Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C4H8I2
Sodium hydride (60% in mineral oil, 0.10 g, 2.6 mmol) was suspended in dry THF (5 mL). After cooled down to -20 C, a solution of CAH(322 mg, 1.0 mmol) in THF (5 mL) was added slowly to the suspension.The mixture was stirred at room temperature for 1 h, then 1,4-diiodobutane(150 mg, 0.5 mmol) was added at -20 C, and further stirred atroom temperature for 6 h. The reaction was quenched by saturatedaqueous NH4Cl solution, and extracted with diethyl ether (3×30 mL).The organic layer was washed with water (3×30 mL) and dried overanhydrous MgSO4, and evaporated under reduced pressure. The residuewas purified by column chromatography on silica gel using ethylacetate/hexane (1/8, v/v) as eluent to give a pale yellow powder ofBCAC4 (164 mg, 46%). M.p.: 138.5-140.2 C. 1H NMR (400 MHz,CDCl3): delta (ppm) 8.51 (2 H, s, Ar-H), 8.43 (2 H, s, Ar-H), 8.36 (2 H, d,J=1.2 Hz, Ar-H), 8.02 (6 H, m, Ar-H), 7.67 (1 H, d, J=4 Hz, Ar-H),7.64 (1 H, d, J=2 Hz, Ar-H), 7.53 (4 H, m, Ar-H), 3.35-1.60 (20 H, br,B-H), 1.68 (4 H, d, J=2 Hz), 1.24 (4 H, q, J=8 Hz). 13C NMR(100 MHz, CDCl3): delta (ppm) 132.94, 132.46, 132.33, 130.94, 130.14,129.09, 128.25, 128.18, 127.85, 126.97, 126.66, 126.31, 126.10,126.08, 83.82, 81.92, 34.43, 28.58. HRMS: m/z calcd for[C36H46B20-H]-: m/z=693.5522. Found: m/z=693.5549.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-21-7, its application will become more common.
Reference:
Article; Wu, Xueyan; Guo, Jixi; Jia, Wei; Zhao, Jianzhang; Jia, Dianzeng; Shan, Huici; Dyes and Pigments; vol. 162; (2019); p. 855 – 862;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com