1,3-二碘丙烷

化合物

1,3-二碘丙烷是一种有机化合物,化学式为C3H6I2

1,3-二碘丙烷
英文名 1,3-diiodopropane
识别
CAS号 627-31-6  checkY
SMILES
 
  • ICCCI
性质
化学式 C3H6I2
摩尔质量 295.89 g·mol−1
外观 液体
密度 2.532 g·cm−3(18 °C)[1]
2.571 g·cm−3(20 °C)[2]
熔点 −13 °C(260 K)[3]
−20 °C(253 K)[4][5]
沸点 110 °C(383 K)[4](19 mmHg[5]
224 °C(497 K)[3]
溶解性 0.041 g(25 °C)[6]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

制备

编辑

1,3-二碘丙烷可由1,3-二溴丙烷碘化钠丙酮中于50 °C反应得到,[7]1,3-二氯丙烷和碘化钠在四丁基碘化铵的催化下于DMF中加热至140 °C反应,也可制备1,3-二碘丙烷。[8]

1,3-丙二醇为原料,可用四碘化二磷[9]三碘甲烷[10]作为碘化剂进行反应制备。

性质

编辑

1,3-二碘丙烷和4-二甲氨基吡啶乙腈中反应,可以得到双吡啶季铵盐。[11]它和苯甲硫醇氢氧化钾乙醇溶液中反应,得到1,3-苄硫基丙烷。[12]

参考文献

编辑
  1. ^ Lichtenberger, Jean; Tritsch, Pierre. Disulfonic esters. Bulletin de la Societe Chimique de France, 1961. 363-371. ISSN: 0037-8968.
  2. ^ Arthur I. Vogel. Iodides and bromides from alcohols. 1944. GB 565452.
  3. ^ 3.0 3.1 Carl L. Yaws: "Thermophysical properties of chemicals and hydrocarbons", S. 8. Google Book.
  4. ^ 4.0 4.1 "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2020-05-16]
  5. ^ 5.0 5.1 Dictionary of organic compounds, S. 2500页面存档备份,存于互联网档案馆). Google Book.
  6. ^ Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2020 ACD/Labs). Retrieved from SciFinder. [2020-05-16]
  7. ^ Pierangelo Gobbo, Praveen Gunawardene, Wilson Luo, Mark Workentin. Synthesis of a Toolbox of Clickable Rhodamine B Derivatives. Synlett. 2015-03-18, 26 (09): 1169–1174 [2020-05-29]. ISSN 0936-5214. doi:10.1055/s-0034-1380191. (原始内容存档于2018-06-07) (英语). 
  8. ^ Herlekar, Omkar Pravin; Durve, Ketakee Sanjay; Chaudhari, Nikhil Vitthal. Process for terminal dihaloalkane. 2012. IN 2012MU01684 A.
  9. ^ Wim Buijs, Paul van Elburg, Arne van der Gen. The Conversion of α,ω-Diols into Mono Iodo Alcohols. Synthetic Communications. 1983-03, 13 (5): 387–392 [2020-05-29]. ISSN 0039-7911. doi:10.1080/00397918308066994 (英语). 
  10. ^ Yubao Zhao, Markus Antonietti. Visible-Light-Driven Conversion of Alcohols into Iodide Derivatives with Iodoform. ChemPhotoChem. 2018-08, 2 (8): 720–724 [2020-05-29]. doi:10.1002/cptc.201800084 (英语). 
  11. ^ Elise Cahard, Franziska Schoenebeck, Jean Garnier, Sylvain P. Y. Cutulic, Shengze Zhou, John A. Murphy. Electron Transfer to Benzenes by Photoactivated Neutral Organic Electron Donor Molecules. Angewandte Chemie International Edition. 2012-04-10, 51 (15): 3673–3676 [2020-05-29]. doi:10.1002/anie.201200084 (英语). 
  12. ^ Adrien Schlachter, Antony Lapprand, Daniel Fortin, Carsten Strohmann, Pierre D. Harvey, Michael Knorr. From Short-Bite Ligand Assembled Ribbons to Nanosized Networks in Cu(I) Coordination Polymers Built Upon Bis(benzylthio)alkanes (BzS(CH 2 ) n SBz; n = 1–9). Inorganic Chemistry. 2020-03-16, 59 (6): 3686–3708 [2020-05-29]. ISSN 0020-1669. doi:10.1021/acs.inorgchem.9b03275. (原始内容存档于2020-07-04) (英语).