1,2-二碘乙烷
化合物
1,2-二碘乙烷是一種有機化合物,化學式為C2H4I2。
1,2-二碘乙烷 | |||
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IUPAC名 1,2-diiodoethane | |||
別名 | ethylene iodide | ||
識別 | |||
CAS號 | 624-73-7 | ||
PubChem | 12224 | ||
ChemSpider | 11723 | ||
SMILES |
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InChI |
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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。 |
製備及性質
- C2H4 + I2 ⇌ C2H4I2
1,2-二氯乙烷和碘化鈉在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]乙二醇和氫碘酸加熱反應,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和二碘化鐿的製備:[6]
- Sm + ICH2CH2I → SmI2 + H2C=CH2 (惰性氣氛、THF作為溶劑)
參考文獻
- ^ 1.0 1.1 Jaeger, F. M. Crystallography of the Aliphatic Compounds. Zeitschrift fuer Kristallographie und Mineralogie, 1909. 45: 539-547. ISSN: 0372-9176.
- ^ 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).
- ^ 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.
- ^ Herlekar, Omkar Pravin; Durve, Ketakee Sanjay; Chaudhari, Nikhil Vitthal. Process for terminal dihaloalkane. 2012. IN 2012MU01684 A.
- ^ Doya, Masaharu; Hoshino, Yuki. Preparation of iodine compounds by alcohol iodination using hydriodic acid while removing generated water. 2010. JP 2010159223 A.
- ^ 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.