1-Pentene, 5-bromo- → Bis(3-butenyl)mercury
Reaction equation
[CH2:1]([Hg:6][CH2:7][CH2:8][CH2:9][CH:10]=C)[CH2:2][CH2:3][CH:4]=C.C([Mg]Br)CCC=C.BrCCCC=C.[Mg]>O1CCCC1.O>[CH2:1]([Hg:6][CH2:7][CH2:8][CH:9]=[CH2:10])[CH2:2][CH:3]=[CH2:4]Participants
7
[CH2:1]([Hg:6][CH2:7][CH2:8][CH2:9][CH:10]=C)[CH2:2][CH2:3][CH:4]=C.C([Mg]Br)CCC=C.BrCCCC=C.[Mg]>O1CCCC1.O>[CH2:1]([Hg:6][CH2:7][CH2:8][CH:9]=[CH2:10])[CH2:2][CH:3]=[CH2:4]Preparation of bis(4-pentenyl)mercury : To a solution of 4-pentenyl magnesium bromide, prepared from 25 g of 1-bromo-4-pentene (169 mmole) and 5 g of magnesium (208 mmole) in 40 mL of tetrahydrofuran, was added dropwise at 50° C. with stirring a solution of 25.2 g of mercuric chloride (93 mmole) in 50 mL of tetrahydrofuran. After stirring for 2 hours at 60° C., the reaction mixture was hydrolyzed with water at 0°-5° C. The organic layer was separated from aqueous layer; the product was distilled to give bis-3-butenyl mercury in 67% yield. The identity of the compound was confirmed by gas chromatography and 1H NMR.
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