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1,2-二碘乙烷

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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
別名 ethylene iodide
識別
CAS號 624-73-7
PubChem 12224
ChemSpider 11723
SMILES
 
  • C(CI)I
InChI
 
  • 1/C2H4I2/c3-1-2-4/h1-2H2
InChIKey GBBZLMLLFVFKJM-UHFFFAOYAR
性質
化學式 C2H4I2
摩爾質量 281.86 g·mol−1
密度 2.132 g·cm−3(10 °C)[1]
熔點 82 °C(355 K)[1]
沸點 200 °C(473 K)[2]
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

1,2-二碘乙烷是一種有機化合物,化學式為C2H4I2

製備及性質

1,2-二碘乙烷可由乙烯單質反應得到:[3]

C2H4 + I2 ⇌ C2H4I2

1,2-二氯乙烷碘化鈉四丁基碘化銨的催化下於DMF中加熱,發生鹵素交換反應,得到1,2-二碘乙烷。[4]乙二醇氫碘酸加熱反應,也可得到該化合物。[5]

1,2-二碘乙烷在有機合成中主要用於二碘化釤二碘化鐿的製備:[6]

Sm + ICH2CH2I → SmI2 + H2C=CH2 (惰性氣氛、THF作為溶劑)

參考文獻

  1. ^ 1.0 1.1 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. Normal boiling points of haloalkanes from electrotopological state indices. Toxicological & Environmental Chemistry. 2008-11, 90 (6): 1073–1089 [2020-05-29]. ISSN 0277-2248. doi:10.1080/02772240701862116 (英語). 
  3. ^ Cutherbertson, G.R.; Kistiakowsky, G.B. The thermal equilibrium between ethylene iodide, ethylene and iodine. 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. Divalent lanthanide derivatives in organic synthesis. 1. Mild preparation of samarium iodide and ytterbium iodide and their use as reducing or coupling agents. Journal of the American Chemical Society. 1980, 102 (8): 2693–2698. doi:10.1021/ja00528a029.