2-BROMO-2-METHYLPROPANAMIDE

b) Example 25; Synthesis of 2-bromo-2-methylpropanamideTo a vigorously stirred solution of 28percent NHTo a IL conical flask containing hexane (500 τtιL) was added bromoisobutyryl bromide and the solution was cooled to 0°C. Concentrated aqueous ammonia (80 mL) was added dropwise to the reaction via dropping funnel over 20 min and the resulting white suspension was stirred at 0°C for a further 30 min. The white solid was filtered and washed with ice cold H2O several times. Recrystallisation from CHClTo a solution of the 2-bromo-2-methylpropanoyl bromide (100.0 g, 0.43 mol) in hexane (900 mL) cooled at [0XB0;C] was added an ammonium hydroxide solution (25percent). A white precipitate was formed and the reaction was stirred at [0XB0;C] for 30 min. After filtration, the precipitate was washed with water and dried. After [RECRYSTALLISATION] from EtOH, the title compound was obtained as white needles in a 76percent yield ; m. p. [148XB0;C.]2-bromo-2-methylpropanoyl bromide (13.44 ml_, 108.74 mmol) was added dropwise from a pressure equalising dropping funnel to a stirred solution of ammonium hydroxide (17.85 ml_, 128.35 mmol) in water (22 ml.) cooled to below 5°C. The internal temperature was not allowed to rise above 15°C. The resulting solution was stirred at between 0 and 5°C for 1 hour until the reaction was complete. The precipitate was filtered and washed with water (100 mL) to give 2-bromo-2-methylpropanamide (13.69 g, 64.2 percent);

Molecular Weight:166.02
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:164.97893
Monoisotopic Mass:164.97893
Topological Polar Surface Area:43.1
Heavy Atom Count:7
Complexity:89.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes