Application of 2695-48-9, 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. 2695-48-9, name is 8-Bromo-1-octene, This compound has unique chemical properties. The synthetic route is as follows.
A 250-mL round-bottom flask equipped with a stir bar and a water-jacketed reflux condenser was charged with trimethylsilylacetylene (6.00 mL, 42.0 mmol). THF (50 mL) was added, and the mixture was allowed to cool to 0 C (ice-bath). nButyllithium (29.0 mL, 42.0 mmol, 1.46 M solution in hexanes) was added dropwise by a syringe, and the ice-bath was removed following the addition. The mixture was allowed to warm to 22 C as it stirred for 1 h, at which point 8-bromo- l-octene (3.50 mL, 21.0 mmol) was added, and the mixture was allowed to reflux for 12 h. The mixture was allowed to cool to 0 C, quenched by addition of 50 mL water, washed with CH2CI2 (5 x 50 mL). The combined organic layers were washed in brine ( 1 x 50 mL), dried over MgS0 , filtered, and concentrated in vacuo. The resulting brown oil was filtered through a plug of silica gel (eluted in pentane), the filtrate was concentrated and the resulting brown oil distilled under vacuum ( 1.0 torr). The resulting yellow oil was re-distilled under vacuum ( 1.0 torr) to afford dec-9-en- l -ynyltrimethylsilane (0.700 g, 3.40 mmol, 14.0% yield) as a colorless oil. IR (neat): 3078 (w), 2929 (m), 2857 (w), 2175 (m), 1641 (w), 1461 (w), 1325 (w), 1248 (m), 1032 (w), 994 (w), 910 (m), 837 (s), 758 (s), 725 (w), 697 (w), 638 (m), 575 (w), 450 (w); NMR (400 MHz, CDCb): delta 5.86-5.76 ( 1 H, m), 4.99 ( 1 H, dd, J= 17.2, 2.0 Hz), 4.93 ( 1 H, dd, J= 10.0,0.8 Hz), 2.21 (2H, t, J= 7.2 Hz), 2.05 (2H, app q, J= 7.1 Hz), 1.55- 1.48 (2H, m), 1.40- 1.28 (6H, m), 0. 14 (9H, s); , 3C NMR ( 100 MHz, CDCI 3 ) : delta 1 39.2, 1 14.4, 107.8, 84.4, 33.9, 28.9, 28.8, 28.7, 28.7, 20.0, 0.3 ; HRMS (EST) [M+HJ+ calcd for C^H^Si: 209.1726, found: 209.1719.
The chemical industry reduces the impact on the environment during synthesis 8-Bromo-1-octene. I believe this compound will play a more active role in future production and life.
Reference:
Patent; TRUSTEES OF BOSTON COLLEGE; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; HOVEYDA, Amir, H.; MEEK, Simon, J.; O’ BRIEN, Robert, V.; CROS, Josep, Llaveria; SCHROCK, Richard, R.; WO2011/97642; (2011); A1;,
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