2-丁-2-烯基环己烷-1-酮 | 4187-81-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-丁-2-烯基环己烷-1-酮
• 英文名称: 2-(2¹-butenyl)-1-cyclohexanone
• 英文别名: 2-(but-2-en-1-yl)cyclohexanone；2-Crotyl-cyclohexanon；2-(But-2-en-1-yl)cyclohexan-1-one；2-but-2-enylcyclohexan-1-one
• CAS: 4187-81-9
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: RNJOUKUODKCLQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914299000

反应信息

• 作为产物：
  描述：

  1-methyl-2-propenyl 2-oxocyclohexanecarboxylate 在 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以72%的产率得到2-丁-2-烯基环己烷-1-酮
  参考文献：
  名称：

  Facile generation of a reactive palladium(II) enolate intermediate by the decarboxylation of palladium(II) .beta.-ketocarboxylate and its utilization in allylic acylation

  摘要：

  DOI：

  10.1021/ja00540a053

文献信息

• Direct palladium-catalyzed allylic alkylations of alcohols with enamines: Synthesis of homoallyl ketones
  作者：Ghalia Bouhalleb、Olfa Mhasni、Giovanni Poli、Farhat Rezgui

  DOI：10.1016/j.tetlet.2017.05.024

  日期：2017.6

  An efficient, direct nucleophilic allylic substitution of α-, β- and γ-substituted alcohols with enamines, using the Pd(OAc)2/PPh3 catalyst system and ZnBr2 as a promoter in CH2Cl2 at reflux, is reported. The reaction course was dependent on the steric hindrance at the α- or γ-positions with respect to the functionalized α-carbon, selectively affording in moderate to good yields, α- or γ-homoallyl

  据报道，使用Pd（OAc）2 / PPh 3催化剂体系和ZnBr 2作为促进剂在CH 2 Cl 2中回流时，用烯胺有效，直接地亲和了α-，β-和γ-取代的醇的亲核烯丙基取代。反应过程取决于相对于官能化的α-碳在α-或γ-位的位阻，选择性地以中等至良好的收率提供α-或γ-全烯丙基酮，即所谓的“线性”和分别是“分支”产品。
• Convenient Radical<b><i>α</i></b>-Monoallylations of Carbonyl Compounds
  作者：Yoshihiko Watanabe、Tetsuo Yoneda、Tatsuya Okumura、Yoshio Ueno、Takeshi Toru

  DOI：10.1246/bcsj.66.3030

  日期：1993.10

  Free radical allylations of α-seleno carbonyl compounds with tributyl-substituted 2,4-pentadienyltin, 2-methyl-2-propenyltin, 2-butenyltin, and 3-methyl-2-butenyltin, are described. Such successful C–C bond formations, in particular with the 2-butenyltin and the 3-methyl-2-butenyltin, are owing to the high reactivity of the α-carbon radical, generated from α-seleno carbonyl compounds, toward allylic tin compounds.

  描述了α-硒羰基化合物与三丁基取代的2,4-戊二烯基锡、2-甲基-2-丙烯基锡、2-丁烯基锡和3-甲基-2-丁烯基锡的自由基烯丙基化反应。这种成功的C–C键形成，特别是与2-丁烯基锡和3-甲基-2-丁烯基锡的反应，得益于从α-硒羰基化合物生成的α-碳自由基对烯丙基锡化合物的高反应性。
• Palladium-catalyzed reaction of allylic ammonium bromides with nucleophiles
  作者：Toshikazu Hirao、Naoto Yamada、Yoshiki Ohshiro、Toshio Agawa

  DOI：10.1016/s0022-328x(00)86917-x

  日期：1982.10

  The reactions of allylic triethylammonium bromides and dimethylsulfonium bromide with carbon nucleophiles were catalyzed by tetrakis(triphenylphosphine)palladium to afford olefinic esters and ketones.

  四（三苯基膦）钯催化烯丙基三乙基溴化铵和二甲基溴化with与碳亲核试剂的反应，得到烯烃酯和酮。
• Non-corrosive nitrification inhibitor polar solvent formulation
  申请人：DOW AGROSCIENCES LLC

  公开号：US10173942B2

  公开（公告）日：2019-01-08

  This invention relates to stable liquid formulations of the nitrification inhibitor nitrapyrin comprising polar solvents that are stabilized with small amounts of compounds which help to reduce the tendency of polar solutions of nitrapyrin to corrode metal surfaces. Many of the formulations disclosed herein exhibit useful physical, chemical, and bioactive properties including reduced levels of corrosion when in contact with ferrous metals.

  本发明涉及硝化抑制剂硝基吡啉的稳定液体制剂，该制剂由极性溶剂组成，并用有助于降低硝基吡啉极性溶液腐蚀金属表面的倾向的少量化合物加以稳定。本文公开的许多制剂都表现出有用的物理、化学和生物活性特性，包括降低与黑色金属接触时的腐蚀程度。
• Water-Accelerated Nickel-Catalyzed α-Crotylation of Simple Ketones with 1,3-Butadiene under pH and Redox-Neutral Conditions
  作者：Tiantian Chen、Haijian Yang、Yang Yang、Guangbin Dong、Dong Xing

  DOI：10.1021/acscatal.0c00019

  日期：2020.4.3

  We report a nickel/NHC-catalyzed branched-selective acrotylation of simple ketones using 1,3-butadiene as the alkylation agent. This reaction is regioselective and operated under pH and redox-neutral conditions. Water was used as the sole additive, which significantly accelerates the transformation.