1,3-二碘丙烷

化合物

1,3-二碘丙烷是一種有機化合物,化學式為C3H6I2

1,3-二碘丙烷
英文名 1,3-diiodopropane
識別
CAS號 627-31-6  checkY
SMILES
 
  • ICCCI
性質
化學式 C3H6I2
摩爾質量 295.89 g·mol−1
外觀 液體
密度 2.532 g·cm−3(18 °C)[1]
2.571 g·cm−3(20 °C)[2]
熔點 −13 °C(260 K)[3]
−20 °C(253 K)[4][5]
沸點 110 °C(383 K)[4](19 mmHg[5]
224 °C(497 K)[3]
溶解性 0.041 g(25 °C)[6]
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

製備

1,3-二碘丙烷可由1,3-二溴丙烷碘化鈉丙酮中於50 °C反應得到,[7]1,3-二氯丙烷和碘化鈉在四丁基碘化銨的催化下於DMF中加熱至140 °C反應,也可製備1,3-二碘丙烷。[8]

1,3-丙二醇為原料,可用四碘化二磷[9]三碘甲烷[10]作為碘化劑進行反應製備。

性質

1,3-二碘丙烷和4-二甲氨基吡啶乙腈中反應,可以得到雙吡啶季銨鹽。[11]它和苯甲硫醇氫氧化鉀乙醇溶液中反應,得到1,3-苄硫基丙烷。[12]

參考文獻

  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頁面存檔備份,存於互聯網檔案館). 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. (原始內容存檔於2018-06-07) (英語). 
  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 (英語). 
  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 (英語). 
  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 (英語). 
  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. (原始內容存檔於2020-07-04) (英語).