2,5-Dibromo-3-Dodecylthiophene

Colorless to yellow liquid

A solution of N-bromosuccinimide (NBS) (48 g; 0.27 mol) dissolved in DMF (160 ml) was added dropwise to 3-dodecylthiophene (68 g; 0.27 mol) dissolved in DMF (110 ml). The reaction solution was stirred for one day, 750 ml of water was added thereto. An organic material was extracted from ethyl ether (3.x.300 ml), washed with brine and water, and then the residual moisture was removed over anhydrous magnesium sulfate. After removing the solvent, the residue was distilled off under reduced pressure at 125° C./5 mmHg to obtain a product (84.85 g, yield of 94percent).To a solution of 3-dodecylthiophene (5.00 g, 19.8 mmol) in CHClNBS (3.52 g, 19.80 mmol) was added portionwise to a solution of compound (1) (5.00 g, 19.8 mmol) in CHCl3 / HOAc (1: 1) (Vt = 20.0 mL) at 0 ° C.The solution was stirred at 0 degree C for 1 hour and stirred at that temperature overnight.The reaction mixture was then poured into water (50.0 mL)And extracted with chloroform (3 x 50.0 mL)The combined organic phases were washed with NaOH solution (50.0 mL)And dried over MgSO4.Purified by column chromatography (n-hexane as eluent)To give the product as a colorless oil (6.05 g, 90percent yield).

Molecular Weight:331.4
XLogP3:8.8
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:11
Exact Mass:330.10168
Monoisotopic Mass:330.10168
Topological Polar Surface Area:28.2
Heavy Atom Count:18
Complexity:184
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes