Methallyl alcohol trichloroacetate | 17542-18-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Methallyl alcohol trichloroacetate
• 英文别名: methallyl trichloroacetate；2-methylallyl 2,2,2-trichloroacetate；2-Methyl-allyl-trichloracetat；2-Methyl-2-propen-1-yl-trichloracetat；trichloro-acetic acid methallyl ester；Trichlor-essigsaeure-methallylester；Acetic acid, trichloro-, 2-methyl-2-propenyl ester；2-methylprop-2-enyl 2,2,2-trichloroacetate
• CAS: 17542-18-6
• 化学式: C₆H₇Cl₃O₂
• 分子量: 217.479
• InChiKey: FPLFWCSTUVBOKD-UHFFFAOYSA-N

物化性质

• 沸点：
  74-76 °C(Press: 10 Torr)
• 密度：
  1.357±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Methallyl alcohol trichloroacetate 在 fluorine 作用下， 以 二氯甲烷 为溶剂， 反应 0.02h， 以85%的产率得到Methallyl alcohol trichloroacetate epoxide
  参考文献：
  名称：

  Olefin epoxidation using elemental fluorine

  摘要：

  DOI：

  10.1021/jo00304a031
• 作为产物：
  描述：

  六氯丙酮 、 2-甲基-2-丙烯-1-醇 生成 Methallyl alcohol trichloroacetate
  参考文献：
  名称：

  Hexachloroacetone/triphenylphosphine: a mild reagent for the regioselective and stereospecific production of allylic chlorides from the alcohols

  摘要：

  DOI：

  10.1021/jo01317a011

文献信息

• Catalytic, Nucleophilic Allylation of Aldehydes with 2-Substituted Allylic Acetates: Carbon–Carbon Bond Formation Driven by the Water–Gas Shift Reaction
  作者：Scott E. Denmark、Zachery D. Matesich

  DOI：10.1021/jo501004j

  日期：2014.7.3

  The ruthenium-catalyzed allylation of aldehydes with allylic acetates has been expanded to incorporate substituents at the 2-position of the allylic components. Allylic acetates bearing a variety of substituents (CO2-t-Bu, COMe, Ph, CH(OEt)2, and Me) undergo high-yielding additions with aromatic, α,β-unsaturated, and aliphatic aldehydes. The conditions of the reaction were found to be mild (75 °C,

  醛与烯丙基乙酸酯的钌催化的烯丙基化已经扩大，以在烯丙基组分的2-位引入取代基。带有多种取代基（CO 2 - t- Bu，COMe，Ph，CH（OEt）2和Me）的烯丙基乙酸酯会与芳香族，α，β-不饱和和脂肪族醛类进行高产率的加成反应。发现反应条件温和（75°C，24–48 h），仅需在40–80 psi的CO下使用2-3 mol％的十二碳三钌催化剂。水和烯丙基的化学计量比发现使用的乙酸盐对反应效率至关重要。
• New regio- and stereoselective preparation of trichlorinated γ-butyrolactones by copper catalyzed cyclization of allyl trichloroacetates
  作者：Hideo Nagashima、Hidetoshi Wakamatsu、Kenji Itoh、Yoichi Tomo、Jiro Tsuji

  DOI：10.1016/s0040-4039(00)81935-8

  日期：1983.1

  A novel synthetic method for γ-butyrolactones is presented. The process involves high regioselectivity to afford γ-lactones. In cases of trichloroacetates of secondary allylic alcohols, high cis-selective cyclization is accomplished.

  提出了一种新型的γ-丁内酯合成方法。该方法涉及高区域选择性以提供γ-内酯。在仲烯丙基醇的三氯乙酸盐的情况下，实现了高顺式选择性环化。
• Cycloadditions of the 2-methylallyl cation to conjugated dienes
  作者：H. M. R. Hoffmann、D. R. Joy、A. K. Suter

  DOI：10.1039/j29680000057

  日期：——

  generated in liquid sulphur dioxide from 2-methylallyl iodide and silver trichloroacetate in the presence of cyclopentadiene, cyclohexadiene, and furan. Some new bridged seven-membered ring olefins, 3-methylbicyclo[3,2,1]octa-2,6-diene, 3-methylenebicyclo[3,2,1]oct-6-ene, 3-methylbicyclo-[3,2,2]nona-2,6-diene, have been isolated, and it is suggested that they arise from a concerted cycloaddition of the allylic

  在环戊二烯，环己二烯和呋喃的存在下，在液态二氧化硫中由2-甲基烯丙基碘化物和三氯乙酸银生成了2-甲基烯丙基阳离子。一些新的桥联七元环烯烃，3-甲基双环[3,2,1]辛基-2,6-二烯，3-亚甲基双环[3,2,1] oct-6-烯基，3-甲基双环-[3， 2,2] nona-2,6-diene已被分离出来，表明它们是由烯丙基阳离子与共轭二烯的协同环加成反应产生的。
• 6-endo or not 6-endo, that is the question: correcting an erroneous structural assignment and mechanistic presumption
  作者：John Tamine、Chenbo Wang

  DOI：10.1039/b418256a

  日期：——

  Careful reading of a published article uncovered a specious structural assignment, which has so far remained unchallenged. An alternate structure has been suggested and the experimental procedure repeated. Subsequently, a more rigorous analytical characterization confirmed the true structure to be a cyclic dimer of the structure proposed in the original paper, thereby negating their singular claim of an otherwise unobserved type of 6-endo cyclization.

  仔细阅读一篇已发表的文章，发现了一个似是而非的结构分配，迄今为止仍未受到质疑。有人提出了另一种结构，并重复了实验过程。随后，更严格的分析鉴定证实了真正的结构是原始论文中提出的结构的环状二聚体，从而否定了他们关于一种未观察到的 6-endo 环化类型的奇异说法。
• Instantaneously curable composition
  申请人：Nippon Paint Co., Ltd.

  公开号：EP0206544A2

  公开（公告）日：1986-12-30

  A curable composition comprises (A) a polymer whose molecules have a main chain comprising carbon-carbon bonds and one or more isocyanatocarbonyl groups pendant to the main chain, the content of the isocyanatocarbonyl groups per polymer molecule being from 0.1 to 72.2% by weight, and (B) an active hydrogen atom-containing compound. Various polymers of the given type, including polymers having pendant isocyanatocarbonyl and/or isocyanato groups, are novel.

  一种可固化组合物包括：(A) 聚合物，其分子主链由碳-碳键组成，主链上有一个或多个 异氰酸羰基，每个聚合物分子中异氰酸羰基的含量为 0.1%至 72.2%（按重量计）；(B) 含 有活性氢原子的化合物。上述类型的各种聚合物，包括具有悬垂异氰酸羰基和/或异氰酸基的聚合物，都是新颖的。