Acrylic acid (E)-1-methyl-3-phenyl-allyl ester | 145655-35-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Acrylic acid (E)-1-methyl-3-phenyl-allyl ester
• 英文别名: [(E)-4-phenylbut-3-en-2-yl] prop-2-enoate
• CAS: 145655-35-2
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: YLNVKHZSJPDQAA-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Acrylic acid (E)-1-methyl-3-phenyl-allyl ester 在 三环己基膦 三乙基氯硅烷 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 (E)-2-Methylene-3-phenyl-hex-4-enoic acid 、 (2Z,4E)-2-Methyl-3-phenyl-hexa-2,4-dienoic acid
  参考文献：
  名称：

  Utility of phosphonium-substituted ester enolates as synthetic intermediates. A novel trialkylphosphine-catalyzed [3,3] rearrangement of allylic acrylates

  摘要：

  A novel Ireland-type [3,3] rearrangement which utilizes a catalytic amount of a trialkylphosphine with allylic acrylates has been developed as a synthetic entry into alpha-methylene-gamma,delta-unsaturated carboxylic acids.

  DOI：

  10.1021/jo00054a004

文献信息

• Use of polymeric reaction product
  申请人：——

  公开号：US20030170306A1

  公开（公告）日：2003-09-11

  A reaction product (A) which can be prepared by reaction, under free radical conditions, of at least one monomer (a) capable of free radical reaction, in the presence of at least one free radical initiator and of a radical of the formula (III) 1 where R 1 to R 3 , in each case independently of one another, are hydrogen, methyl or a radical-stabilizing and/or bulky group selected from an unsubstituted or substituted, linear or branched alkyl of two or more carbon atoms, cycloalkyl, alcohol, ether, polyether, amine, aralkyl radical, a substituted or unsubstituted aromatic, heterocyclic or olefinic hydrocarbon, a halogen atom, a substituted or unsubstituted, linear or branched alkenyl or alkynyl group, —C(O)R 5 , —C(O)OR 5 , —CR 5 R 6 —O—R 7 , —O—C(O)R 5 , —CN, —O—CN, —S—CN, —O—C═NR 5 , —S—C═NR 5 , —O—CR 5 R 6 —CR 7 R 8 NR 9 R 10 , —N═C═O, —C═NR 5 , —CR 5 R 6 -Hal, —C(S)R 5 , —CR 5 R 6 —P(O)R 7 R 8 , —CR 5 R 6 —PR 7 R 8 , —CR 5 R 6 —NR 7 R 8 , —CR 5 R 6 (OR 7 )(OR 8 ), —CR 5 R 6 (OR 7 )(NR 8 ), —CR 5 R 6 (NR 7 )(NR 8 ), an anhydride, acetal or ketal group, —SO 2 R 5 , an amidine group, —NR 5 C(S)NR 6 , —NR 5 C(S)—OR 6 , —N═C═S, —NO 2 , —C═N—OH, —N(R 5 )═NR 6 , —PR 5 R 6 R 7 , —OSiR 5 R 6 R 7 or —SiR 5 R 6 R 7 , where R 5 to R 10 , independently of one another in each case, are defined in the same way as R 1 to R 5 , or two of the radicals R 1 to R 4 form a C 4 - to C 7 -ring which in turn may be substituted or unsubstituted and, if required, may contain one or more heteroatoms, with the proviso that at least two of the radicals R 1 to R 3 are a radical-stabilizing and/or bulky group as defined above, has various uses.

  一种反应产物(A)，可以通过在自由基条件下，至少一种能够自由基反应的单体(a)在至少一种自由基引发剂和式(III)1的自由基存在下反应制备而成。其中，R1到R3分别独立地为氢、甲基或从未取代或取代的线性或支链烷基、环烷基、醇、醚、聚醚、胺、芳基烷基、取代或未取代的芳香、杂环或烯烃烃基、卤素原子、从未取代或取代的线性或支链烯基或炔基、-C（O）R5、-C（O）OR5、-CR5R6-O-R7、-O-C（O）R5、-CN、-O-CN、-S-CN、-O-C═NR5、-S-C═NR5、-O-CR5R6-CR7R8NR9R10、-N═C═O、-C═NR5、-CR5R6-Hal、-C（S）R5、-CR5R6-P（O）R7R8、-CR5R6-PR7R8、-CR5R6-NR7R8、-CR5R6（OR7）（OR8）、-CR5R6（OR7）（NR8）、-CR5R6（NR7）（NR8）、酸酐、缩醛或缩酮基、-SO2R5、氨基甲酸酰基、-NR5C（S）NR6、-NR5C（S）-OR6、-N═C═S、-NO2、-C═N-OH、-N（R5）═NR6、-PR5R6R7、-OSiR5R6R7或-SiR5R6R7，其中，R5到R10在每种情况下独立地定义为R1到R5相同的方式，或者R1到R4中的两个基团形成一个C4到C7环，该环本身可以是取代或未取代的，并且如有必要，可以含有一个或多个杂原子，但至少两个基团R1到R3是上述定义的稳定/笨重基团之一。该产物具有多种用途。
• Method for the production of a polymerisation reaction product
  申请人：——

  公开号：US20040034182A1

  公开（公告）日：2004-02-19

  A process for the preparation of a reaction product (A) comprises the following stage (i): (i) Reaction, under free radical conditions, of a reaction mixture comprising at least one monomer (a), capable of free radical reaction, in the presence of at least one compound of the formula (I) 1 where R 1 to R 4 , independently of one another, are each hydrogen, methyl or a group which stabilizes radicals and/or is bulky and which is selected from an unsubstituted or substituted, linear or branched alkyl of two or more carbon atoms, a cycloalkyl, alcohol, ether, polyether, amine or aralkyl radical, a substituted or unsubstituted aromatic, heterocyclic or olefinic hydrocarbon, a halogen atom, a substituted or unsubstituted, linear or branched alkenyl or alkynyl group, —C(O)R 5 , —C(O)OR 5 , —CR 5 R 6 —O—R 7 , —O—C(O)R 5 , —CN, —O—CN, —S—CN, —O—C═NR 5 , —S—C═NR 5 , —O—CR 5 R 6 —CR 7 R 8 NR 9 R 10 , —N═C═O, —C═NR 5 , —CR 5 R 6 -Hal, —C(S)R 5 , —CR 5 R 6 —P(O)R 7 R 8 , —CR 5 R 6 —PR 7 R 8 , —CR 5 R 6 —NR 7 R 8 , —CR 5 R 6 (OR 7 )(OR 8 ), —CR 5 R 6 (OR 7 )(NR 8 ), —CR 5 R 6 (NR 7 )(NR 8 ), an anhydride, acetal or ketal group, —SO 2 R 5 , an amidine group, —NR 5 C(S)NR 6 , —NR 5 C(S)—OR 6 , —N═C═S, —NO 2 , —C═N—OH, —N(R 5 )═NR 6 , —PR 5 R 6 R 7 , —OSiR 5 R 6 R 7 or —SiR 5 R 6 R 7 , where R 5 to R 10 , independently of one another, are each defined in the same way as R 1 to R 4 , or two of the radicals R 1 to R 4 form a C 4 - to C 7 -ring which in turn may be substituted or unsubstituted and may contain one or more heteroatoms, with the proviso that at least two of the radicals R 1 to R 4 are a group which stabilizes radicals and/or is bulky, as defined above, and diphenylethylene, dinaphthylethylene, 4,4′-vinylidenebis(N,N′-dimethylaniline), 4,4′-vinylidenebis(aminobenzene), cis- and trans-stilbene and mixtures of two or more thereof are excluded as compounds of the formula (I), and a process for the preparation of a reaction product (A′) comprises the following stage (i): (i) Reaction, under free radical conditions, of a reaction mixture comprising at least one monomer (a), capable of free radical reaction, in the presence of at least one compound of the formula (II) 2 where R 1 to R 4 and R 11 and R 12 , independently of one another, are each hydrogen, methyl or a group which stabilizes radicals and/or is bulky and which is selected from an unsubstituted or substituted, linear or branched alkyl of two or more carbon atoms, a cycloalkyl, alcohol, ether, polyether, amine or aralkyl radical, a substituted or unsubstituted aromatic, heterocyclic or olefinic hydrocarbon, a halogen atom, a substituted or unsubstituted, linear or branched alkenyl or alkynyl group, —C(O)R 5 , —C(O)OR 5 , —CR 5 R 6 —O—R 7 , —O—C(O)R 5 , —CN, —O—CN, —S—CN, —O—C═NR 5 , —S—C═NR 5 , —O—CR 5 R 6 —CR 7 R 8 NR 9 R 10 , —N═C═O, —C═NR 5 , —CR 5 R 6 -Hal, —C(S)R 5 , —CR 5 R 6 —P(O)R 7 R 8 , —CR 5 R 6 —PR 7 R 8 , —CR 5 R 6 —NR 7 R 8 , —CR 5 R 6 (OR 7 )(OR 8 ), —CR 5 R 6 (OR 7 )(NR 8 ), —CR 5 R 6 (NR 7 )(NR 8 ), an anhydride, acetal or ketal group, —SO 2 R 5 , an amidine group, —NR 5 C(S)NR 6 , —NR 5 C(S)—OR 6 , —N═C═S, —NO 2 , —C═N—OH, —N(R 5 )═NR 6 , —PR 5 R 6 R 7 , —OSiR 5 R 6 R 7 or —SiR 5 R 6 R 7 , where R 5 to R 10 , independently of one another, are each defined in the same way as R 1 to R 4 , or two of the radicals R 1 to R 4 form a C 4 - to C 7 -ring which in turn may be substituted or unsubstituted and may contain one or more heteroatoms, with the proviso that at least two of the radicals R 1 to R 4 are a group which stabilizes radicals and/or is bulky, as defined above.

  一种制备反应产物（A）的方法包括以下步骤（i）：（i）在自由基条件下，反应混合物至少包括一种自由基反应的单体（a），在至少一种化合物（I）1的存在下反应，其中R1至R4独立地是氢、甲基或稳定自由基和/或是笨重的基团，选择自未取代或取代的、线性或支链的含有两个或更多碳原子的烷基、环烷基、醇、醚、聚醚、胺或芳基烷基、取代或未取代的芳香、杂环或烯烃烃基、卤素原子、取代或未取代的、线性或支链的烯基或炔基、—C（O）R5、—C（O）OR5、—CR5R6—O—R7、—O—C（O）R5、—CN、—O—CN、—S—CN、—O—C═NR5、—S—C═NR5、—O—CR5R6—CR7R8NR9R10、—N═C═O、—C═NR5、—CR5R6-Hal、—C（S）R5、—CR5R6—P（O）R7R8、—CR5R6—PR7R8、—CR5R6—NR7R8、—CR5R6（OR7）（OR8）、—CR5R6（OR7）（NR8）、—CR5R6（NR7）（NR8）、酐、缩醛或缩酮基团、—SO2R5、酰胺基团、—NR5C（S）NR6、—NR5C（S）—OR6、—N═C═S、—NO2、—C═N—OH、—N（R5）═NR6、—PR5R6R7、—OSiR5R6R7或—SiR5R6R7，其中R5至R10独立地与R1至R4的定义相同，或者R1至R4中的两个基团形成一个C4-C7环，该环可以被取代或未取代，并且可能含有一个或多个杂原子，但需注意至少有两个基团R1至R4是稳定自由基和/或笨重的基团，如上所定义，而联苯乙烯、二萘乙烯、4,4′-乙烯基双（N,N′-二甲基苯胺）、4,4′-乙烯基双（氨基苯）和顺式和反式的蒽烯及其混合物被排除在化合物（I）的定义之外，以及一种制备反应产物（A′）的方法包括以下步骤（i）：（i）在自由基条件下，反应混合物至少包括一种自由基反应的单体（a），在至少一种化合物（II）2的存在下反应，其中R1至R4和R11和R12独立地是氢、甲基或稳定自由基和/或是笨重的基团，选择自未取代或取代的、线性或支链的含有两个或更多碳原子的烷基、环烷基、醇、醚、聚醚、胺或芳基烷基、取代或未取代的芳香、杂环或烯烃烃基、卤素原子、取代或未取代的、线性或支链的烯基或炔基、—C（O）R5、—C（O）OR5、—CR5R6—O—R7、—O—C（O）R5、—CN、—O—CN、—S—CN、—O—C═NR5、—S—C═NR5、—O—CR5R6—CR7R8NR9R10、—N═C═O、—C═NR5、—CR5R6-Hal、—C（S）R5、—CR5R6—P（O）R7R8、—CR5R6—PR7R8、—CR5R6—NR7R8、—CR5R6（OR7）（OR8）、—CR5R6（OR7）（NR8）、—CR5R6（NR7）（NR8）、酐、缩醛或缩酮基团、—SO2R5、酰胺基团、—NR5C（S）NR6、—NR5C（S）—OR6、—N═C═S、— 、—C═N—OH、—N（R5）═NR6、—PR5R6R7、—OSiR5R6R7或—SiR5R6R7，其中R5至R10独立地与R1至R4的定义相同，或者R1至R4中的两个基团形成一个C4-C7环，该环可以被取代或未取代，并且可能含有一个或多个杂原子，但需注意至少有两个基团R1至R4是稳定自由基和/或笨重的基团，如上所定义。
• Method for producing a polymeric conversion product
  申请人：——

  公开号：US20030018137A1

  公开（公告）日：2003-01-23

  A process for the preparation of a reaction product (A), which comprises the following stage (i): (i) Reaction, under free radical conditions, of a reaction mixture comprising at least one monomer (a), capable of free radical reaction in the presence of at least one free radical initiator and a compound of the formula (I) 1 where R 1 to R 4 , independently of one another, are each hydrogen, an alkyl radical, cycloalkyl radical or aralkyl radical, each of which is unsubstituted or substituted, an unsubstituted or substituted aromatic hydrocarbon radical, with the proviso that at least two of the radicals R 1 to R 4 are an unsubstituted or substituted aromatic hydrocarbon radical, or R 1 and R 2 or R 3 and R 4 , in each case in pairs, are a substituted or unsubstituted aromatic hydrocarbon having 6 to 18 carbon atoms and a functional group which, in conjugation with the C—C double bond in the formula I, has a multiple bond between a carbon atom and a heteroatom, 10% by weight or less of water being present in the reaction mixture during the reaction.

  一种制备反应产物(A)的工艺，包括以下阶段(i)： (i) 在自由基条件下，由至少一种单体（a）组成的反应混合物在至少一种自由基引发 剂和一种式（I）化合物的存在下进行自由基反应 1 其中 R 1 至 R 4 各自独立地为氢、烷基、环烷基或芳烷基，其中每个都是未取代或取代的烷基、环烷基或芳烷基、未取代或取代的芳香烃基，但至少有两个基 R 1 至 R 4 是未取代或取代的芳香烃基，或 R 1 和 R 2 或 R 3 和 R 4 是具有 6 至 18 个碳原子的取代或未取代的芳香烃，以及与式 I 中的 C-C 双键共轭、在碳原子和杂原子间具有多个键的官能团、 在反应过程中，反应混合物中的水含量为 10%（重量）或更少。
• Bonding agent composition containing solid matter, with radically polymerised block copolymers
  申请人：——

  公开号：US20040014872A1

  公开（公告）日：2004-01-22

  A binder composition, at least containing a block copolymer which can be prepared by free radical polymerization and comprises at least two blocks of different monomer compositions, and at least 2 % by weight of at least one nonmagnetic and nonmagnetizable inorganic or organic solid, a process for the preparation of such a binder composition and its use are described.

  一种粘结剂组合物，至少含有一种嵌段共聚物，该嵌段共聚物可通过自由基聚合法制备，并包含至少两种不同单体组成的嵌段，以及至少 2 %（按重量计）的至少一种非磁性和不可磁化的无机或有机固体、制备这种粘结剂组合物的工艺及其用途。
• US6815498B2
  申请人：——

  公开号：US6815498B2

  公开（公告）日：2004-11-09