6-甲基-3-(丙-1-烯-2-基)环己-2-烯-1-酮 | 66309-78-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 6-甲基-3-(丙-1-烯-2-基)环己-2-烯-1-酮
• 英文名称: 6-methyl-3-(prop-1-en-2-yl)cyclohex-2-en-1-one
• 英文别名: carvenone；carvone；6-Methyl-3-prop-1-en-2-ylcyclohex-2-en-1-one
• CAS: 66309-78-2
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: NETFCXRVZRPAMW-UHFFFAOYSA-N

物化性质

• 沸点：
  246.6±10.0 °C(Predicted)
• 密度：
  0.940±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-苯甲基-1,4-二氢烟酰胺 、 6-甲基-3-(丙-1-烯-2-基)环己-2-烯-1-酮 在 enoate reductase homologuefrom Thermus scotoductus 作用下， 反应 4.0h， 生成 (2R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-one 、 1-benzyl-3-carbamoylpyridinium bromide
  参考文献：
  名称：

  Mimicking Nature: Synthetic Nicotinamide Cofactors for C═C Bioreduction Using Enoate Reductases

  摘要：

  A series of synthetic nicotinamide cofactors were synthesized to replace natural nicotinamide cofactors and promote enoate reductase (ER) catalyzed reactions without compromising the activity or stereoselectivity of the bioreduction process. Conversions and enantioselectivities of >99% were obtained for C=C bioreductions, and the process was successfully upscaled. Furthermore, high chemoselectivity was observed when employing these nicotinamide cofactor mimics (mNADs) with crude extracts in ER-catalyzed reactions.

  DOI：

  10.1021/ol303240a
• 作为产物：
  描述：

  limonene. 在 双氧水 作用下， 以 水 、 乙腈 为溶剂， 以87%的产率得到6-甲基-3-(丙-1-烯-2-基)环己-2-烯-1-酮
  参考文献：
  名称：

  Catalytic activity of an iron(III) Schiff base complex bound in a polymer resin

  摘要：

  制备了铁(III)-二茂铁配合物及其与聚合物树脂结合的非均相类似物，并将其用作各种有机底物氧化的催化剂。通过SEM、EDAX、TGA、FT-IR、DRS-UV和光谱学对非均相和均相配合物进行了表征。通过与工业相关的氧化反应研究了催化剂的活性、稳定性和可重复使用性。固态铁(III)-二茂铁席夫碱配合物比固载的二茂铁席夫碱配体给出了更有效的结果。研究了分子配合物和自由配体对革兰氏阳性和革兰氏阴性细菌的抗菌活性。

  DOI：

  10.1007/s11243-013-9736-2

文献信息

• Synthesis, characterization, and catalytic activity of a polymer-supported copper(II) complex with a thiosemicarbazone ligand
  作者：Manirul Islam、Dildar Hossain、Paramita Mondal、Kazi Tuhina、Anupam Singha Roy、Sanchita Mondal、Manir Mobarak

  DOI：10.1007/s11243-011-9459-1

  日期：2011.3

  A thiosemicarbazone Cu(II) complex anchored to a polystyrene framework has been synthesized and characterized by analytical and spectroscopic techniques. The complex was found to be a highly active catalyst for the oxidation of various organic substrates including alkenes and alcohols using H2O2 as oxidant. The reaction conditions were optimized with respect to temperature, solvent, oxidant, catalyst amount, and substrate to peroxide ratio. The heterogeneous catalyst was reused five times without significant loss of activity. A comparison between the catalytic activities of this polymer-supported Cu(II) complex and its homogeneous analogue was carried out.

  将硫半卡巴脘铜(II)络合物固定在聚苯乙烯骨架上，通过分析和光谱技术合成了该络合物并进行了表征。发现该络合物作为催化剂对使用过氧化氢作为氧化剂的多种有机底物（包括烯烃和醇）的氧化反应具有高度活性。针对温度、溶剂、氧化剂、催化剂用量以及底物与过氧化氢的比率，优化了反应条件。该非均相催化剂可重复使用五次，活性没有明显损失。比较了这种聚合物支撑的铜(II)络合物与其均相类似物的催化活性。
• Catalytic activity of an iron(III) Schiff base complex bound in a polymer resin
  作者：Sk. Manirul Islam、Sumantra Paul、Anupam Singha Roy、Satabdi Banerjee、Kajari Ghosh、Ram Chandra Dey、S. C. Santra

  DOI：10.1007/s11243-013-9736-2

  日期：2013.9

  An iron(III)–ferrocene complex and its heterogeneous analogue bound in a polymer resin have been prepared and employed as catalysts for the oxidation of various organic substrates. Characterization of the heterogeneous and homogeneous complexes was done by SEM, EDAX, TGA, FT-IR, DRS-UV, and spectroscopy. The catalyst’s activity, stability, and reusability were investigated through industrially relevant oxidation reactions. The solid iron(III)–ferrocene Schiff base complex gave more effective results than the solid-supported ferrocene Schiff base ligand. The antimicrobial activities of the molecular complex and free ligand were studied for Gram-positive and Gram-negative bacteria.

  制备了铁(III)-二茂铁配合物及其与聚合物树脂结合的非均相类似物，并将其用作各种有机底物氧化的催化剂。通过SEM、EDAX、TGA、FT-IR、DRS-UV和光谱学对非均相和均相配合物进行了表征。通过与工业相关的氧化反应研究了催化剂的活性、稳定性和可重复使用性。固态铁(III)-二茂铁席夫碱配合物比固载的二茂铁席夫碱配体给出了更有效的结果。研究了分子配合物和自由配体对革兰氏阳性和革兰氏阴性细菌的抗菌活性。
• Mimicking Nature: Synthetic Nicotinamide Cofactors for C═C Bioreduction Using Enoate Reductases
  作者：Caroline E. Paul、Serena Gargiulo、Diederik J. Opperman、Iván Lavandera、Vicente Gotor-Fernández、Vicente Gotor、Andreas Taglieber、Isabel W. C. E. Arends、Frank Hollmann

  DOI：10.1021/ol303240a

  日期：2013.1.4

  A series of synthetic nicotinamide cofactors were synthesized to replace natural nicotinamide cofactors and promote enoate reductase (ER) catalyzed reactions without compromising the activity or stereoselectivity of the bioreduction process. Conversions and enantioselectivities of >99% were obtained for C=C bioreductions, and the process was successfully upscaled. Furthermore, high chemoselectivity was observed when employing these nicotinamide cofactor mimics (mNADs) with crude extracts in ER-catalyzed reactions.