2-[1-Methoxy-meth-(E)-ylidene]-tetrahydro-furan | 162335-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 2-[1-Methoxy-meth-(E)-ylidene]-tetrahydro-furan
• 英文别名: (2E)-2-(methoxymethylidene)oxolane
• CAS: 162335-56-0
• 化学式: C₆H₁₀O₂
• 分子量: 114.144
• InChiKey: CRFNVKVJWYZNMS-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[1-Methoxy-meth-(E)-ylidene]-tetrahydro-furan 在 碘 作用下， 以 环己烷 为溶剂， 以60.7%的产率得到5-(methoxymethyl)-2,3-dihydrofuran
  参考文献：
  名称：

  2-（甲氧基亚甲基）四氢呋喃和5-甲氧基甲基-2,3-二氢呋喃的相对热力学稳定性

  摘要：

  通过在环己烷溶液中碘催化的化学平衡来确定标题化合物的相对热力学稳定性。主要关注点是确定在环外异构体中发现的O C C O部分的热力学稳定性，即MeO基团对2-亚甲基四氢呋喃的烯烃键的稳定作用。所有三种异构体化合物的焓值基本相似，与以前的一些热力学数据相比，表明外型异构体中MeO基团的双键稳定能仅为约3 kJ mol -1。几何异构体之间的熵差可忽略不计，而内消旋异构体因ca 9 JK -1 mol -1的熵贡献而受到青睐。

  DOI：

  10.1002/poc.610080103
• 作为产物：
  描述：

  2-[1-Methoxy-meth-(Z)-ylidene]-tetrahydro-furan 在 碘 作用下， 以 环己烷 为溶剂， 以60.7%的产率得到5-(methoxymethyl)-2,3-dihydrofuran
  参考文献：
  名称：

  2-（甲氧基亚甲基）四氢呋喃和5-甲氧基甲基-2,3-二氢呋喃的相对热力学稳定性

  摘要：

  通过在环己烷溶液中碘催化的化学平衡来确定标题化合物的相对热力学稳定性。主要关注点是确定在环外异构体中发现的O C C O部分的热力学稳定性，即MeO基团对2-亚甲基四氢呋喃的烯烃键的稳定作用。所有三种异构体化合物的焓值基本相似，与以前的一些热力学数据相比，表明外型异构体中MeO基团的双键稳定能仅为约3 kJ mol -1。几何异构体之间的熵差可忽略不计，而内消旋异构体因ca 9 JK -1 mol -1的熵贡献而受到青睐。

  DOI：

  10.1002/poc.610080103

文献信息

• FUEL COMPOSITION
  申请人：Furanix Technologies B.V

  公开号：EP2300572A1

  公开（公告）日：2011-03-30
• PROCESS FOR PREPARING FUEL COMPOSITIONS
  申请人：Furanix Technologies B.V.

  公开号：US20130303792A1

  公开（公告）日：2013-11-14

  A process for the preparation of a ring-hydrogenated alkyl furfuryl ether of the general formula (I) or a mixture of such ethers: (I) R″-TF—CH2-O—R where TF represents a 2,5-disubstituted tetrahydrofuran ring, where each R independently represents a hydrocarbyl group having from 1 to 20 carbon atoms and where each R″ independently represents a methyl group, a hydroxymethyl group, the product of an aldol condensation reaction or an alkoxymethyl group of the general formula (II): (II) —CH2-O—R′ where each R′ independently represents a hydrocarbyl group having from 1 to 20 carbon atoms, the process including the step of reacting a 5-(alkoxymethyl)furfural of the general formula (III) or a 2,5-bis(dialkoxymethyl)furan of the general formula (IV) under hydrogenation conditions: (III) R′−O—CH2-F—CH═O (IV) R′—O—CH2-F—CH2-O—R″ to form said ring-hydrogenated alkyl furfuryl ether of the general formula (I) or a mixture of said ethers wherein F represents a 2,5-disubstituted furan ring, and R′, and R″ have the definitions as described above.
• US8435313B2
  申请人：——

  公开号：US8435313B2

  公开（公告）日：2013-05-07
• US9145526B2
  申请人：——

  公开号：US9145526B2

  公开（公告）日：2015-09-29
• [EN] FUEL COMPOSITION<br/>[FR] COMPOSITION DE COMBUSTIBLE
  申请人：FURANIX TECHNOLOGIES BV

  公开号：WO2009141166A1

  公开（公告）日：2009-11-26

  The invention provides a fuel composition comprising a ring-hydrogenated alkyl furfuryl ether of the general formula (I): (I) R"-TF-CH2-O-R wherein TF represents a 2,5-disubstituted tetrahydrofuran ring, wherein each R independently represents a hydrocarbyl group having from 1 to 20 carbon atoms and wherein each R" independently represents a methyl group, a hydroxymethyl group, the product of an aldol condensation reaction or an alkoxymethyl group of the general formula (II): (II) -CH2-O-R' wherein each R' independently represents a hydrocarbyl group having from 1 to 20 carbon atoms. The invention also provides novel and useful ring-hydrogenated alkoxymethyltetrahydrofuran ethers of the general formula (I) above. Moreover, these ring-hydrogenated alkoxymethyltetrahydrofuran ethers disclosed herein have never been used as fuel component, and therefore the use of these ethers has also been claimed as an invention. A further embodiment of the current invention is the process for preparing these components. Finally, the use of a 5-(alkoxymethyl)furfural, and/or a 2,5-bis(alkoxymethyl)furan as hydrogen storage molecules, in particular for fuel purposes is claimed as a further embodiment of the current invention.