1,5-二环己基-3-戊酮 | 62221-44-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1,5-二环己基-3-戊酮
• 英文名称: 1,5-dicyclohexyl-3-pentanone
• 英文别名: Di(2-cyclohexylaethyl)keton；1,5-Dicyclohexylpentan-3-one
• CAS: 62221-44-7
• 化学式: C₁₇H₃₀O
• 分子量: 250.425
• InChiKey: DRWUVWIDPYFXHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  318.0±10.0 °C(Predicted)
• 密度：
  0.916±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 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：

  1,5-二环己基-3-戊酮 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 1-(1,5-二环己基-3-戊基)-3-羟基-1,5-二氮杂戊烷
  参考文献：
  名称：

  抗菌N-ω，ω'-双（脂环族和芳基）-仲烷基] -1，3-二氨基-2-丙醇二盐酸盐。

  摘要：

  潜在地合成了一系列14种抗菌N-ω，ω'-双（环烷基，双环[2.2.1]庚基和取代的苯基）-仲烷基] -1,3-二氨基-2-丙醇二盐酸盐外用杀菌剂和消毒剂。对铜绿假单胞菌特别有效的四种衍生物包括三个不同的环型取代基和一个8-n-十五烷基部分。计算出的更有效化合物的N取代基的Hansch疏水参数（pi）在7.0--9.0范围内，并且在测定条件下与作为抛物线的所有产品的最小抑制活性相关。对革兰氏阳性和其他革兰氏阴性细菌的效力与苯扎氯铵和洗必泰相当。

  DOI：

  10.1002/jps.2600710329
• 作为产物：
  描述：

  3-环己基丙酸 在 铁粉 作用下， 生成 1,5-二环己基-3-戊酮
  参考文献：
  名称：

  Antibacterial N-[.omega.,.omega.'-bis(alicyclic and aryl)-sec-alkyl]poly(methylenetriamine and -tetramine) hydrochloride salts

  摘要：

  A series of antibacterial N-(omega, omega'-(cycloalkyl, bicyclo[2.2.1]heptyl, and alkyl-substituted phenyl)-sec-alkyl]poly(methylene)triamine and -tetramine hydrochloride salts were synthesized in an effort to develop efficient, nonsystemic inhibitors, particularly for Pseudomonas aeruginosa. In the 1,5,9-triazanonane group, 3 of 16 compounds were effective at 8--10 micrograms/mL against pseudomonads. Efficiency appeared more dependent upon lipophilicity of the nitrogen substituent than other characteristics represented by the three types of rings. A parabolic relationship was observed for the entire set between the hydrophobic parameter, pi, of the lipoidal moiety and minimal inhibitory concentration. One of 16 tetramines, 1-[1,5-bis(3,3-dimethyl-2-norbornyl)-3-pentyl]-1,5,9,13-tetraazatridecane tetrahydrochloride (26f), ranked similarly. An additional two compounds in each series were superior to several commercial cationic detergents in the control of the Gram-negative bacteria. None was inhibitory at up to 200 micrograms/mL for Proteus vulgaris.

  DOI：

  10.1021/jm00197a024

文献信息

• Chelation-Assisted C–H and C–C Bond Activation of Allylic Alcohols by a Rh(I) Catalyst under Microwave Irradiation
  作者：Chul-Ho Jun、Chang-Hee Lee

  DOI：10.1055/s-0036-1591697

  日期：2018.4

  Chelation-assisted Rh(I)-catalyzed ketone synthesis from allylic alcohols and alkenes through C–H and C–C bond activations under microwave irradiation was developed. Aldimine is formed via olefin isomerization of allyl alcohol under Rh(I) catalysis and condensation with 2-amino-3-picoline, followed by continuous C–H and C–C bond activations to produce a dialkyl ketone. The addition of piperidine accelerates

  开发了螯合辅助的 Rh(I) 催化的酮，通过微波辐射下的 C-H 和 C-C 键活化，由烯丙醇和烯烃合成。醛亚胺是通过烯丙醇在 Rh(I) 催化下的烯烃异构化和与 2-amino-3-picoline 缩合形成的，然后连续的 C-H 和 C-C 键活化产生二烷基酮。哌啶的加入通过在微波条件下促进醛亚胺的形成来加速反应速率。
• Rhodium(i)-catalyzed one-pot synthesis of dialkyl ketones from methanol and alkenes through directed sp3 C–H bond activation of N-methylamine
  作者：Eun-Ae Jo、Ji-Hyun Lee、Chul-Ho Jun

  DOI：10.1039/b814166e

  日期：——

  The hydroacylation of methanol with alkenes was developed using a catalytic system consisting of Rh(I), 2-amino-4-picoline and benzoic acid; the reaction is speculated to occur by the initial N-methylation of 2-amino-4-picoline with methanol, and the subsequent dehydrogenation of the resulting N-methylamine, followed by double chelation-assisted hydroimination of alkene with the imine to give dialkyl ketones after hydrolysis.

  甲醇与烯类的水合酰化反应是利用由Rh(I)、2-氨基-4-吡啶和苯甲酸组成的催化体系开发的；该反应推测首先通过甲醇对2-氨基-4-吡啶进行N-甲基化，随后对产生的N-甲基胺进行脱氢反应，然后通过双配体辅助的烯类与亚胺的水合亚胺反应，最终在水解后生成二烷基酮。
• C−H and C−C Bond Activation of Primary Amines through Dehydrogenation and Transimination
  作者：Chul-Ho Jun、Kwan-Yong Chung、Jun-Bae Hong

  DOI：10.1021/ol015563+

  日期：2001.3.1

  [GRAPHICS]Dehydrogenation and subsequent transimination of primary amines offer a new pathway for C-H bond activation, ortho-alkylation, and C-C bond activation to afford a variety of ketones in the reaction of l-alkene by a cocatalyt system of Rh(I) and 2-amino-3-picoline.
• A Novel Methodology for the Synthesis of Cyclic Carbonates Based on the Palladium-Catalyzed Cascade Reaction of 4-Methoxycarbonyloxy-2-butyn-1-ols with Phenols, Involving a Novel Carbon Dioxide Elimination-Fixation Process
  作者：Masahiro Yoshida、Mika Fujita、Tooru Ishii、Masataka Ihara

  DOI：10.1021/ja0340681

  日期：2003.4.1

  A palladium-catalyzed CO2-recycling reaction has been developed. Reaction of 4-methoxycarbonyloxy-2-butyn-1-ols with phenols, carried out in the presence of a palladium catalyst, produces phenoxy-substituted cyclic carbonates by way of a pathway involving a CO2 elimination-fixation. A variety of propargylic alcohols and phenols participate in these reactions which yield cyclic carbonates with high efficiencies. Stereoselective construction of trans-cyclic carbonates is achieved by using nonsymmetric substrates. Highly enantioselective reactions occur when (S)-BINAP is used as a ligand. Reaction of 4-phenoxycarbonyloxy2-butyn-1-ol in the presence of the palladium catalyst yields the corresponding cyclic carbonates via a three-component decomposition-reconstruction process.
• Palladium-catalyzed carbon dioxide elimination–fixation reaction of 6-methoxycarbonyloxy-2,4-hexadien-1-ols
  作者：Masahiro Yoshida、Yusuke Ohsawa、Masataka Ihara

  DOI：10.1016/j.tet.2006.09.010

  日期：2006.11

  Cyclic carbonates substituted with 1,3-butadienyl moiety were synthesized by a palladium-catalyzed reaction of dienylic carbonates including a carbon dioxide elimination-fixation process. The reaction proceeded via a migration-isomerization of the resulting pi-allyl-palladium intermediates to afford trans-1,3-dienyi-substituted cyclic carbonates in a selective manner. (c) 2006 Elsevier Ltd. All rights reserved.