2,6-二甲基四氢吡喃 | 3040-29-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 中文名称: 2,6-二甲基四氢吡喃
• 英文名称: trans-2,6-Dimethyl-tetrahydro-pyran
• 英文别名: (2R,6R)-2,6-dimethyloxane
• CAS: 3040-29-7；73237-48-6；73237-49-7
• 化学式: C₇H₁₄O
• 分子量: 114.188
• InChiKey: WUKRHPLDCANLIP-RNFRBKRXSA-N

物化性质

• 沸点：
  113.5-115 °C
• 密度：
  0.8609 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  trans-2-Chloro-6-methyltetrahydropyran 生成 2,6-二甲基四氢吡喃
  参考文献：
  名称：

  BIHOVSKY, RON;SELICK, CARYN;GIUSTI, IRENA, J. ORG. CHEM., 53,(1988) N 7, C. 4026-4031

  摘要：

  DOI：

文献信息

• Studies on the Conversions of Diols and Cyclic Ethers. Part 48. Dehydration of alcohols and diols on the action of dimethylsulfoxide
  作者：Árpád Molnár、Mihály Bartók

  DOI：10.1002/hlca.19810640204

  日期：1981.3.18

  The transformations of 13 alcohols and 13 diols in the presence of a small amount dimethylsulfoxide (1/16 mol) were studied. Relationships were found between the type of the hydroxy compound and the selectivity of the transformation, and conclusions were drawn regarding the transformation mechanism. The ether formation observed with certain alcohols proceeds via a carbenium cation. The reaction conditions

  研究了在少量二甲基亚砜（1/16 mol）存在下13种醇和13种二醇的转化。发现羟基化合物的类型与转化的选择性之间的关系，并就转化机理得出结论。在某些醇中观察到的醚形成是通过碳正离子进行的。发现所施加的反应条件适于诱导从二元1,2-和1,3-二醇中消除水（频哪醇重排，1,2-消除）。从1，4-和1，5-二醇可以以良好的产率获得相应的氧杂环烷烃。通过分子内亲核取代，通过协调的机制。DMSO的作用直接发挥，并且质子催化同时发生。
• Stereoselective synthesis of side chain-functionalized tetrahydropyrans from 5-hexenols
  作者：Patrick Fries、Melanie Kim Müller、Jens Hartung

  DOI：10.1016/j.tet.2013.12.019

  日期：2014.2

  products of 6-exo-bromocyclization, as exemplified by synthesis of diastereomerically pure 2,4,6-substituted tetrahydropyrans. The cobalt method extends to intermolecular alkene/alkanol cross-coupling and to multi-component reactions between dimethyl fumarate, CHD, a 5-hexenol, and dioxygen, providing α-tetrahydropyranyl-2-methyl succinates in synthetically useful yields.

  当被氟代钴激活时，分子氧通过氧化环化/自由基官能化级联将5-己醇选择性地转化为2-甲基四氢吡喃的2,6-反式，2,5-反式和2,4-顺式衍生物（ II）在环己-1，4-二烯（CHD）溶液中的双-（β-二酮酮）络合物。溴三氯甲烷和CHD溶液中的好氧5-己烯氧化提供了6-外-溴环化的产物，以非对映体纯的2,4,6-取代的四氢吡喃的合成为例。钴方法扩展到分子间烯烃/链烷醇的交叉偶联以及富马酸二甲酯，CHD，5-己烯醇和双氧之间的多组分反应，从而以合成上有用的产率提供α-四氢吡喃基-2-甲基琥珀酸酯。
• Novel herbicides
  申请人：Luthy Christoph

  公开号：US20070167631A1

  公开（公告）日：2007-07-19

  Compounds of formula (I) wherein the substituents are as defined in claim 1 , and agronomically acceptable salts/N-oxides/isomers/enantiomers of those compounds are suitable for use as herbicides.

  公式（I）中的化合物，其中取代基如权利要求1所定义的那样，以及这些化合物的农学上可接受的盐/N-氧化物/异构体/对映体适用于用作除草剂。
• Carbon-13 NMR spectra of saturated heterocycles: XI—Tetrahydropyrans (oxanes)
  作者：Ernest L. Eliel、Muthiah Manoharan、K. Michal Pietrusiewicz、Karl D. Hargrave

  DOI：10.1002/omr.1270210205

  日期：1983.2

  AbstractThe 13C NMR spectra of 62 oxanes (tetrahydropyrans) with and without methyl substituents at various ring positions, some of them bearing in addition (or instead) ethyl, vinyl, ethynyl, carbomethoxy and methylol substituents at C‐2, have been recorded, and the 294 resulting chemical shifts have been correlated by multiple linear regression analysis. Axial and equatorial α‐, β‐, γ‐, δ‐, gem‐ and vic‐parameters for shifts caused by methyl groups at all ring positions, and similar parameters for Et,—CHCH2,—CCH, CO2Me and CH2OH groups at C‐2, are reported. Standard deviations of the parameters are, in most cases, within 0.3 ppm and the agreement of calculated and experimental shifts is excellent. This is probably the largest parameter set of this type extant. 13C NMR spectra of a number of additional substituted tetrahydropyrans, and of 3,6‐dihydro‐2H‐pyrans and 3,4‐dihydro‐2H‐pyrans, are tabulated and discussed.
• Synthesis of C-glucosides by reactions of glucosyl halides with organocuprates
  作者：Ron Bihovsky、Caryn Selick、Irena Giusti

  DOI：10.1021/jo00252a027

  日期：1988.8