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- W4223897844 abstract "[28290-41-7] C15H25Br (MW 285.26) InChI = 1S/C15H25Br/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+ InChIKey = FOFMBFMTJFSEEY-YFVJMOTDSA-N (allylating agent; common precursor to substrates for polyene cyclizations) Alternative Name: trans,trans-1-bromo-3,7,11-trimethyl-2,6,10-dodecatriene. Physical Data: bp 100–110 °C/15 mmHg; d 1.052 g cm−3. Solubility: soluble in most organic solvents (e.g., pentane, hexane, CH2Cl2, CHCl3, Et2O, THF, acetone, EtOAc, MeCN, DMF, MeOH, and EtOH); insoluble in H2O. Form Supplied in: yellow liquid; commercially available in 95–98% purity. Preparative Methods: trans,trans-farnesyl bromide is prepared from trans,trans-farnesol by treatment with methanesulfonyl chloride, triethylamine, and lithium bromide in THF at −45 to 0 °C.1 Alternatively, trans,trans-farnesyl bromide is prepared by the treatment of trans,trans-farnesol with PBr3,2 sometimes with the addition of pyridine.3 Purification: trans,trans-farnesyl bromide is generally not purified but made and used immediately,1b which can result in the formation of >99% pure trans,trans-farnesyl bromide.4 Handling, Storage, and Precautions: can be stored at −20 °C for several months.5 Decomposes slowly upon exposure to light. Decomposes rapidly upon treatment with SiO2." @default.
- W4223897844 created "2022-04-19" @default.
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- W4223897844 date "2022-04-15" @default.
- W4223897844 modified "2023-09-27" @default.
- W4223897844 title "<i>trans,trans</i> ‐Farnesyl Bromide" @default.
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- W4223897844 doi "https://doi.org/10.1002/047084289x.rn02476" @default.
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