4-acetoxypinacolone | 72816-02-5

• 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: 4-acetoxypinacolone
• 英文别名: 4-(acetyloxy)-3,3-dimethyl-2-butanone；1-butyl-2,2-dimethyl-3-oxo acetate；(2,2-Dimethyl-3-oxobutyl) acetate
• CAS: 72816-02-5
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: GOUUULNVSAIJND-UHFFFAOYSA-N

物化性质

• 沸点：
  100 °C(Press: 0.1 Torr)
• 密度：
  0.981±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-acetoxypinacolone 在 selenium(IV) oxide 、 溶剂黄146 作用下， 反应 16.0h， 生成 1-butyl-2,2-dimethyl-3,4-dioxo acetate
  参考文献：
  名称：

  Bi(OTf)3—a mild catalyst for the synthesis of difficult to obtain C-alkyl substituted glycolurils

  摘要：

  We have employed Bi(OTf)(3) (5 mol %) a catalyst not previously used in the synthesis of urea condensation products from alpha-dicarbonyl compounds, as a mild method for the synthesis of difficult to obtain glycolurils. There are limited synthetic examples of C-alkylated substituted glycolurils and even fewer carrying functionality on the alkyl substituent. We have successfully synthesised some challenging examples of glycolurils with functionality, which include norbornyl-based structures. The milder reaction conditions enables the isolation of defined intermediate diols and ureas in good yields, and glycolurils are possible, where they would not normally be available under conventional acid catalyzed conditions. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.09.071
• 作为产物：
  描述：

  pinacoline oxime 、 lead(IV) tetraacetate 生成 4-acetoxypinacolone
  参考文献：
  名称：

  通过环钯反应氧化未活化的甲基

  摘要：

  E-松果酮，E -2,2-二甲基环己酮，2,2,6,6-四甲基环己酮和E-卢潘酮肟的连续环钯-氧化反应生成相应的β-乙酰氧基衍生物。在乙酰氧基化合物（2）和（8）的情况下，第二palpalation发生在剩余的甲基之一中，这是区域特异性过程，在环状肟的情况下，palpalation发生在赤道甲基中。

  DOI：

  10.1039/c39850000126

文献信息

• Functionalisation of unactivated methyl groups through cyclopalladation reactions
  作者：Jack E. Baldwin、Richard H. Jones、Carmen Najera、Miguel Yus

  DOI：10.1016/s0040-4020(01)96448-8

  日期：1985.1

  through deuteriation or oxidation affords the expected products (21) and (31), or (22), (23), (24), and (32), respectively. The second palladation of the compound (22) takes place on the remaining methyl group yielding the organopalladium derivative (26). Finally, -lupanone oxime is palladated selectively in the 23-position leading to the organopalladium compound (38); the transformation of this compound

  有机钯化合物（3）分别转化为相应的氘代，氯化或氧化衍生物（7），（8）或（9），（11）和（12）。描述。化合物（9）的palpalation发生区域选择性，导致palladated系统（13）转化为双官能化的肟（15）和（16）。的palladation -2,2-二甲基和2,2,6,6-四甲基环己酮肟通向相应的有机钯化合物（17）和（27），其通过deuteriation或氧化，得到预期产物（21）和（ 31）或（22），（23），（24）和（32）。化合物（22）的第二palpalation发生在剩余的甲基上，得到有机钯衍生物（26）。最后，--酮肟在23位上有选择感触，生成有机钯化合物（38）; 还描述了该化合物分别转化为其23-氘和23-乙酰氧基衍生物（41）和（42）的转化。鲁潘酮肟的palladatlon中的立体化学是根据500 MHz下的NOE研究得出的。
• Chemistry of dioxiranes. 21. Thermal reactions of dioxiranes
  作者：Megh Singh、Robert W. Murray

  DOI：10.1021/jo00041a036

  日期：1992.7

  Thermolysis of dioxiranes in solutions of their parent ketones or in mixtures of the parent ketone and a foreign ketone leads to the formation of esters. The results are explained by postulating a free-radical mechanism involving H atom abstraction from the ketones. The resulting radicals are converted to the observed esters by reaction with acyloxy radicals derived from homolysis of the dioxiranes. Autodecomposition of dimethyldioxirane in acetone solution at room temperature gives methyl acetate at a very slow rate. When catalyzed by BF3 etherate the same decomposition proceeds much more rapidly and is accompanied by acetol formation.
• The Base-Catalyzed Reaction of Pinacolone with Formaldehyde¹
  作者：Donald R. Moore、Andrew Oroslan

  DOI：10.1021/jo01346a039

  日期：1966.8
• Methods for treating inflammatory disease by administering aldehydes and derivatives thereof
  申请人：De Matos N. Marta

  公开号：US20070219120A1

  公开（公告）日：2007-09-20

  A method is disclosed for treating inflammatory disease in an animal in need thereof by administering to the animal a pharmaceutical composition containing an anti-inflammatory effective amount of an organic aldehyde compound or a derivative thereof in a pharmaceutically acceptable vehicle.
• TREATMENT OF INFECTIONS BY CARBON MONOXIDE
  申请人：Nobre Ligia S.

  公开号：US20100196516A1

  公开（公告）日：2010-08-05

  The invention relates to the use of carbon monoxide (CO) to treat infections. The invention also provides novel carbon monoxide releasing molecules (CORMs).