4,5-epoxy-p-menth-1-ene | 17023-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 4,5-epoxy-p-menth-1-ene
• 英文别名: terpinene monoxide；1,2-Epoxy-p-menth-4-en; γ-Terpinen-mono-epoxid；4,5-Epoxy-p-menthon-(1)；4-Methyl-1-(propan-2-yl)-7-oxabicyclo[4.1.0]hept-3-ene；4-methyl-1-propan-2-yl-7-oxabicyclo[4.1.0]hept-3-ene
• CAS: 17023-75-5
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: VOWISEIPIFOXSP-UHFFFAOYSA-N

物化性质

• 沸点：
  188.7±29.0 °C(Predicted)
• 密度：
  0.985±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  γ-松油烯 在 sodium tungstate (VI) dihydrate 、 磷酸 、 硫酸 、 三辛基甲基硫酸铵 双氧水 、 sodium sulfate 作用下， 以 水 为溶剂， 反应 14.0h， 以85%的产率得到(1,2 and 4,5)-diepoxy-1-isopropyl-4-methylcyclohexane
  参考文献：
  名称：

  METHOD FOR MANUFACTURING AN EPOXY COMPOUND AND METHOD FOR EPOXIDIZING A CARBON-CARBON DOUBLE BOND

  摘要：

  本发明提供了一种生产环氧化合物的方法，包括在中性无机盐和钨化合物（a）、磷酸、膦酸及其盐（b）和表面活性剂（c）的混合催化剂存在下，通过过氧化氢氧化有机化合物的碳-碳双键，以及一种环氧化方法，包括在催化剂和中性无机盐存在下，通过过氧化氢氧化碳-碳双键。

  公开号：

  US20120108830A1

文献信息

• METHOD FOR MANUFACTURING AN EPOXY COMPOUND AND METHOD FOR EPOXIDIZING A CARBON-CARBON DOUBLE BOND
  申请人：Takumi Kiyoshi

  公开号：US20120108830A1

  公开（公告）日：2012-05-03

  The present invention provides a method for producing an epoxy compound, comprising oxidizing a carbon-carbon double bond of an organic compound by hydrogen peroxide in the presence of a neutral inorganic salt and a mixed catalyst of a tungsten compound (a), at least one phosphorus compound selected from the group consisting of phosphoric acids, phosphonic acids, and salts thereof (b) and a surfactant (c), and an epoxidizing method comprising oxidizing a carbon-carbon double bond by hydrogen peroxide in the presence of the catalyst and the neutral inorganic salt.

  本发明提供了一种生产环氧化合物的方法，包括在中性无机盐和钨化合物（a）、磷酸、膦酸及其盐（b）和表面活性剂（c）的混合催化剂存在下，通过过氧化氢氧化有机化合物的碳-碳双键，以及一种环氧化方法，包括在催化剂和中性无机盐存在下，通过过氧化氢氧化碳-碳双键。
• Purification method of phosphoric esters
  申请人：DAIHACHI CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0690063A1

  公开（公告）日：1996-01-03

  A purification method of a phosphoric ester, which comprises treating a crude phosphoric ester with an epoxy compound, heating the resultant in the presence of water, washing the resultant with water, and removing the residual water. The obtained phosphoric esters have low acid value and are excellent in physical properties such as heat resistance, resistance to hydrolysis and storage stability, and are useful as plasticizers and/or flame-retardants.

  一种磷酸酯的提纯方法，包括用环氧化合物处理粗磷酸酯，在有水的情况下加热所得产物，用水洗涤所得产物，然后除去残留的水。得到的磷酸酯酸值低，物理性能优异，如耐热性、抗水解性和储存稳定性，可用作增塑剂和/或阻燃剂。
• US5616768A
  申请人：——

  公开号：US5616768A

  公开（公告）日：1997-04-01
• Selective Oxidation of Monoterpenes with Hydrogen Peroxide Catalyzed by Peroxotungstophosphate (PCWP)
  作者：Satoshi Sakaguchi、Yutaka Nishiyama、Yasutaka Ishii

  DOI：10.1021/jo960275q

  日期：1996.1.1

  Catalytic epoxidation of monoterpenes with aqueous hydrogen peroxide catalyzed by peroxotung-stophosphate (PCWP) under biphase conditions using chloroform as the solvent was examined. A variety of terpenes was oxidized to the corresponding monoepoxides or diepoxides in good yields under mild conditions. For example, limonene (1) was converted into limonene oxide (la) in which the cyclohexene double bond was selectively epoxidized in almost quantitative yield. The oxidation of gamma-terpinene (2) with 2.2 equiv of 35% H2O2 took place with high stereoselectivity to give cis-diepoxide 2c. In terpenes bearing electron-withdrawing groups such as neryl acetate (3), geranyl acetate (4), citral (5), and geranyl nitrile (6), the double bonds remote from the substituents were epoxidized in preference to the others. The epoxidation of linalool (9) by the present catalyst-oxidant system produced the cyclic products, hydroxy furan 9a and hydroxy pyran 9b, rather than epoxide. tert-Butyl alcohol was successfully employed as the solvent by treating a hydrogen peroxide solution of tert-butyl alcohol with MgSO4 prior to use. The regioselectivities in the epoxidation of monoterpenes can be favorably explained from the electron densities of the double bonds which were estimated using the CAChe system.