2-Iodo-1-heptene | 90496-82-5

• 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-Iodo-1-heptene
• 英文别名: 2-iodohept-1-ene
• CAS: 90496-82-5
• 化学式: C₇H₁₃I
• 分子量: 224.085
• InChiKey: PWMXNSWOWCRSLK-UHFFFAOYSA-N

物化性质

• 沸点：
  184.4±9.0 °C(Predicted)
• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  二苯基二硒醚 、 2-Iodo-1-heptene 在 sodium tetrahydroborate 、 bis(triphenylphosphine)nickel(II) chloride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 以62%的产率得到2-phenylselenohept-1-ene
  参考文献：
  名称：

  一种简单而通用的乙烯基硫化物，硒化物和碲化物的制备方法

  摘要：

  描述了通过苯基硫属元素化物在乙烯基卤化物上通过亲核和Ni催化的乙烯基取代来合成乙烯基硫属元素化物的一般方法。对于镍催化的取代，该反应是区域性和立体选择性的，并且在DMF的热过程中的一些实例中观察到异构体的混合物。

  DOI：

  10.1016/j.jorganchem.2008.09.039
• 作为产物：
  描述：

  2-iodo-1-thiocyanato-2-trimethylsilylheptane 生成 2-Iodo-1-heptene
  参考文献：
  名称：

  GRAYSON, ELIZABETH J.;WHITHAM, GORDON H., TETRAHEDRON, 44,(1988) N 13, 4087-4094

  摘要：

  DOI：

文献信息

• ORGANIC SYNTHESIS USING HALOBORATION REACTION. IV. IODOBORAXION REACTION OF TERMINAL ALLENES
  作者：Shoji Hara、Satoru Takinami、Satoshi Hyuga、Akira Suzuki

  DOI：10.1246/cl.1984.345

  日期：1984.3.5

  Terminal allenes react smoothly with B-iodo-9-borabicyclo[3.3.1]nonane (B-iodo-9-BBN), and the subsequent protonolysis with acetic acid gives the corresponding 2-iodoalkenes.

  末端丙二烯与 B-iodo-9-borabicyclo[3.3.1]nonane (B-iodo-9-BBN) 顺利反应，随后用乙酸质子分解得到相应的 2-iodoalkenes。
• Surface-Mediated Reactions. 4. Hydrohalogenation of Alkynes
  作者：Paul J. Kropp、Scott D. Crawford

  DOI：10.1021/jo00090a031

  日期：1994.6

  The use of appropriately prepared silica gel and alumina has been found to mediate the addition of hydrogen halides to alkynes. The technique has been rendered even more convenient by the use of various organic and inorganic acid halides that react in the presence of silica gel or alumina to generate hydrogen halides in situ. Treatment in this fashion of 1-propynylbenzene (1), which underwent no reaction in CH2Cl2 solution saturated with HCl, readily afforded the syn addition product, alkenyl chloride (E)-4a. On extended treatment (E)-4a underwent subsequent isomerization to the thermodynamically more stable Z isomer. Thus either isomer of 4a could be obtained in good yield depending on the reaction conditions. In a similar way bromides (E)- and (Z)-4b were obtained without competing formation of the radical products (E)- and (Z)-5, which occurred in solution. In contrast with solution-phase hydriodination of alkyne 1, which slowly afforded iodide (E)-4c, surface-mediated addition readily afforded (E)-4c, followed by isomerization to the Z isomer. E reversible arrow Z equilibration of the alkenyl halides 4 was shown to involve, at least in part, addition-elimination via the gem-dihalides 13. Analogous behavior was exhibited by the phenylalkynes 2 and 3 on surface-mediated hydrohalogenation. Surface-mediated addition of Hbr and HI to the internal alkylalkyne 14 afforded principally the anti addition products (Z)-15b,c. Treatment of the terminal alkynes 17 and 22 with (COBr)(2) over alumina gave the dibromides 20 and 24/25,respectively, whereas use of acetyl bromide as the Hbr precursor afforded the alkenyl bromides 18b and 23.
• Jabri, N.; Alexakis, A.; Normant, J. F., Bulletin de la Societe Chimique de France, 1983, vol. 2, # 11-12, p. 321 - 331
  作者：Jabri, N.、Alexakis, A.、Normant, J. F.

  DOI：——

  日期：——
• JABRI, N.;ALEXAKIS, A.;NORMANT, J. F., BULL. SOC. CHIM. FR., 1983, N 11-12, 321-331
  作者：JABRI, N.、ALEXAKIS, A.、NORMANT, J. F.

  DOI：——

  日期：——
• HARA, SHOJI;TAKINAMI, SATORU;HYUGA, SATOSHI;SUZUKI, AKIRA, CHEM. LETT., 1984, N 3, 345-348
  作者：HARA, SHOJI、TAKINAMI, SATORU、HYUGA, SATOSHI、SUZUKI, AKIRA

  DOI：——

  日期：——