1'-hydroxy-bicyclopentyl-2-one | 14112-41-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1'-hydroxy-bicyclopentyl-2-one
• 英文别名: 1'-Hydroxy-bicyclopentyl-2-on；2-(1-hydroxycyclopentyl)-cyclopentanone；2-(1-Hydroxycyclopentyl)cyclopentan-1-one
• CAS: 14112-41-5
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: UPGJEXJIJFSFDQ-UHFFFAOYSA-N

物化性质

• 熔点：
  31 °C
• 沸点：
  98-99 °C(Press: 3 Torr)
• 密度：
  1.054 g/cm3(Temp: 33 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Bicyclopentan-1,2'-diol 在 chromium(VI) oxide 作用下， 以 吡啶 为溶剂， 生成 1'-hydroxy-bicyclopentyl-2-one
  参考文献：
  名称：

  Plenat,F. et al., Bulletin de la Societe Chimique de France, 1975, # 9-10, p. 2227 - 2230

  摘要：

  DOI：

文献信息

• Cerium chloride-promoted nucleophilic addition of grignard reagents to ketones an efficient method for the synthesis of tertiary alcohols
  作者：Tsuneo Imamoto、Nobuyuki Takiyama、Kimikazu Nakamura

  DOI：10.1016/s0040-4039(00)94945-1

  日期：1985.1

  In the presence of anhydrous cerium(III) chloride, Grignard reagents react with Ketones to afford addition products in high yields, even though the substrates are susceptible to abnormal reactions with Grignard reagents alone.

  在无水氯化铈（III）的存在下，格氏试剂与酮反应以高收率提供加成产物，即使底物仅与格氏试剂容易发生异常反应。
• Reactions of carbonyl compounds with Grignard reagents in the presence of cerium chloride
  作者：Tsuneo Imamoto、Nobuyuki Takiyama、Kimikazu Nakamura、Toshihiko Hatajima、Yasuo Kamiya

  DOI：10.1021/ja00194a037

  日期：1989.6

  The addition of Grignard reagents to ketones is significantly enhanced by cerium chloride with remarkable suppression of side reactions, particularly enolization. Some esters, which are prone to side reactions, also react readily with Grignard reagents in the presence of cerium chloride to give normal reaction products in reasonable to high yields.

  氯化铈显着增强了格氏试剂向酮中的添加，显着抑制了副反应，尤其是烯醇化。一些易于发生副反应的酯在氯化铈存在下也很容易与格氏试剂反应，以合理到高产率得到正常反应产物。
• Indium-trichloride catalyzed Michael reaction of silyl enol ethers with α,β-unsaturated carbonyl compounds under neat condition
  作者：Teck-Peng Loh、Lin-Li Wei

  DOI：10.1016/s0040-4020(98)00394-9

  日期：1998.6

  In the presence of a catalytic amount of indium (III) trichloride (InCl3) (20 mol%), ketene silyl enol ethers react quickly with α,β-unsaturated ketones and esters to afford the corresponding Michael adducts in moderate to good yields. Indium(III) trichloride can be recovered and reused without decrease in yields.

  在催化量的三氯化铟（III）（InCl 3）（20摩尔％）的存在下，乙烯酮甲硅烷基烯醇醚与α，β-不饱和酮和酯快速反应，以中等至良好的产率提供相应的迈克尔加合物。可以回收三氯化铟（III），而不会降低产量。
• Synthesis of sulphur-modified bifunctional hydrotalcites and study of their surface characteristics by inverse gas chromatography
  作者：Xiaoqian Ren、Xi Hu、Feng Zhang、Junge Wang、Jinhua Liang、Wenliang Wu、Min Jiang、Jun Wang

  DOI：10.1039/c5cy00765h

  日期：——

  properties by calculating the thermodynamic parameters, including dispersive surface free energy, adsorption free energy, adsorption enthalpy, and acid–base interaction constants. The results showed that the strength and content of acidic and alkaline sites were enhanced with increasing calcination temperature. Moreover, several typical aldol condensation reactions were selected to study the catalytic

  在这项研究中，制备了各种硫改性的水滑石催化剂，并研究了煅烧温度对其酸碱性质的影响。使用X射线粉末衍射，扫描电子显微镜，N 2研究了催化剂的结构表征物理吸附，元素分析和傅立叶变换红外光谱。结构表征表明保留了所有催化剂的层结构，但是比表面积增大了。通过计算热力学参数，包括分散的表面自由能，吸附自由能，吸附焓和酸碱相互作用常数，进行了反相气相色谱定量测定催化剂的酸碱性质。结果表明，随着煅烧温度的升高，酸性和碱性位的强度和含量均增加。此外，选择了几种典型的醛醇缩合反应来研究已开发的催化剂的催化活性。
• Perfume compositions and 3,6-dicyclopentyl-ò-valero-lactone
  申请人：Watanabe Kazunori

  公开号：US20070027061A1

  公开（公告）日：2007-02-01

  A perfume composition containing a 3,6-disubstituted δ-valerolactone having fresh, fruity and floral musk-like fragrance, and 3,6-dicyclopentyl-δ-valerolactone. Specifically, the perfume composition contains a 3,6-disubstituted δ-valerolactone represented by formula [1]: wherein at least one of R 1 and R 2 represents cyclopentyl group, cyclopentenyl group, cyclohexyl group or cyclohexenyl group and, when only one of R 1 and R 2 represents cyclopentyl group, cyclopentenyl group, cyclohexyl group or cyclohexenyl group, the other of R 1 and R 2 represents an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, an alkynyl group having 2 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an aralkyl group having 6 to 10 carbon atoms or an alkylaryl group having 6 to 10 carbon atoms; and aforesaid 3,6-Dicyclopentyl-δ-valerolactone is represented by formula [2]:

  一种香水配方，含有具有清新、果香和花香麝香般气味的3,6-二取代δ-戊内酯和3,6-二环戊基-δ-戊内酯。具体来说，该香水配方包含由公式[1]表示的3,6-二取代δ-戊内酯：其中R1和R2中至少有一个代表环戊基、环戊烯基、环己基或环己烯基，当R1和R2中只有一个代表环戊基、环戊烯基、环己基或环己烯基时，另一个代表具有1至10个碳原子的烷基、具有2至10个碳原子的烯基、具有2至10个碳原子的炔基、具有6至10个碳原子的芳基、具有6至10个碳原子的芳基烷基或具有6至10个碳原子的烷基芳基；以及上述3,6-二环戊基-δ-戊内酯由公式[2]表示：