1,2-二碘乙烷

1,2-二碘乙烷是一种有机化合物,化学式为C2H4I2

1,2-二碘乙烷
Skeletal formula of 1,2-diiodoethane
Stick and Balls model of 1,2-diiodoethane
Tube model of 1,2-diiodoethane
Space Filling model of 1,2-diiodoethane
IUPAC名
1,2-diiodoethane
别名 ethylene iodide
识别
CAS号 624-73-7
PubChem 12224
ChemSpider 11723
SMILES
 
  • C(CI)I
InChI
 
  • 1/C2H4I2/c3-1-2-4/h1-2H2
InChIKey GBBZLMLLFVFKJM-UHFFFAOYAR
性质
化学式 C2H4I2
摩尔质量 281.86 g·mol−1
密度 2.132 g·cm−3(10 °C)[1]
熔点 82 °C(355 K)[1]
沸点 200 °C(473 K)[2]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

制备及性质

1,2-二碘乙烷可由乙烯单质反应得到:[3]

C2H4 + I2 C2H4I2

1,2-二氯乙烷碘化钠四丁基碘化铵的催化下于DMF中加热,发生卤素交换反应,得到1,2-二碘乙烷。[4]乙二醇氢碘酸加热反应,也可得到该化合物。[5]

1,2-二碘乙烷在有机合成中主要用于二碘化钐二碘化镱的制备:[6]

Sm + ICH2CH2I → SmI2 + H2C=CH2 (惰性气氛、THF作为溶剂)

参考文献

  1. Jaeger, F. M. Crystallography of the Aliphatic Compounds. Zeitschrift fuer Kristallographie und Mineralogie, 1909. 45: 539-547. ISSN: 0372-9176.
  2. Gordon G. Cash, Suzanne Hartigan, Jay Tunkel. . Toxicological & Environmental Chemistry. 2008-11, 90 (6): 1073–1089 [2020-05-29]. ISSN 0277-2248. doi:10.1080/02772240701862116 (英语).
  3. Cutherbertson, G.R.; Kistiakowsky, G.B. . J. Chem. Phys. 1935, 3 (10): 631–634. Bibcode:1935JChPh...3..631C. doi:10.1063/1.1749566.
  4. Herlekar, Omkar Pravin; Durve, Ketakee Sanjay; Chaudhari, Nikhil Vitthal. Process for terminal dihaloalkane. 2012. IN 2012MU01684 A.
  5. Doya, Masaharu; Hoshino, Yuki. Preparation of iodine compounds by alcohol iodination using hydriodic acid while removing generated water. 2010. JP 2010159223 A.
  6. Girard, P.; Namy, J. L.; Kagan, H. B. . Journal of the American Chemical Society. 1980, 102 (8): 2693–2698. doi:10.1021/ja00528a029.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.