1-Acetoxy-1-phenyl-cyclohexan | 26524-28-7

• 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: 1-Acetoxy-1-phenyl-cyclohexan
• 英文别名: (1-Phenylcyclohexyl) acetate
• CAS: 26524-28-7
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: YCOBLOXJQTXVEU-UHFFFAOYSA-N

物化性质

• 沸点：
  302.8±21.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1-Acetoxy-1-phenyl-cyclohexan 在 三氟甲磺酸三甲基硅酯 、 phosphan 作用下， 生成
  参考文献：
  名称：

  Synthesis of tert-Alkyl Phosphines: Preparation of Di-(1-adamantyl)phosphonium Trifluoromethanesulfonate and Tri-(1-adamantyl)phosphine

  摘要：

  DOI：

  10.15227/orgsyn.098.0289
• 作为产物：
  描述：

  苯基溴化镁 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 13.0h， 生成 1-Acetoxy-1-phenyl-cyclohexan
  参考文献：
  名称：

  通过自由基-极性交叉对活性醇进行电还原甲酰化

  摘要：

  空间位阻醛的直接合成极具挑战性。在此，我们报告了一种通过活化醇的 C(sp 3 )–O 键的电还原裂解生成此类化合物的直接方法。在既定的反应条件下，有效地生成了苄基自由基中间体。随后的自由基-极性交叉产生的碳负离子进一步与N , N-二甲基甲酰胺反应，形成各种具有叔或季苄基碳中心的醛。还证明了克级合成的可行性。该反应也在一个简单的未分隔电池中进行，避免使用任何过渡金属催化剂、有毒气体和还原剂。

  DOI：

  10.1039/d3cc01529g

文献信息

• Polymer-supported gadolinium triflate as a convenient and efficient Lewis acid catalyst for acetylation of alcohols and phenols
  作者：Hyo-Jin Yoon、Sang-Myung Lee、Jong-Ho Kim、Hong-Jun Cho、Jung-Woo Choi、Sang-Hyeup Lee、Yoon-Sik Lee

  DOI：10.1016/j.tetlet.2008.03.005

  日期：2008.5

  (CMPS-IM-Gd) catalyst was prepared from chloromethyl polystyrene (CMPS) resin using a simple and convenient procedure. This polymeric catalyst was used as an efficient Lewis acid catalyst for the acetylation of various alcohols and phenols with acetic anhydride, affording high yields under mild conditions. The reaction was completed in a short period of time with small amounts of the catalyst. The catalyst

  使用简单方便的方法，由氯甲基聚苯乙烯（CMPS）树脂制备聚合物负载的三氟甲磺酸g（CMPS-IM-Gd）催化剂。该聚合物催化剂被用作有效的路易斯酸催化剂，用于用乙酸酐对各种醇和酚进行乙酰化，在温和的条件下可获得高收率。用少量催化剂在短时间内完成反应。该催化剂可重复使用超过10次，而其催化活性没有任何重大损失。
• SALT, ACID GENERATOR, RESIST COMPOSITION AND METHOD FOR PRODUCING RESIST PATTERN
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20210371376A1

  公开（公告）日：2021-12-02

  A salt represented by formula (I): wherein R 1 and R 2 each independently represent a hydroxy group, —O—R 10 , —O—CO—O—R 10 or —O-L 1 -CO—O—R 10 ; L 1 represents an alkanediyl group having 1 to 6 carbon atoms; R 4 , R 5 , R 7 and R 8 each independently represent a halogen atom, an alkyl fluoride group having 1 to 12 carbon atoms or a hydrocarbon group having 1 to 18 carbon atoms, the hydrocarbon group may have a substituent, and —CH 2 — included in the hydrocarbon group may be replaced by —O—, —CO—, —S— or —SO 2 —; R 10 represents an acid-labile group; X 1 and X 2 each independently represent an oxygen atom or a sulfur atom; m1 represents an integer of 1 to 5, m2 and m8 represent an integer of 0 to 5, m4, m5 and m7 represent an integer of 0 to 4; and AI − represents an organic anion.

  一种由化学式（I）表示的盐：其中R1和R2分别代表一个羟基，-O-R10，-O-CO-O-R10或-O-L1-CO-O-R10；L1代表具有1至6个碳原子的烷二基基团；R4、R5、R7和R8分别独立地表示卤素原子，具有1至12个碳原子的烷基氟基团或具有1至18个碳原子的碳氢基团，碳氢基团可能有取代基，并且碳氢基团中包含的-CH2-可被-O-，-CO-，-S-或-SO2-取代；R10代表一个酸敏感基团；X1和X2分别独立地表示一个氧原子或一个硫原子；m1表示1至5的整数，m2和m8表示0至5的整数，m4、m5和m7表示0至4的整数；AI-代表一个有机阴离子。
• Photochemical addition of protic solvents to 1-phenylcycloalkenes
  作者：S. Fujita、Y. Hayashi、T. Nômi、H. Nozaki

  DOI：10.1016/s0040-4020(01)98026-3

  日期：1971.1

  the corresponding esters (2), which are also obtained in the acetophenone-sensitized reactions. Minor products in the direct photolysis of 1a and 1b are hydrogenation (3) and alkylation products (4), while 8-membered 1c yields 1-phenylbicyclo[5.1.0]octane (5) on UV irradiation. Compounds 3 and 4 are explained as the secondary photoproducts from 2. Possible species affording 2 are discussed.

  溶解在乙酸或丙酸中的6-8元1-苯基环烯（1a-1c）直接光解主要产生相应的酯（2），这也是在苯乙酮敏化的反应中获得的。1a和1b直接光解中的次要产物是氢化（3）和烷基化产物（4），而8元1c在UV辐射下产生1-苯基双环[5.1.0]辛烷（5）。化合物3和4被解释为来自2的二次光产物。讨论了提供2种可能的物种。
• Expanding Ligand Space: Preparation, Characterization, and Synthetic Applications of Air-Stable, Odorless Di-<i>tert</i>-alkylphosphine Surrogates
  作者：Thomas Barber、Stephen P. Argent、Liam T. Ball

  DOI：10.1021/acscatal.0c01414

  日期：2020.5.15

  catalysis. However, the structural diversity of these privileged substructures is currently limited by the need to manipulate highly toxic, highly reactive reagents and intermediates in their synthesis. In response to this longstanding challenge, we report an umpolung strategy for the synthesis of structurally diverse di-tert-alkylphosphine building blocks via SN1 alkylation of in situ generated PH3

  对于后过渡金属催化，许多同类最佳配体都具有二叔烷基膦基序。但是，这些特权亚结构的结构多样性目前受到在合成过程中操纵高毒性，高反应性试剂和中间体的需求的限制。在响应于这一长期挑战，我们报告了结构不同的二-合成中的极性转换策略叔通过S -烷基积木Ñ 1个烷基化的原位产生的PH 3分的气体。我们证明了作为空气稳定，无味的phospho盐分离出的产品，可以直接用于制备关键的合成中间体和配体类别。二-叔因此，使用我们的方法学可获得的-烷基膦基结构单元可通过修饰先前不变的载体轻松扩展现有的配体类别；我们证明这些修饰会影响配体的空间和电子性质，并可用于调整其催化性能。
• Cobalt(II) chloride catalyzed acylation of alcohols with acetic anhydride: scope and mechanism
  作者：Javed Iqbal、Rajiv Ranjan Srivastava

  DOI：10.1021/jo00033a020

  日期：1992.3

  Cobalt(II) chloride catalyzes the acetylation of a variety of alcohols with acetic anhydride in excellent yield. Primary hydroxyl groups can be selectively acylated in the presence of secondary and tertiary ones while the secondary hydroxyl groups can be preferentially acetylated in the presence of tertiary ones. Tertiary alcohols have been found to give ketones, acetoacetates, olefins, and diketene in addition to the acetate. The beta-hydroxy esters and ketones can be acylated under these conditions without any elimination, and this reaction has been compared with 4-(dimethylamino)pyridine (DMAP)-mediated acylations where elimination of the resulting beta-acetoxy carbonyl compound is observed. A detailed investigation of the acylation of tertiary alcohols has revealed that these reactions proceed via a tertiary alkoxy radical and ketene. A mechanism for these acylations is proposed by invoking an electron-transfer process.