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| | Silane, trimethyl(2-methylene-3-buten-1-yl)- Basic information |
| | Silane, trimethyl(2-methylene-3-buten-1-yl)- Chemical Properties |
| solubility | Sol common organic solvents. |
| | Silane, trimethyl(2-methylene-3-buten-1-yl)- Usage And Synthesis |
| Physical properties | bp 69–70 °C/80 mmHg. | | Uses | 2-Trimethylsilylmethyl-1,3-butadiene is an isoprenylation reagent; Diels–Alder diene; reactant in Formation of π-Allylic Complex Followed by Acyldemetalation. | | Preparation | 2-Trimethylsilylmethyl-1,3-butadiene is prepared most conveniently by the
coupling reaction of the Grignard reagent prepared from
(chloromethyl)trimethylsilane with 2-chloro-1,3-butadiene
(chloroprene) in the presence of a catalytic amount of Ni[Ph2P-
(CH2)3PPh2]Cl2 (91% yield) (eq 1). Alternatively, it can be
prepared by the reaction of the same Grignard reagent with allenylmethyl
phosphate in 57¨C73% yield (eq 2). Direct metalation
of isoprene followed by the reaction with chlorotrimethylsilane
gives 2-trimethylsilylmethyl-1,3-butadiene in low
yield. Thermal isomerization of 1-trimethylsilylmethylcyclobutene
to 2-trimethylsilylmethyl-1,3-butadiene has also
been reported. 
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| | Silane, trimethyl(2-methylene-3-buten-1-yl)- Preparation Products And Raw materials |
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