α-ethoxy-p-methylacetophenone | 14869-40-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-ethoxy-p-methylacetophenone
• 英文别名: 2-ethoxy-1-(p-tolyl)ethan-1-one；2-ethoxy-1-p-tolyl-ethanone；2-Aethoxy-1-p-tolyl-aethanon；p-Methyl-ω-ethoxy-acetophenon；2-Aethoxy-1-(4-tolyl)-aethanon-(1)；2-Ethoxy-1-(4-methylphenyl)ethanone
• CAS: 14869-40-0
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: WHINIIBLQGCFLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  magnesium,methanidyloxyethane,chloride 、 对甲苯腈 以 四氢呋喃 为溶剂， 生成 α-ethoxy-p-methylacetophenone
  参考文献：
  名称：

  Castro,B., Bulletin de la Societe Chimique de France, 1967, p. 1540 - 1547

  摘要：

  DOI：

文献信息

• The Acid-catalyzed Decomposition of Diazo Carbonyl Compounds. II. Synthesis of 2- or 5-Heteroatom-substituted Oxazoles
  作者：Toshikazu Ibata、Tsuyoshi Yamashita、Makoto Kashiuchi、Shyuji Nakano、Hiroyuki Nakawa

  DOI：10.1246/bcsj.57.2450

  日期：1984.9

  The BF3-catalyzed decomposition of m- and p-substituted α-diazoacetophenones in excess of methyl thiocyanate and ethyl thiocyanate gave the corresponding 2-methylthio-, and 2-ethylthio-5-aryloxazoles, respectively in good yields along with s-alkyl-n-aroylmethylthiocarbamates and α-ethoxyacetophenones. However, yields of 2-dimethylamino-5-aryloxazoles by the reaction of dimethylcyanamide with α-diazoacetophenones

  BF3 催化的 m-和 p-取代的 α-重氮苯乙酮在硫氰酸甲酯和硫氰酸乙酯过量时分解，分别得到相应的 2-甲硫基-和 2-乙硫基-5-芳基恶唑以及 s-烷基- n-芳酰基甲基硫代氨基甲酸酯和α-乙氧基苯乙酮。然而，通过二甲基氰胺与α-重氮苯乙酮反应产生的2-二甲氨基-5-芳基恶唑的产率很低。5-二甲氨基-或5-烷氧基-4-芳基-2-甲基恶唑是通过N,N-二甲基-α-(对硝基苯基)重氮乙酰胺或重氮乙酸烷基芳基酯与腈反应制备的。当使用苯基重氮乙酸乙酯或对氯苯基重氮乙酸甲酯时，烷基芳基乙醛酸的酮嗪与恶唑一起获得。
• Direct Synthesis of α-Alkoxy Ketones by Oxidative C-O Bond Formation
  作者：Hui Yu、Yilan Xu、Yan Fang、Rui Dong

  DOI：10.1002/ejoc.201600723

  日期：2016.11

  convenient method to prepare α-alkoxy ketones has been developed by oxidative coupling of aryl methyl ketones and alcohols. With aqueous tert-butyl hydroperoxide (6.0 equiv.) as the oxidant, tetrabutylammonium iodide (20 mol-%) as the catalyst, and TsNHNH2 (1.0 equiv.) as the additive, ketones underwent direct alkoxylation to give α-methoxy or α-ethoxy ketones in moderate to good yields.

  通过芳基甲基酮和醇的氧化偶联开发了一种制备 α-烷氧基酮的简便方法。以叔丁基过氧化氢水溶液（6.0 当量）为氧化剂，四丁基碘化铵（20 mol-%）为催化剂，TsNHNH2（1.0 当量）为添加剂，酮类直接烷氧基化得到α-甲氧基或α-乙氧基酮以中等至良好的收率。
• PESTICIDALLY ACTIVE KETONE AND OXIME DERIVATIVES
  申请人：Zambach Werner

  公开号：US20080200525A1

  公开（公告）日：2008-08-21

  Compounds of formula wherein A 0 , A 1 and A 2 are each independently of the others a bond or a C 1 -C 6 alkylene bridge; A 3 is a C 1 -C 6 alkylene bridge which is unsubstituted or substituted by from one to six identical or different substituents selected from halogen and C 3 -C 8 cycloalkyl; Y is, for example, O, S, SO or SO 2 ; M is O or NOR 6 , X 1 and X 2 are each independently of the other fluorine, chlorine or bromine; R 1 , R 2 and R 3 are, for example, H, halogen, OH, SH, CN, nitro, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkylcarbonyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; Q is, for example, O, S, SO or SO 2 ; W is, for example, O, S, SO, SO 2 , —C(═O)—O— or —O—C(═O)—; T is, for example, a bond, O, S, SO, SO 2 , —C(═O)—O— or —O—C(═O)—; D is CH or N; R 4 is, for example, H, halogen, OH, SH, CN, nitro, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl; R 5 is, for example, C 1 -C 12 alkyl, C 3 -C 8 cycloalkyl or —N(R 7 ) 2 ; R 7 is H, C 1 -C 6 alkyl, C 1 -C 3 haloalkyl, C 1 -C 6 alkylcarbonyl, C 1 -C 3 haloalkylcarbonyl, C 1 -C 6 alkoxycarbonyl, C 3 -C 8 cycloalkyl, C 3 -C 8 cycloalkylcarbonyl or formyl; k is 0, 1, 2, 3 or 4; m is 1 or 2; and q is 0, 1 or 2; and, where applicable, their possible E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form, a process for the preparation of those compounds and their use, pesticidal compositions in which the active ingredient has been selected from those compounds and agrochemically acceptable salts thereof, and a process for the preparation of those compositions and their use, to plant propagation material treated with those compositions, and a method of controlling pests.

  该公式的化合物中，A0、A1和A2分别独立地是键或C1-C6烷基桥；A3是C1-C6烷基桥，未取代或取代为1-6个相同或不同的卤素和C3-C8环烷基的取代基；Y是例如O、S、SO或SO2；M是O或NOR6；X1和X2各自独立地是氟、氯或溴；R1、R2和R3是例如H、卤素、OH、SH、CN、硝基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基羰基、C2-C6烯基、C2-C6卤代烯基或C2-C6炔基；Q是例如O、S、SO或SO2；W是例如O、S、SO、SO2、-C（═O）-O-或-O-C（═O）-；T是例如键、O、S、SO、SO2、-C（═O）-O-或-O-C（═O）-；D是CH或N；R4是例如H、卤素、OH、SH、CN、硝基、C1-C6烷基或C1-C6卤代烷基；R5是例如C1-C12烷基、C3-C8环烷基或-N（R7）2；R7是H、C1-C6烷基、C1-C3卤代烷基、C1-C6烷基羰基、C1-C3卤代烷基羰基、C1-C6烷氧羰基、C3-C8环烷基、C3-C8环烷基羰基或甲酰基；k是0、1、2、3或4；m是1或2；q是0、1或2；如适用，其可能的E/Z异构体、E/Z异构体混合物和/或互变异构体，在自由形式或盐形式中，以及制备这些化合物的方法、选择这些化合物为活性成分的杀虫剂组合物和农用化学品可接受的盐的使用、制备这些组合物的方法和使用这些组合物处理植物繁殖材料、以及控制害虫的方法。
• Electrochemical Radical Reactions of Enol Acetates and Free Alcohols Directly Access to α-Alkoxylated Carbonyl Compounds
  作者：Fan Wu、Yu Guo、Zihao Ren、Zixuan Chen、Xiaoqin Liu、Chang Wang、Liangce Rong

  DOI：10.1021/acs.joc.3c00635

  日期：2023.7.7

  The efficient intermolecular alkoxylation reactions of various enol acetates and different alcohols are developed in the electrochemical process for the first time. Enol acetates derived from either aromatic, alkyl, or alicyclic ketones, and abundant free alcohols directly used in this synthetic strategy, make this transformation very valuable in synthesis and application in the future.

  首次在电化学过程中开发了各种烯醇乙酸酯和不同醇的高效分子间烷氧基化反应。衍生自芳香族、烷基或脂环族酮的烯醇乙酸酯，以及直接用于该合成策略的丰富的游离醇，使得这种转化在未来的合成和应用中非常有价值。
• Pesticidally active ketone and oxime derivatives
  申请人：Syngenta Participations AG

  公开号：EP2080752A1

  公开（公告）日：2009-07-22

  Compounds of formula wherein A0, A1 and A2 are each independently of the others a bond or a C1-C6alkylene bridge; A3 is a C1-C6alkylene bridge which is unsubstituted or substituted by from one to six identical or different substituents selected from halogen and C3-C8cycloalkyl; Y is, for example, O, S, SO or SO2; M is O or NOR6, X1 and X2 are each independently of the other fluorine, chlorine or bromine; R1, R2 and R3 are, for example, H, halogen, OH, SH, CN, nitro, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl, C2-C6alkenyl, C2-C6haloalkenyl or C2-C6alkynyl; Q is, for example, O, S, SO or SO2; W is, for example, O, S, SO, SO2, -C(=O)-O- or -O-C(=O)-; T is, for example, a bond, O, S, SO, SO2, -C(=O)-O- or -O-C(=O)-; D is CH or N; R4 is, for example, H, halogen, OH, SH, CN, nitro, C1-C6alkyl or C1-C6haloalkyl; R5 is, for example, C1-C12alkyl, C3-C8cycloalkyl or -N(R7)2; R7 is H, C1-C6alkyl, C1-C3haloalkyl, C1-C6alkylcarbonyl, C1-C3haloalkylcarbonyl, C1-C6alkoxycarbonyl, C3-C8cycloalkyl, C3-C8 cycloalkylcarbonyl or formyl; k is 0, 1, 2, 3 or 4; m is 1 or 2; and q is 0, 1 or 2; and, where applicable, their possible E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form, a process for the preparation of those compounds and their use, pesticidal compositions in which the active ingredient has been selected from those compounds and agrochemically acceptable salts thereof, and a process for the preparation of those compositions and their use, to plant propagation material treated with those compositions, and a method of controlling pests.

  式的化合物 其中 A0、A1 和 A2 各自独立地为键或 C1-C6 烯桥； A3 是未被取代或被 1 至 6 个相同或不同的取代基取代的 C1-C6 烯桥，这些取代基可选 自卤素和 C3-C8 环烷基； Y 例如是 O、S、SO 或 SO2； M 是 O 或 NOR6、 X1和X2各自独立地是氟、氯或溴； R1、R2 和 R3 例如是 H、卤素、OH、SH、CN、硝基、C1-C6 烷基、C1-C6 卤代烷基、C1-C6 烷基羰基、C2-C6 烯基、C2-C6 卤代烯基或 C2-C6 烷炔基； Q 例如是 O、S、SO 或 SO2； W 例如是 O、S、SO、SO2、-C(=O)-O- 或 -O-C(=O)-； T 例如是键、O、S、SO、SO2、-C(=O)-O- 或-O-C(=O)-； D 是 CH 或 N； R4 例如是 H、卤素、OH、SH、CN、硝基、C1-C6 烷基或 C1-C6 卤代烷基； R5 例如是 C1-C12 烷基、C3-C8 环烷基或-N(R7)2； R7 是 H、C1-C6烷基、C1-C3 卤代烷基、C1-C6烷基羰基、C1-C3 卤代烷基羰基、C1-C6 烷氧基羰基、C3-C8 环烷基、C3-C8 环烷基羰基或甲酰基； k 是 0、1、2、3 或 4； m 是 1 或 2； q 是 0、1 或 2； 以及在适用情况下，它们可能的 E/Z 异构体、E/Z 异构体混合物和/或同系物（在每种情况下均为游离形式或盐形式）、制备这些化合物的工艺及其用途、其中活性成分选自这些化合物及其农用化学品可接受盐的杀虫组合物、制备这些组合物的工艺及其用途、用这些组合物处理的植物繁殖材料，以及防治害虫的方法。