2,4-dimethyl-3-iodo-2-pentene | 35895-37-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 2,4-dimethyl-3-iodo-2-pentene
• 英文别名: 2,4-dimethyl-3-iodopent-2-ene；3-Iodo-2,4-dimethyl-2-pentene；3-Jodo-2,4-dimethyl-2-penten；3-iodo-2,4-dimethyl-pent-2-ene；3-Iodo-2,4-dimethylpent-2-ene
• CAS: 35895-37-5
• 化学式: C₇H₁₃I
• 分子量: 224.085
• InChiKey: ZWIMOOJIBJHAQN-UHFFFAOYSA-N

物化性质

• 沸点：
  65-75 °C(Press: 41 Torr)
• 密度：
  1.431±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,4-dimethyl-3-iodo-2-pentene 在 iron(II) chloride 频哪酮 、 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 生成 2,4-二甲基-2,3-戊二烯
  参考文献：
  名称：

  Competition of Mechanisms in Nucleophilic Substitution of Vinyl Halides. An Unequivocal Example of the Vinylic SRN1 Route1

  摘要：

  In a search for an unambiguous example of the vinylic S(RN)1 route, several vinyl bromides and iodides were reacted mostly with (-)CH(2)COCMe(3), and sometimes with (-)CH(2)COPh, (CH)-C--(Me)COEt, and (EtO)(2)PO- ions, under Fe2+- or photostimulation in Me(2)SO. Vinyl halides having vinylic hydrogens, such as beta-bromostyrene, gave acetylenic products, e.g., phenylacetylene or a tertiary PhC=C-substituted alcohol, whereas vinyl halides with allylic hydrogens, such as Me(2)C=C(I)CHMe(2), gave a substituted allene. Reduction products of the halogen, as well as substitution and rearranged substitution products, were also formed. The operation of ionic elimination-addition routes accounts for formation of most of the products, while the reduction products arise from an intermediate vinyl radical. Ph(2)C=C(Br)Ph (20) and Me(2)C=C(Br)Ph (25) gave both substitution and reduction products, but Me(2)C=C(Br)-t-Bu (23) gave only a reduction product. Formation of substitution products from the conjugated 20 and 25 was ascribed to a reaction via a vinylic S(RN)1 route, while lack of substitution in 23 is related to its nonconjugated system and to the consequent higher energy that the radical anion of the substitution product would have. The one here reported seems to be the first case of an exclusive genuine vinylic S(RN)1 process.

  DOI：

  10.1021/jo00101a045
• 作为产物：
  描述：

  2,4-二甲基-3-戊酮 在 碘 、 一水合肼 、 三乙胺 作用下， 生成 2,4-dimethyl-3-iodo-2-pentene
  参考文献：
  名称：

  卤代烷的光化学。10. 乙烯基卤化物和偏二卤乙烯

  摘要：

  Proprietes photochimiques du dimethyl-2,4 iodo-3 pentene-2, des iodo-1 cycloalcenes, des (halogenomethylene) cycloalcanes et des (dihalogenomethylene) cyclohexes。形成 de produits 激进分子和 ioniques。机制。Donnees 光谱 UV、IR、RMN 1 H

  DOI：

  10.1021/ja00361a028

文献信息

• HETERO BIARYL DERIVATIVES AS MATRIX METALLOPROTEINASE INHIBITORS
  申请人：Bunker Amy Mae

  公开号：US20090029995A1

  公开（公告）日：2009-01-29

  This invention provides compounds defined by Formula I or a pharmaceutically acceptable salt thereof, wherein R 1 , Q, S, T, U, V, and R 2 are as defined in the specification. The invention also provides pharmaceutical compositions and methods of treating diseases.

  该发明提供了由式I或其药学上可接受的盐定义的化合物，其中R1、Q、S、T、U、V和R2如规范中所定义。该发明还提供了药物组合物和治疗疾病的方法。
• Stereochemistry of addition reactions of allenes. VI. Orientation and stereochemistry of radical addition
  作者：Larry R. Byrd、Marjorie C. Caserio

  DOI：10.1021/jo00797a026

  日期：1972.12
• Oxidatively assisted nucleophilic substitution/elimination of alkyl iodides in alcoholic media. A further study
  作者：Robert I. Davidson、Paul J. Kropp

  DOI：10.1021/jo00349a016

  日期：1982.5
• Nuss, John M.; Bark, Steven J.; Borchardt, Daniel B., Angewandte Chemie, 1990, vol. 102, # 12, p. 1532 - 1533
  作者：Nuss, John M.、Bark, Steven J.、Borchardt, Daniel B.、Morton, Thomas Hellman

  DOI：——

  日期：——
• Galli Carlo, Gentili Patrizia, Rappoport Zvi, J. Org. Chem, 59 (1994) N 22, S 6786-6795
  作者：Galli Carlo, Gentili Patrizia, Rappoport Zvi

  DOI：——

  日期：——