2-Bromoethyl ether

Although a tetrahydrodioxodn structure has been suggested for the product of the reaction of bis(2-bromoethyl) ether with diethyl /3-oxoglutarate under basic conditions (43JGU352), the reported data are insufficient to establish this structure. 

A 300 mL dried round-bottomed flask with a magnetic stirrer bar, and a 3-way tap with argon balloon was charged with (a5,R)-6,6 -[(propylene)dioxy]biphe-nyl-2,2 -diol (5) (600 mg, 2.4 mmol), potassium carbonate (720 mg, 5.52 mmol) and A,A -dimethylformamide (150 mL). The mixture was heated to 80 °C. To the mixture was slowly added 2-bromoethyl ether (553 pL, 4.8 mmol) in N,N -dimethylformamide (4mL) over 4 h, and this was stirred for 5 h at the same... 

The same radical cyclization can be performed using a more simplified vitamin B12 model, such as Z w(dimethylglyoximato)(pyridine)Cobalt chloride Co3+ Cl -Py complex (B), as shown in eq. 11.3. Treatment of propargyl P-bromoethyl ether (3) with NaBH4 and a catalytic amount of the cobalt complex (B) provides fi-exo-methylene tetrahydrofuran via 5-exo-dig manner [2-7]. 

The mass spectrum with the isotopic cluster at m/z 230, 232, 234 indicates the presence of two bromine atoms the remainder (72) can be ascribed to C4HgO. The symmetry of the H-NMR spectrum indicates an AA BB symmetric structure, so we can suggest that the compound is di(bromoethyl) ether ... 

Most attempts in the past to prepare higher molecular weight ultraviolet stabilizers have used the reaction of a preformed polymer with an ultraviolet-absorbing small molecule, e.g., of polymeric methacrylic acid salts with the 2-bromoethyl ether of the 1-hydroxyl group of 2,1-dihydroxybenzophenone (2). 

Bromo-l,4-diphenyl-3-methylthio-S-triazolium bromide, 53-54 d-Bromoenamines, 71 a-Bromoethyl ethers, 459, 496 vic-Bromofluoroalkanes, 53 Bromohydrins, 52 a-Bromo ketones, 52-53, 150, 406 Bromolactonization, 421, 423... 

One of the first examples of a cycUzation to form a nine-membered ring is that reported by Ali-Zade and Arbuzov <43MI 927-oi>. The reaction of the bis-malonate (152), as its magnesium salt, with bis(bromoethyl)ether afforded the oxonane (153) (Equation (9)). 

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