Synthesis
solution of Te powder (96 mg, 0.75 mmol) and NaBH4 (42 mg, 1.12 mmol) in 1.5 mL of DMF in tert-butanol (100:1) was heated at 80°C for 30–45 minutes under argon. The resulting deep purple solution was then cooled to room temperature, and a solution of substrate (0.5 mmol) and pyridine 16 (43 μL, 0.5 mmol) in 2 mL of benzene DMF (1:3) was added via syringe. The mixture was stirred at room temperature until the starting material (tlc) was complete. The reaction flask was then opened to air and water was added. After 1 hour, the mixture was filtered through diatomaceous earth, eluted with EtOAc, and washed with brine. Chromatography allowed for the purification of the pure product 1-hexadecene. Yield: 85%.
Figure 1-Synthetic Route of Hexadecene
Chemical Properties
clear colorless liquid
Uses
Solvent, organic intermediate, ignition standard
for diesel fuels.
Uses
1-Hexadecene is used as an intermediate for organic synthesis. It is utilized as a blend for off-shore drilling fluids. It is also used as a surface active agent, finishing agent, process regulator, functional fluid, lubricant and lubricant additive. Further, it acts as comonomers in polymer such as low density polyethylenes, which shows thiner, flexibility and tearing resistance.
Definition
ChEBI: An unbranched sixteen-carbon alkene with one double bond between C-1 and C-2.
Synthesis Reference(s)
The Journal of Organic Chemistry, 7, p. 227, 1942
DOI: 10.1021/jo01197a003
Toxics Screening Level
The initial threshold screening level (ITSL) for 1-hexadecene is 17 μg/m3 based on an annual averaging time.
