单甲基烯丙基乙二醇醚 | 5175-48-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 单甲基烯丙基乙二醇醚
• 中文别名: 2-(甲基)烯丙氧基乙醇；烯丙基甲基乙二醇单醚
• 英文名称: 2-(2-methylallyloxy)ethanol
• 英文别名: 2-[(2-methyl-2-propenyl)oxy]ethanol；2-methallyloxy-ethanol；2-Methallyloxy-aethanol；Aethylenglykol-mono-(2-methyl-allylaether)；ethylene glycol monomethallyl ether；2-(2-methylprop-2-enoxy)ethanol
• CAS: 5175-48-4
• 化学式: C₆H₁₂O₂
• 分子量: 116.16
• InChiKey: HGZYNOXVRGBQKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  单甲基烯丙基乙二醇醚 在 N-溴代丁二酰亚胺(NBS) 、 氯化亚砜 、 18-冠醚-6 、 potassium tert-butylate 、 氢气 作用下， 以 吡啶 、 氯仿 为溶剂， 反应 68.0h， 生成 1,2,3-Tris(2-chloroethoxy)-2-methylpropane
  参考文献：
  名称：

  Molecular Design of C-Pivot Tripodal Ligands:  Importance of the Glycerol Structure for Effective Complexation toward Alkali Metal Cations

  摘要：

  A new series of C-pivot tripodal ligands 1-4 containing a 2-methylglycerol unit were prepared and their complexation properties toward alkali metal cations were examined by measuring the extractability, stability constant in THF, characteristic absorption in the UV spectrum, change in the chemical shia in the H-1 NMR, and competitive passive transport. This type of compound (1-4) was found to possess excellent complexing ability and higher selectivity than another type of tripodal Ligand 5 derived from tris(hydroxymethyl)ethane. This remarkable difference in the stability constants was reasonably explained by considering that the former takes a three-dimensional coordination toward alkali metal cations by cooperatively using the three electron-donating arms but the latter does not. This finding clearly shows that a proper selection of the structure of the basic skeleton is important for the molecular design of C-pivot tripodal ligands.

  DOI：

  10.1021/jo971078+
• 作为产物：
  描述：

  2-(2-propenyl)-1,3-dioxolane 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 为溶剂， 生成 单甲基烯丙基乙二醇醚
  参考文献：
  名称：

  杂原子取代的甲基基团和连接到 1,3-二氧戊环的 C-2 上的乙烯基基团 (CR2=CR-) 对 AlH2Cl、AlH3 或 LiAlH4 对 1,3-二氧戊环氢解的难易和方向的影响

  摘要：

  2-甲基-1,3-二氧戊环的甲基上的杂原子取代基阻碍了 2-取代的 1,3-二氧戊环的醚溶液的 AlH2Cl 的氢解速率。杂原子在降低氢解容易度方面的有效性是 H < S < O < Br < NR2。这种延迟被认为是由于杂原子的电负性和/或一些 AlH2Cl 与杂原子的配位引起的过渡态不稳定导致中间氧碳离子。AlH2Cl 或 AlH3 在室温下乙醚中将 2-乙烯基-或 2-[烷基（或芳基）取代的乙烯基]-1,3-二氧戊环还原为仅 β,γ-不饱和烷基 β-羟乙基醚，预期产物是氢阴离子加成到 C-2 1,3-二氧戊环。

  DOI：

  10.1139/v71-422

文献信息

• Mode of interaction of 1,4-dioxane agonists at the M2 and M3 muscarinic receptor orthosteric sites
  作者：Fabio Del Bello、Alessandro Bonifazi、Wilma Quaglia、Angelica Mazzolari、Elisabetta Barocelli、Simona Bertoni、Rosanna Matucci、Marta Nesi、Alessandro Piergentili、Giulio Vistoli

  DOI：10.1016/j.bmcl.2014.06.020

  日期：2014.8

  The methyl group in cis stereochemical relationship with the basic chain of all pentatomic cyclic analogues of ACh is crucial for the agonist activity at mAChR. Among these only cevimeline (1) is employed in the treatment of xerostomia associated with Sjögren’s syndrome. Here we demonstrated that, unlike 1,3-dioxolane derivatives, in the 1,4-dioxane series the methyl group is not essential for the

  与ACh的所有五原子环状类似物的主链成顺式立体化学关系的甲基对于在mAChR处的激动剂活性至关重要。在这些中，只有Cevimeline（1）用于治疗与干燥综合征相关的口干症。在这里，我们证明了与1,3-二氧戊环衍生物不同，在1,4-二氧六环系列中，甲基对于激活mAChR亚型不是必需的。使用人M 2和大鼠M 3受体的晶体结构的对接研究表明，化合物10的1,4-二恶烷核的5-亚甲基与1,3-的甲基具有相同的亲脂性口袋二氧戊环4。
• MONOMER COMPOSITION CONTAINING UNSATURATED POLYALKYLENE GLYCOL ETHER-BASED MONOMER, METHOD FOR PRODUCING COMPOSITION THEREOF, POLYMER OBTAINED USING COMPOSITION THEREOF, AND METHOD FOR PRODUCING POLYMER THEREOF
  申请人：Kawabata Hiroshi

  公开号：US20130184420A1

  公开（公告）日：2013-07-18

  To provide a monomer composition containing an unsaturated polyalkylene glycol ether-based monomer and having excellent stability. Provided is a monomer composition containing an unsaturated polyalkylene glycol ether-based monomer represented by the following chemical formula (1): YO(R 1 O) n R 2 (1) [in the formula, Y represents an alkenyl group having 2 to 7 carbon atoms; R 1 O represents one or two or more types of oxyalkylene groups having 2 to 18 carbon atoms; n represents an average addition mole number of oxyalkylene groups and is a number of 5 to 500; and R 2 represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms], an organic acid, and water, and having a pH of 4 to 13.

  提供一种含有不饱和聚烯醚基单体并具有优异稳定性的单体组合物。提供的单体组合物包含以下化学式（1）所表示的不饱和聚烯醚基单体：YO(R1O)nR2（1）[在该式中，Y表示具有2至7个碳原子的烯基基团；R1O表示具有2至18个碳原子的一种或两种或更多种氧烷基团；n表示氧烷基团的平均加入摩尔数，为5至500之间的数字；R2表示氢原子或具有1至30个碳原子的碳氢基团]，有机酸和水，并且具有pH值为4至13。
• Regio- and Stereoselectivity of the Intramolecular C–H Insertion by Cyclopropylidenes Bearing a Remote Oxido Substituent
  作者：Toshiro Harada、Yasunari Yamaura、Akira Oku

  DOI：10.1246/bcsj.60.1715

  日期：1987.5

  (ω-Oxidoalkyl)cyclopropylidenes generated from (2,2-dibromo-1-methylcyclopropyl)-CH2–X–(CH2)n–OH (X=CH2 or O, n=1, 2) by the reaction with methyllithium underwent a regioselective intramolecular insertion into the C–H bond at the δ position to the carbenic carbon. The activation effect of the oxido substituent on the reactivity of C–H bonds is discussed on the basis of (1) the ratio of the insertion products

  由 (2,2-二溴-1-甲基环丙基)-CH2-X-(CH2)n-OH (X=CH2 或 O, n=1, 2) 与甲基锂反应生成的 (ω-氧化烷基) 环亚丙基区域选择性分子内插入碳碳的 δ 位置的 C-H 键。基于（1）插入产物与重排产物丙二烯醇的比率，和（2）本插入反应的内立体选择性，讨论了氧化取代基对 C-H 键反应性的活化作用。
• Synthesis and<i>N</i>-Alkylation of 5-Bromomethyl-5-methyl-1,4,7,10-tetraoxa-13-azacyclopentadecane
  作者：Ryuhei Wakita、Misao Tsubakihara、Yohji Nakatsuji、Mitsuo Okahara

  DOI：10.1055/s-1990-27079

  日期：——

  5-Bromomethyl-5-methyl-1,4,7,10-tetraoxa-13-azacyclopentadecane (monoaza-15-crown-5) was prepared by the reaction of 4-bromomethyl-4-methyl-1,8-ditosyloxy-3,6-dioxaoctane, prepared from the corresponding dihydroxy compound, by reaction with bis-(2-hydroxyethyl)amine under basic conditions in 37% yield, without protection of the reactive bromomethyl and amino groups. The product, monoaza-15-crown-5, can be N-alkylated in 42-70% with alkyl halide/sodium carbonate in dioxane.

  5-溴甲基-5-甲基-1,4,7,10-四氧杂-13-氮杂环十五烷(monoaza-15-crown-5)是通过4-溴甲基-4-甲基-1,8-二甲苯磺酰氧基-反应制备的3,6-二氧杂辛烷，由相应的二羟基化合物与双-(2-羟乙基)胺在碱性条件下反应制备，收率37%，无需保护反应性溴甲基和氨基。产物 monoaza-15-crown-5 可以在二恶烷中用烷基卤/碳酸钠进行 N-烷基化，反应率为 42-70%。
• PRODUCTION METHOD OF UNSATURATED (POLY)ALKYLENE GLYCOL ETHER MONOMER AND PRODUCTION METHOD OF (POLY)ALKYLENE GLYCOL CHAIN-CONTAINING POLYMER
  申请人：Yuasa Tsutomu

  公开号：US20100130793A1

  公开（公告）日：2010-05-27

  To provide a production method of a (poly)alkylene glycol chain-containing polymer which can be preferably used in various applications such as an admixture for cement and which can exhibit extremely high dispersibility to a cement composition. The unsaturated (poly)alkylene glycol ether monomer of the present invention is an unsaturated (poly)alkylene glycol ether monomer production method for producing an unsaturated (poly)alkylene glycol ether monomer by addition reaction of an alkylene oxide on an unsaturated alcohol, wherein the production method includes a step of carrying out addition reaction under condition of existence of 0.01 to 25 parts by mass of an unsaturated (poly)alkylene glycol diether monomer to 100 parts by mass of the unsaturated alcohol, and a (poly)alkylene glycol chain-containing polymer production method, wherein a monomer component including an unsaturated (poly)alkylene glycol ether monomer produced by the production method.

  提供一种生产（聚）烷基二醇链含聚合物的方法，该聚合物可用于各种应用，例如水泥掺合剂，并且能够对水泥组合物表现出极高的分散性。本发明的不饱和（聚）烷基二醇醚单体是一种不饱和（聚）烷基二醇醚单体生产方法，通过在不饱和醇上进行环氧化物的加成反应来生产不饱和（聚）烷基二醇醚单体，其中生产方法包括在100份质量的不饱和醇中存在0.01至25份质量的不饱和（聚）烷基二醇二醚单体的条件下进行加成反应的步骤，以及一种（聚）烷基二醇链含聚合物生产方法，其中包括由该生产方法生产的不饱和（聚）烷基二醇醚单体的单体组分。