Overview | The 2-bromomethylthiophene molecule is a five-membered heterocyclic conjugated system, and the unshared electron pair on the sulfur atom increases the electron cloud density on the ring, Enhance the reactivity of ring-forming carbon atoms (especially the 2 and 5 atoms), therefore, thiophene is prone to nitrification, sulfonation, alkylation, acylation and halogenation, and a variety of thiophene heterocyclic compounds are derived. |
uses | 2-bromomethylthiophene is an important intermediate for the synthesis of various antispasmodic drugs and semi-synthetic antibiotics, and is widely used in the fields of medicine, pesticide, dye, resin and chemical industry. |
preparation | in a fully automatic organic synthesizer, a certain amount of thiophene and concentrated hydrobromic acid are added, a cooling system is opened, and dry hydrogen bromide gas is introduced under constant stirring. When the waiting liquid drops to a certain temperature, a certain amount of formaldehyde gas is introduced (formaldehyde gas and hydrogen bromide gas are measured by weighing method). After the reaction is over, extract 3 times with 3 times the volume of anhydrous ether, the combined extract is washed with distilled water, and then dried with anhydrous sodium sulfate. After the ether was recovered, the fraction of 75 ℃/2.27kPa was collected by vacuum distillation to obtain a colorless oily liquid, and the final product was verified by gas-mass spectrometry. |