺式比例在 93:7 和>97:3)，而那些衍生自丙烯酸和甲基丙烯酸的 2c,d 得到环丙烷 4e,f,h 的选择性要低得多（反式/顺式比率在 68:32 和 83:17 之间）。4 的均相催化氢解以选择性方式导致 5 或 6，这取决于 R3 取代基的性质。恶唑啉部分的去除是通过羧基苄基化/水解和酯还原实现的，分别产生单保护的 1,4-和 1,3-二醇 9 和 11。源自对映体纯 (S)-缬氨醇和 (S)-叔亮氨酸 3 的烯烃导致环丙烷 trans-12 具有高相对和绝对立体控制。使用叔亮氨酸作为助剂可以获得总的面部立体选择性
• Oxazine and oxazoline derivatives
  申请人：ROHM &

  公开号：US02831858A1

  公开（公告）日：1958-04-22

  The invention comprises compounds of formula <;FORM:0834308/IV (b)/1>; in which R1 and R2, when taken individually are alkyl radicals, one being methyl and the other containing from one to eight carbon atoms, or when taken together form a divalent saturated aliphatic hydrocarbon group containing 4-9 carbon atoms, which, together with the carbon atom to which R1 and R2 are attached, form a five- or six-membered carbocycle; n is 1 or 2; and m is 1 or 2. They may be prepared by various methods from amino compounds having the formula HO-(CH2)nC(R1)(R2)NH2. In one method these amino compounds are reacted with lower alkyl esters of acrylic and methacrylic acid of formula CH2 = C(Cm-1H2m-1)COOR3 in which R3 is an alkyl radical having from one to eight carbon atoms, in the presence of a polymerization inhibitor and of a metal alkoxide of formula M(OR4)x in which M is aluminium, titanium, gallium or zirconium, x has the same value as the valency of M and R4 is an alkyl radical preferably containing not more than 5 carbon atoms. In another method an excess of the amino compound defined above is heated with an acryloyl or methacryloyl halide of formula CH2 = C(Cm-1H2m-1)COX, in which X is chlorine or bromine to give an amide of formula CH2 = C(Cm-1H2m-1)-CONH-C(R1) (R2)(CH2)nOH, this amide is then heated with a minor proportion of a strong mineral acid and a polymerization inhibitor to give the required compounds. In a third method the amino compound defined above is heated with acrylic or methacrylic acid in the presence of a polymerization inhibitor to give the desired compounds. The products, of which a large number of examples are given, are useful for incorporation in fungicides (see Group VI), for treatment of paper and cloth fabrics for protection from mould and fungi (see Group VIII), as floxation agents (see Group II) and also in the production of polymers (see Group IV (a)).ALSO:The invention comprises polymers and copolymers of compounds of the formula <;FORM:0834308/IV (a)/1>; in which R1 and R2, when taken individually, are alkyl radicals, one being methyl and the other having from 1 to 8 carbon atoms, or, when taken together, form a divalent saturated aliphatic hydrocarbon group containing 4-9 carbon atoms which together with the carbon atom to which R1 and R2 are both bonded form a 5- or 6-membered ring, n is 1 or 2 and m is 1 or 2. The monomers may be polymerized with the aid of a free-radical catalyst such as one or more azodiisobutyramide, dimethyl-, diethyl- or dibutylazodiisobutyrate, azobis- (a ,g -dimethylvaleronitrile), azobis - (a - methylbutyronitrile), azobis - (a - methylvaleronitrile), and dimethyl or diethylazobix - methyl valerate. Polymerization may be effected in bulk, solution or in emulsion. Copolymers are prepared from the new monomers with other vinylidine compounds which are polymerizable with free radical catalysts. The above-methioned catalysts are suitable or the copolymerization may be carried out in dispersion with the aid of a redox system used in conjunction with one or more peroxide catalysts, e.g. benzoyl peroxide, acetyl peroxide, caproyl peroxide, butyl perbenzoate and butyl hydroperoxide. Suitable compounds for copolymerization include acrylic and methacrylic acids and their esters, amides, salts, nitriles, and styrene, and their homologues and analogues. When two or more free radical polymerizable vinylidene groups occur, as in divinyl benzene, ethylene di-acrylate or methacrylate, trivinylbenzene, bis-(vinyloxyethyl)-urea or vinyloxyethyl acrylate or methacrylate, insoluble copolymers result. Copolymerization may be effected in bulk, solution, emulsion or suspension. The polymers and copolymers formed may be used in coating compositions. The polymers upon copolymerization with polyvinylidene monomers can be lightly cross-linked to give a resin having ion-exchange capacity.ALSO:Compounds of formula: <;FORM:0834308/II/1>; in which R1 and R2 taken individually are alkyl radicals, one being methyl and the other containing from 1 to 8 carbon atoms, of R1 and R2 when taken together form a divalent saturated aliphatic hydrocarbon group containing from 4 to 9 carbon atoms which together with the carbon atom on to which R1 and R2 are bonded form a five- or six-membered ring, n is 1 or 2 and m is 1 or 2, are stated to be useful for the classification of ores and when dissolved in water are effective flotation agents.ALSO:Fungicidal compositions comprise as active ingredients compounds of formula <;FORM:0834308/VI/1>; in which R1 and R2 are alkyl radicals, one being methyl and the other containing from 1 to 8 carbon atoms, or R1 and R2 when taken together form a saturated aliphatic hydrocarbon group which together with the carbon atom to which R1 and R2 are both bonded form a five- or six-membered ring, and n and m are 1 or 2. The compositions may be formulated into sprays or dusts or dissolved in an organic solvent miscible with water the resulting solution being extended with water to give a solution. An emulsifiable concentrate may be prepared by dissolving one of the active agents in an organic solvent, e.g. naphtha or xylene, and adding an emulsifier such as alkylphenoxypolyethoxyethanols, methylene bis diamylphenoxypolyethoxyethanols, and oleic acid-polyglycerol condensates. Wet-table powders may be prepared by taking up the active agent in a finely divided solid, such as clay, and incorporating a dispersing agent, such as the sodium salt of condensed naphthalene-formaldehyde sulphonates, and a wetting agent such as one of the above emulsifiers or sodium dodecyl sulphate or octyl-phenoxyethoxyethoxyethyl sulphonate.

  本发明涉及以下的化合物：式<;FORM:0834308/IV（b）/1>;中，当R1和R2分别为烷基基团时，一个为甲基，另一个含有1-8个碳原子，或当它们在一起时形成一个二价饱和脂肪族碳氢化合物基团，含有4-9个碳原子，与R1和R2连接的碳原子一起形成一个五元或六元的碳环；n为1或2；m为1或2。它们可以通过从具有HO-(CH2)nC(R1)(R2)NH2式的氨基化合物制备而成。其中，通过一种方法，这些氨基化合物与丙烯酸和甲基丙烯酸的低级烷基酯反应，其式为CH2 = C(Cm-1H2m-1)COOR3，其中R3是一个含有1-8个碳原子的烷基基团，在聚合抑制剂和金属烷氧化物M（OR4）x的存在下，其中M是铝、钛、镓或锆，x具有与M的价相同的值，R4是一个烷基基团，最好含有不超过5个碳原子。通过另一种方法，将上述定义的氨基化合物的过量与丙烯酰或甲基丙烯酰卤化物反应，其式为CH2 = C(Cm-1H2m-1)COX，其中X是氯或溴，得到CH2 = C(Cm-1H2m-1)-CONH-C(R1)(R2)(CH2)nOH的酰胺，然后将该酰胺与少量强烈的矿酸和聚合抑制剂加热，以得到所需的化合物。通过第三种方法，在聚合抑制剂的存在下，将上述定义的氨基化合物与丙烯酸或甲基丙烯酸加热，以得到所需的化合物。这些产物可用于制备杀菌剂（参见第VI组），用于处理纸张和布料以保护免受霉菌和真菌（参见第VIII组）的影响，作为浮选剂（参见第II组），并且还可用于聚合物的生产（参见第IV（a）组）。 此外，本发明涉及化合物的聚合物和共聚物的公式<;FORM:0834308/IV（a）/1>;，其中当R1和R2分别为烷基基团时，一个为甲基，另一个含有1-8个碳原子，或当它们在一起时形成一个二价饱和脂肪族碳氢化合物基团，含有4-9个碳原子，与R1和R2连接的碳原子一起形成一个五元或六元的环，n为1或2，m为1或2。这些单体可以使用自由基催化剂（例如一个或多个偶氮二异丁脒、二甲基、二乙基或二丁基偶氮异丁酸酯，偶氮-(a，g-二甲基戊二腈)、偶氮-(a-甲基丁腈)、偶氮-(a-甲基戊二腈)和二甲基或二乙基偶氮丁基-甲酸酯）聚合。聚合可以在块状、溶液或乳液中进行。可以使用其他与自由基催化剂聚合的新单体与新单体一起制备共聚物。上述催化剂适用于共聚物化反应，或者可以使用氧化还原体系与一种或多种过氧化物催化剂（例如苯甲酰过氧化物、乙酰过氧化物、己内酰过氧化物、过苯甲酸丁酯和过氧化丁酮）一起进行分散。适用于共聚反应的化合物包括丙烯酸和甲基丙烯酸及其酯、酰胺、盐、腈和苯乙烯及其同系物和类似物。当存在两个或多个自由基聚合的乙烯基基团时，例如在二乙烯苯、乙二酸乙二酯或甲基丙烯酸乙二酯、三乙烯苯、双（乙烯氧基乙基）脲或乙烯氧基丙烯酸酯或甲基丙烯酸酯中，不溶性共聚物会产生。共聚可以在块状、溶液、乳液或悬浮液中进行。形成的聚合物和共聚物可以用于涂料组合物。与聚乙烯基单体共聚合后，可以轻度交联以产生具有离子交换能力的树脂。 此外，本发明涉及化合物的公式：式<;FORM:0834308/II/1>;，其中R1和R2分别是烷基基团，一个为甲基，另一个含有1-8个碳原子，或R1和R2在一起形成一个饱和脂肪族碳氢化合物基团，含有4-9个碳原子，与R1和R2都连接的碳原子一起形成一个五元或六元环，n和m均为1或2，被认为是用于矿石分类的有用化合物，当溶解在水中时，可以作为有效的浮选剂。 此外，杀菌组合物包括作为活性成分的化合物的公式<;FORM:0834308/VI/1>;，其中R1和R2是烷基基团，一个为甲基，另一个含有1-8个碳原子，或R1和R2在一起形成一个饱和脂肪族碳氢化合物基团，与R1和R2都连接的碳原子一起形成一个五元或六元环，n和m均为1或2。这些组合物可以制成喷雾剂或粉尘，或溶解在与水混溶的有机溶剂中，所得溶液用水稀释以得到溶液。可以通过将其中一种活性剂溶解在有机溶剂中（例如萘或二甲苯）并添加乙醇醚、亚甲基双苄醚聚乙氧基乙醇、油酸-聚甘油醚等乳化剂来制备可乳化浓缩物。湿性粉末可以通过将活性剂吸附在细分粉末中（例如粘土）并加入分散剂（例如缩聚萘甲醛磺酸钠盐）和润湿剂（例如上述乳化剂之一或十二烷基硫酸钠或辛基苯酚聚乙氧基乙醇磺酸盐）来制备。
• Coated film
  申请人：Mitsubishi Polyester Film Corporation

  公开号：EP1000962A2

  公开（公告）日：2000-05-17

  The present invention relates to a coating film comprising: a polyester film and at least one coating layer formed by coating a coating solution containing a polymer (A) comprising a copolymer of oxazoline group-containing monomer, (meth)acrylonitrile and styrene, having an equivalent weight of oxazoline group of less than 300 g/equivalent, and drying and stretching thereof.

  本发明涉及一种涂膜，包括 聚酯薄膜和 至少一个涂膜层，该涂膜层是通过涂布含有聚合物 (A) 的涂布液而形成的，聚合物 (A) 包含含噁唑啉基团的单体、（甲基）丙烯腈和苯乙烯的共聚物，其噁唑啉基团的当量重量小于 300 克/当量，并对其进行干燥和拉伸。