Improved synthetic route to heteroleptic alkylphosphine oxides was written by Kendall, Alexander J.;Seidenkranz, Daniel T.;Tyler, David R.. And the article was included in Organometallics in 2017.Synthetic Route of C6H12BrCl The following contents are mentioned in the article:
A new method for the synthesis of heteroleptic alkylphosphine oxides R2R1P:O (R ≠ R1) from secondary phosphine oxides R2HP:O comprises reaction of alkyl halide R1X with sodium phosphinite salt NaOPR2 in THF at 22°, which gives high product yields for primary and, partially, for secondary alkyl halides. These reactions were fast at room temperature, sterically selective, high yielding, and >95% pure after an aqueous wash. Deprotonation of an secondary phosphine oxides (SPO) generates a phosphinite anion ([R2P-O]–) that was found to be highly selective for nucleophilic P-C bond formation (as opposed to O-C bond formation) with alkyl halides. Surprisingly, most strong organometallic bases failed to deprotonate SPOs to their resp. phosphinite anions (pKas for most SPOs are <27). Only sodium bis(trimethylsilyl)amide (NaHMDS) cleanly formed the phosphinite anion, which was stable in solution (0.1 M, 23° in THF) for over 24 h. The need for a very specific base to deprotonate suggests that both ion pairing and the conjugate acid play a role in stabilizing the phosphinite anion. Phosphinite anion reactivity followed the expected trend for an SN2 mechanism on reaction with alkyl halides; elimination products were never observed A wide variety of heteroleptic alkylphosphine oxides were isolated in near-quant. yield with only an aqueous wash as purification This methodol. was then used to make new bis(phosphine oxide)alkanes and unsym. α,ω-bis(phosphine oxide)alkanes (R2P(O)(CH2)3P(O)R12) on the benchtop with unprecedented ease. This study involved multiple reactions and reactants, such as 1-Bromo-6-chlorohexane (cas: 6294-17-3Synthetic Route of C6H12BrCl).
1-Bromo-6-chlorohexane (cas: 6294-17-3) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Synthetic Route of C6H12BrCl
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics