Discovery of 1-Chloro-6-iodohexane

The chemical industry reduces the impact on the environment during synthesis 1-Chloro-6-iodohexane. I believe this compound will play a more active role in future production and life.

Electric Literature of 34683-73-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 34683-73-3, name is 1-Chloro-6-iodohexane, This compound has unique chemical properties. The synthetic route is as follows.

A 100 ml round bottom flask was charged with [2-(2-Hydroxy-ethoxy)-ethyl]-carbamic acid anthracen-9-ylmethyl ester (1.12 g, 3 mmol) and fresh sodium hydride, 60% dispersion in mineral oil (360 mg, 9 mmol) under inert atmosphere. 20 ml anhydrous THF was added and the reaction allowed to stir for 30 minutes. The flask is then cooled to between -10 and -20 C. by means of an ice/NaCl bath. When the temperature is reached 1-chloro-6-Iodohexane (1 ml, 6 mmol) is added via syringe. The reaction is maintained at ice/NaCl temperature for 2 hours, then slowly allowed to warm to room temperature overnight. At this point silica gel 60 is co-absorbed onto the reaction mixture with loss of solvent under reduced pressure. Silica gel chromatography takes place initially with heptane as eluent, followed by 10%, 20%, and 25% ethyl acetate. A total of 0.57 g (41% yield) of product is isolated from appropriate fractions: 1H NMR (CDCl3) delta 8.48 (s, H-10), 8.38 (d, H-1, 8), 8.01 (d, H-4, 5), 7.52 (dt, H-2, 3, 6, 7), 6.13 (s, CH2-anth), 5.29 (bs, exchangeable, NH), 3.74 (m, 4H), 3.55-3.15 (m, 8H), 1.84 (m, 4H), 1.61 (m, 1H), 1.43 (m, 1H), 1.25 (m, 2H). Mass spectrum, m/e Calcd for C26H32ClNO4H2O: 475.21 (100%), 476.22 (29.6%). Found: 475.21, 476.52.

The chemical industry reduces the impact on the environment during synthesis 1-Chloro-6-iodohexane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PROMEGA CORPORATION; Wood, Keith V.; Los, Georgyi V.; Bulleit, Robert F.; Klaubert, Dieter; McDougall, Mark; Zimprich, Chad; (78 pag.)US2016/31911; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com