3-乙酰氧基-3-甲基丁酸甲酯 | 57865-37-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-乙酰氧基-3-甲基丁酸甲酯
• 英文名称: methyl α-acetoxyisobutyrate
• 英文别名: Methyl 2-(acetyloxy)-2-methylpropanoate；methyl 2-acetyloxy-2-methylpropanoate
• CAS: 57865-37-9
• 化学式: C₇H₁₂O₄
• 分子量: 160.17
• InChiKey: OYUDDYMUZSIFDB-UHFFFAOYSA-N

物化性质

• 沸点：
  206.06°C (rough estimate)
• 密度：
  1.0894 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  3-乙酰氧基-3-甲基丁酸甲酯 生成 甲基丙烯酸甲酯
  参考文献：
  名称：

  Burns; Jones; Ritchie, Journal of the Chemical Society, 1935, p. 717

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基异丁酸甲酯 在 sodium acetate 、 乙酸酐 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-乙酰氧基-3-甲基丁酸甲酯
  参考文献：
  名称：

  Competing kc, borderline, ks, and carbonyl addition processes in solvolyses of .alpha.-keto mesylates and triflates. .alpha.-Keto cations. 5

  摘要：

  DOI：

  10.1021/ja00331a029

文献信息

• Hydrocarbonylation of Enol Esters Catalyzed by a Palladium(II) Complex
  作者：Kiyoshi Kudo、Yuji Oida、Koichi Mitsuhashi、Sadayuki Mori、Koichi Komatsu、Nobuyuki Sugita

  DOI：10.1246/bcsj.69.1337

  日期：1996.5

  The palladium(II)-catalyzed carbonylation of various enol esters in the presence of methanol under pressurized carbon monoxide was investigated. As typical results, the carbonylation of isopropenyl acetate afforded a cyclocarbonylation product, 2-methoxy-2,5,5-trimethyl-1,3-dioxolan-4-one, in 46% yield under carbon monoxide of 150 atm at 100 °C, whereas vinyl acetate selectively gave an α-hydroesterification product, methyl 2-acetoxypropionate, in 56% yield under 250 atm at 100 °C. On the contrary, the reaction of 3,3-dimethyl-1-buten-2-yl acetate gave exclusively a β-hydroesterification product, methyl 3-acetoxy-4,4-dimethylpentanoate, in 64% yield. The yields of these products show a maximum as a function of the base/palladium ratio and of the carbon monoxide pressure. The effects of the reaction variables, such as the MeOH/substrate ratio, the structure of the base, the base/Pd ratio, the CO pressure, and the reaction temperature, were examined for optimizing the process. The mechanisms for the unique cyclocarbonylation and highly regioselective hydrocarbonylation of enol esters involving hydridopalladium(II) intermediate are discussed.

  研究了在加压一氧化碳和甲醇存在下，钯(II)催化的各种烯醇酯的羰基化反应。作为典型结果，在150大气压、100°C的条件下，异丙烯基乙酸酯的羰基化反应得到了环状羰基化产物，2-甲氧基-2,5,5-三甲基-1,3-二氧杂环己烷-4-酮，产率为46%；而乙烯基乙酸酯在250大气压、100°C的条件下，选择性地得到了α-羟基酯化产物，乙酸甲酯-2-乙酰氧基丙酸酯，产率为56%。相反，3,3-二甲基-1-丁烯-2-基乙酸酯反应得到了唯一的β-羟基酯化产物，乙酸甲酯-3-乙酰氧基-4,4-二甲基戊酸酯，产率为64%。这些产物的产率作为碱/钯比的函数和一氧化碳压力的函数达到最大值。为了优化过程，考察了反应变量，如甲醇/底物比、碱的结构、碱/钯比、一氧化碳压力和反应温度等的影响。讨论了含氢钯(II)中间体参与的烯醇酯独特环羰基化和高度区域选择性羟基羰基化的机理。
• Palladium(II)-Catalyzed Cyclocarbonylation of Enol Ester of Acetone. A Novel Synthesis of 1,3-Dioxolan-4-one
  作者：Kiyoshi Kudo、Koichi Mitsuhashi、Sadayuki Mori、Koichi Komatsu、Nobuyuki Sugita

  DOI：10.1246/cl.1993.1615

  日期：1993.9

  The cyclocarbonylation of isopropenyl acetate(1) to produce 2-methoxy-2,5,5-trimethyl-1,3-dioxolan-4-one(2) by use of palladium(II)-phoshine catalyst with methanol in benzene solution was studied at 100 °C under 200 atm of CO. Conversion of up to 98% and yield to 2 as high as 67% were attained.

  乙酸异丙烯酯(1)环羰基化制备2-甲氧基-2,5,5-三甲基-1,3-二氧戊环-4-酮(2),采用钯(II)-膦催化剂与甲醇在苯溶液中的反应为在 100 °C 和 200 atm CO 下进行研究。达到了高达 98% 的转化率和高达 67% 的 2 的产率。
• NONAQUEOUS ELECTROLYTE SOLUTION AND ELECTROCHEMICAL ELEMENT USING SAME
  申请人：Abe Koji

  公开号：US20120171581A1

  公开（公告）日：2012-07-05

  Disclosed are a nonaqueous electrolytic solution of an electrolyte dissolved in a nonaqueous solvent, which contains a carboxylate represented by the following general formula (I) in an amount of from 0.01 to 10% by mass of the nonaqueous electrolytic solution; and an electrochemical element using it. (In the formula, R 1 represents an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, or a cyanoalkyl group; R 2 represents a hydrogen atom, an alkoxy group, a formyloxy group, an acyloxy group, an alkoxycarbonyloxy group, an alkanesulfonyloxy group, an arylsulfonyloxy group, an alkylsilyloxy group, a dialkylphosphoryloxy group, an alkoxy(alkyl)phosphoryloxy group, or a dialkoxyphosphoryloxy group; R 3 represents a hydrogen atom, —CH 2 COOR 6 , or an alkyl group; R 4 represents a hydrogen atom or an alkyl group; R 5 has the same meaning as R 2 , or represents a hydrogen atom, an alkyl group, or —CH 2 COOR 7 ; R 6 and R 7 each independently represent an alkyl group, an alkenyl group, an alkynyl group, or a cycloalkyl group; X represents —OR 8 , -A 2 -C≡Y 2 , -A 2 -C(═O)O-A 3 -C≡Y 2 , -A 2 -C(═O)O-A 4 or COOR 1 ; R 5 is the same as R 1 ; A 1 to A 3 each independently represent an alkylene group; A 4 represents an alkyl group; Y 2 represents CH or N; m indicates an integer of from 0 to 4; n indicates 0 or 1.)

  本发明涉及一种非水电解质溶液，其中包含以下述通式（I）表示的羧酸盐，其质量占非水电解质溶液的0.01至10％；以及使用该电解质溶液的电化学元件。（在式中，R1表示烷基、烯基、炔基、环烷基或氰基烷基；R2表示氢原子、烷氧基、甲酰氧基、酰氧基、烷氧羰基氧基、烷基磺酰氧基、芳基磺酰氧基、烷基硅氧基、二烷基磷酰氧基、烷氧（烷基）磷酰氧基或二烷氧基磷酰氧基；R3表示氢原子、-CH2COOR6或烷基；R4表示氢原子或烷基；R5与R2的含义相同，或表示氢原子、烷基或-CH2COOR7；R6和R7各自独立地表示烷基、烯基、炔基或环烷基；X表示-OR8，-A2-C≡Y2，-A2-C（═O）O-A3-C≡Y2，-A2-C（═O）O-A4或COOR1；R5与R1的含义相同；A1至A3各自独立地表示烷基；A4表示烷基；Y2表示CH或N；m表示0至4的整数；n表示0或1。）
• Process for producing 3-phenyluracil compounds
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1101761A2

  公开（公告）日：2001-05-23

  The uracil compounds represented by the formula [V]: wherein R1 represents C1-C5 perfluoroalkyl group and Q represents an aromatic group, can be produced by making the amide compounds represented by the formula [II]: wherein R1 and Q have the same meanings defined above, or its hydrate react with a cyanate salt in the presence of a protonic acid.

  由式[V]代表的尿嘧啶化合物：其中 R1 代表 C1-C5 全氟烷基，Q 代表芳香基团，可通过制造由式[II]代表的酰胺化合物（其中 R1 和 Q 具有与上述定义相同的含义）或其水合物，在质子酸存在下与氰酸盐反应制得。
• ISOBUTYRIC ESTER COMPOUND HAVING ACETOXY GROUP AT ? POSITION, PERFUME COMPOSITION, AND USE AS PERFUME
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：EP3816267A1

  公开（公告）日：2021-05-05

  A fragrance composition comprising a compound represented by Formula (1) as an active ingredient: wherein, in Formula (1), R1 represents a linear, branched, or cyclic alkyl group having 1 to 6 carbon atoms.

  一种香料组合物，其活性成分包括由式（1）代表的化合物： 其中，在式 (1) 中，R1 代表具有 1 至 6 个碳原子的直链、支链或环状烷基。