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2-Phenylethyl bromide is an organobromide with the formula C 6 H 5 CH 2 CH 2 Br. It is a colorless liquid, although older samples appear yellow. Analogous to the preparation of most 1-bromoalkanes, it is prepared by free-radical addition of hydrogen bromide to styrene.
Benzyl bromide is used in organic synthesis for the introduction of the benzyl groups when the less expensive benzyl chloride is insufficiently reactive. [6] [7] Benzylations are often achieved in the presence of catalytic amounts of sodium iodide, which generates the more reactive benzyl iodide in situ. [3]
184.5 °c (364.1 °f; 457.7 k) Benzyl bromide is an isomer, which has a bromine substituted for one of the hydrogens of toluene 's methyl group, and it is sometimes named α-bromotoluene. Preparation
The preparation of EtBr stands as a model for the synthesis of bromoalkanes in general. It is usually prepared by the addition of hydrogen bromide to ethene: . H 2 C=CH 2 + HBr → H 3 C-CH 2 Br
If the dibromene oxide is allowed to react further with furan, in the presence of n-butyllithium [12] or potassium amide [16] or via an intermediate 1,4-aryne the tricyclic 1,4-adduct 1,4:5.8-diepoxy-1,4,5,8-tetrahydroanthracene [17] is formed in 71% yield as a syn-anti-mixture.
Replacing 1-bromopropane with water or acetone-based adhesives is the preferred NIOSH option for controlling occupational exposure, but other options include engineering controls like isolation and ventilation, administrative controls, and PPE that includes respiratory and skin protection.
The reaction takes place in a two-phase mixture of p-xylene and water as solvent, in the presence of catalytic PdCl 2 (NCPh) 2 and triphenylphosphine (PPh 3), tetrabutylammonium iodide (TBAI) as a phase-transfer catalyst, and sodium hydroxide as a base. Below is an example reaction of 1,3-dibromobenzene to isophthalic acid. [1]
Cation–π interaction between benzene and a sodium cation.. Cation–π interaction is a noncovalent molecular interaction between the face of an electron-rich π system (e.g. benzene, ethylene, acetylene) and an adjacent cation (e.g. Li +, Na +).