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和碘单质反应得到：^[3]

C₂H₄ + I₂ ⇌ C₂H₄I₂

1,2-二氯乙烷和碘化钠在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]乙二醇和氢碘酸加热反应，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和二碘化镱的制备：^[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. 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 （英语）.
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.